Discover Affordable Accommodations in The Berkshires, MA

Vacation Village in the Berkshires
Resort
276 Brodie Mountain Road, Hancock, MA, MA 01237

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities. The Vacation Village in the Berkshires ideally places guests only moments away from a variety of activities, historical sites and delicious dining options. Biking trails, top-rate ski trails, fishing and swimming are all nearby. Guests can also enjoy the variety of amenities available at the Berkshires Village. The property features a state-of-the-art fitness center, private balconies and patios and fully and partially equipped kitchens. Jiminy Peak Mountain Ski Resort is 1.6 mi away from this hotel.

Guest Reviews:

- "Perfect family getaway." - "This is the third time I’ve stayed here and it won’t be the last! Such an amazing place for a quick getaway!" - "Over all was a beautiful stay even though the shower was cold ." - "I love everything about my stay, particularly fireplace electric though but looks very real and super warm!" - "It was excellent as always!" - "Excellent" - "Great week all around!" - "Always a great time at VV. Grandchildren love it."

The Central Downtown Inn & Suites
House
20 W Housatonic St., Pittsfield, MA, 01201, USA

While you're here, you can enjoy all the comforts of home and more, including an oven and a stovetop, as well as a dishwasher and free WiFi. Other amenities include laundry facilities, a freezer, towels, and an electric kettle.

Guest Reviews:

- "Everything was Great" - "This place is very clean" - "Easy check in. Carmen was awesome. Close to stores, cafes and pet friendly." - "Great stay. Easy check-in. Comfortable." - "Our stay was perfect we will stay every time we come to town from now on Carmen is so friendly and accommodating such a great stay! Thank you" - "Cleanliness and comfort ranked very high here. We very much enjoyed the comfortable, large king bed and the cushy living room sofa. The unit was the size of a small apartment with large rooms having lots of windows and light including a large balcony with chairs - views of green leafy trees from some windows and town views from others (such as a parking lot etc. but expected being in downtown). It has a kitchen with all of the standard large and basic small appliances and all were clean and in working order. If you don’t want or need to cook in the kitchen, there are a couple of eateries within close walking distance with others at further walking/driving distances. During our two night mid week stay it was very quiet even though the Inn is off of a very busy local street. This property looks to be well used over many years and is kept to a relatively high standard of cleanliness and comfort. We had never used this type of remote check in/keyless service but it worked very well. At one point, I had to contact the Inn via phone and was able to speak with someone right away. I would not hesitate to stay here in the future. "

Berkshire Mountain Lodge
Cabin
8 Dan Fox Drive, Pittsfield, MA, MA 01201, USA

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV are included in each guest room. The private bathrooms are equipped with a hairdryer and free toiletries. Guests at the Pittsfield Berkshire Mountain Lodge can relax in the hot tub. A games room is also available. Berkshire Museum is 6 minutes’ drive from the lodge. Barrington Stage Company: Mainstage is 7 minutes’ drive. Tanglewood is 11 minutes' drive from the lodge.

Guest Reviews:

- "For the price and location it was amazing" - "Great stay as always! Staff was welcoming and friendly and the unit was clean and comfortable and met our expectations." - "This is our 3rd year here and we think the staff is friendly and outstanding." - "Just right for winter getaway" - "Cozy clean and comfortable" - "Exceptional Stay Quiet Comfortable and cozy!" - "Affordable. Could be cleaner." - "Bad beginning. Did not honor agreed on price."

Devonfield Inn B&B
Bed & Breakfast
85 Stockbridge Rd., Lee, MA, 01238, USA

Bed & breakfast in Lee with free breakfast and a 24-hour front desk
This bed & breakfast features an outdoor pool, a business center, and a meeting room. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, concierge services, a 24-hour front desk, and a library are onsite.
Devonfield Inn B&B offers 11 air-conditioned accommodations with complimentary newspapers and complimentary bottled water. Accommodations offer separate sitting areas. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include bathtubs or showers with jetted bathtubs, bathrobes, complimentary toiletries, and hair dryers. This Lee bed & breakfast provides complimentary wired and wireless Internet access. Housekeeping is provided daily.


Recreational amenities at the bed & breakfast include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The classic character of the Inn is so beautiful and adds to the whole experience!" - "It was a great last minute trip. The property is very well maintained and decorated for the holidays. I wish Doug and Tim a great holiday season and Happy New Year. We will be back!!" - "A really amazing property tucked away in a hidden gem of a town. The house itself is just amazing, a very cozy stay. Our bed was the most comfortable and calming with a faint aroma of strawberries everytime I turned over. I can’t wait to go back."

The Dewey by The Lenox Collection
Bed & Breakfast
7 Hubbard Street, Lenox, MA, MA 01240, USA

This bed and breakfast in the scenic Berkshires features uniquely styled guest rooms, each with a private bathroom. Hiking and bicycle trails in Kennedy Park are just 1 mile away. Rooms at the The Dewey by The Lenox Collection feature free Wi-Fi access and a seating area. They are decorated in bright colors, wood floors, and plush bedding. Select rooms have a fireplace or a TV. Guests can relax on the large terrace or in the library at the The Dewey by The Lenox Collection B&B. Conceirge services and daily newspapers are also available. Continental breakfast with local, in-season produce is served every morning. Tanglewood Musical Center is 5 minutes’ drive from the inn. Edith Wharton’s Estate, The Mount, is 2 miles away.

Guest Reviews:

- "This brief getaway has been relaxing and most enjoyable." - "Just what you would imagine a New England Inn would offer." - "Lovely room, comfortable and quiet," - "good room but a negative regarding lack of staff and no coffee maker in room" - "Fabulous location but not good value for money overall" - "Part of the experience of old inn is the charm and a component to the charm is usually the staff. I was surprised at th"

The Barrington
Bed & Breakfast
281 Main St., Level 3, Great Barrington, MA, 01230, USA

Bed & breakfast with free parking, in the vicinity of Ski Butternut
This smoke-free bed & breakfast features coffee/tea in a common area, concierge services, and express check-in. Free WiFi in public areas and free self parking are also provided. Other amenities include express check-out.
The Barrington offers 7 accommodations with complimentary bottled water and coffee/tea makers. These individually decorated accommodations have separate sitting areas and include desks. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include bathrobes, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and portable fans. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. " - "As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!" - "We absolutely loved our stay at The Barrington. The staff is lovely. The room was huge, beautiful and quiet. The breakfast was incredible. We will definitely be back. "

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk
Apartment
Corey Road 37, Hancock, MA, 01237, USA

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 20 miles from Tanglewood Musical Center. With mountain views, this accommodation provides a swimming pool. Rensselaer Polytechnic Institute is 27 miles away and Bennington Battle Monument is 29 miles from the apartment. With free Wifi, this 1-bedroom apartment features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave. Towels and bed linen are available in the apartment. The accommodation is non-smoking. Dining options are available close to the apartment. Tanglewood is 21 miles from WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk, while Norman Rockwell Museum is 27 miles from the property. Albany International Airport is 34 miles away.

Guest Reviews:

- "Wonderful place- would definitely stay again!" - "Great location!! Very cozy newly renovated suite. Highly recommended" - "Wow! Indeed" - "Perfect spot for a comfortable stay!" - "Perfect home base for a ski trip!" - "Okay but won't be coming back."

The Inn at Stockbridge
Bed & Breakfast
30 East Street, Lee, MA, 01262, USA

Bed & breakfast in Lee with free breakfast and a 24-hour fitness center
An outdoor pool, a 24-hour fitness center, and spa services are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a microwave in a common area, a refrigerator in a common area, and a seasonal outdoor pool are onsite.
The Inn at Stockbridge offers 14 air-conditioned accommodations with designer toiletries and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

This Lee bed & breakfast provides complimentary wired and wireless Internet access. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided daily.


Recreational amenities at the bed & breakfast include an outdoor pool and a 24-hour fitness center.

Guest Reviews:

- "Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌 " - "Fantastic!" - "Well-run and elegant property. " - "We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"

Devonfield Inn
Bed & Breakfast
85 Stockbridge Rd., Lee, MA, MA 01238

Devonfield Inn in Lee provides accommodations with a garden, a terrace, and a shared lounge. Featuring a seasonal outdoor swimming pool, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. The accommodation features a shared kitchen, luggage storage space, and organizing tours for guests. At the bed and breakfast, each unit has a flat-screen TV with cable channels. Guests at the bed and breakfast will be able to enjoy activities in and around Lee, like fishing and hiking. Skiing and cycling can be enjoyed nearby, while a ski pass sales point and ski storage space are also available on-site. Cranwell Spa & Golf Club is 3.8 miles from Devonfield Inn, while Norman Rockwell Museum is 5.7 miles from the property. Bradley International Airport is 50 miles away.

Guest Reviews:

- "DOUG and JIM will make you feel at home right away. They will make you feel comfortable about traveling the area and giv" - "A fantastic experience ... everything you would want a B&B to be"

33 Main
Bed & Breakfast
33 Main Street, Lenox, MA, 01240, USA

Adults-only bed & breakfast in Lenox with free breakfast
Along with coffee/tea in a common area, this smoke-free bed & breakfast has express check-in and express check-out. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a lobby fireplace.
33 Main offers 8 air-conditioned accommodations with bathrobes and hair dryers. Each accommodation is individually decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Additionally, rooms include irons/ironing boards and portable fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

Guest Reviews:

- "33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! " - "Clean room, gracious host." - "Beautiful place. Everything was perfect and so pretty. Great location, too. Will definitely return. " - "Love this!" - "I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak
House
102 Main Street, Hancock, MA, MA 01237, USA

22 miles from Tanglewood Musical Center in Hancock, Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak provides accommodations with access to a hot tub. This property offers access to a pool table. There's a sun terrace and guests can use free Wifi and free private parking. Offering a patio and mountain views, the spacious vacation home includes 6 bedrooms, 3 living rooms, flat-screen TV, an equipped kitchen, and 6 bathrooms with a hot tub and a bath. Featuring air conditioning, this unit has a dressing room and a fireplace. The vacation home offers bed linen, towels, and laundry service. There is an on-site bar. For guests with children, the vacation home offers outdoor play equipment and a baby safety gate. Skiing, fishing, and hiking are possible within the area, and Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak offers ski storage space. Tanglewood is 23 miles from the accommodation, while Cranwell Spa & Golf Club is 23 miles from the property. Albany International Airport is 32 miles away.

Guest Reviews:

- "Excellent retreat for large groups or multi-family get aways. We will return again in the future." - "Super excellent, highly recommended!!" - "The place is amazing! It gives us a very enjoyable vacation." - "We had and enjoyable and relaxing experience!" - "Beautiful, large home!" - "Thank you so much for such a nice place to stay. We had time for a nice campfire on final night."

The Cornell Inn, Lenox & The Berkshires
Bed & Breakfast
203 Main St, Lenox, MA, 01240, USA

Bed & breakfast in Lenox with free breakfast and a 24-hour front desk
This smoke-free bed & breakfast features a restaurant, a bar/lounge, and a coffee shop/cafe. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area are onsite.
The Cornell Inn, Lenox & The Berkshires offers 28 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Televisions come with cable channels.

Bathrooms include showers and complimentary toiletries. This Lenox bed & breakfast provides complimentary wireless Internet access. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Excellent" - "This is our second time here and it is a very cute and clean Inn. Staff is so wonderful! " - "Stayed for only one night and hated to leave! From the minute we walked in until check out, we were treated like royalty. Desserts and breakfast were to die for. Highly recommend!" - "Squeaky clean, large comfortable and well-appointed rooms. We had 3 rooms for a family group and they were all lovely. Staff is pleasant and helpful. Lots of variety for breakfast choices and it is table service, not buffet. Highly recommended. "

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Apartment
Corey Road 37, Hancock, MA, 01237, USA

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center. With mountain views, this accommodation provides a swimming pool. Tanglewood is 21 miles away and Norman Rockwell Museum is 27 miles from the apartment. With free Wifi, this 1-bedroom apartment offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Rensselaer Polytechnic Institute is 27 miles from the apartment, while Bennington Battle Monument is 29 miles from the property. Albany International Airport is 34 miles away.

Amenities:

Fireplace/Heating • Pool • Accessibility • Internet • Wellness Facilities • Security/Safety

Jiminy Peak Mountain Resort
Resort
37 Corey Rd, Hancock, MA, 01237, USA

Slopeside fun with 2 restaurants and 2 bars/lounges
With direct access to the slopes, Jiminy Peak Mountain Resort makes guests feel at home with amenities like an outdoor pool, ski storage, and complimentary wireless internet access.
Each condo provides a microwave and a coffee/tea maker, plus a DVD player and a TV with cable channels. Additional amenities include a stovetop, a hair dryer, and a phone.
Jiminy Peak Mountain Resort offers 105 air-conditioned accommodations with DVD players and hair dryers. Cable television is provided. Guests can make use of the in-room microwaves and coffee/tea makers. Bathrooms include bathtubs or showers.
2 hot tubs are on site along with an outdoor pool. Other recreational amenities include outdoor tennis courts, ski-in/ski-out access, and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Unit was very clean and well appointed. Location was amazing. Will definitely stay again!" - "The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!" - "Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it" - "charming town house condo. plenty of room and privacy for our family. Well supplied. Comfortable beds."

Summer and Fall in Sheffield with Monthly Special Pricing Available
House
522 Rote Hill Rd, Sheffield, MA, 01257, USA

Summer and Fall in Sheffield with Monthly Special Pricing Available offers accommodations in Sheffield, 22 miles from Tanglewood Musical Center and 22 miles from Tanglewood. The air-conditioned accommodation is 22 miles from Cranwell Spa & Golf Club. Free Wifi is available throughout the property and Norman Rockwell Museum is 17 miles away. The spacious vacation home includes 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, as well as a kettle. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests at the vacation home can enjoy skiing and cycling nearby, or make the most of the outdoor pool. Great Falls is 9.2 miles from Summer and Fall in Sheffield with Monthly Special Pricing Available, while Canaan Village Historic District is 9.4 miles from the property. Bradley International Airport is 44 miles away.

Amenities:

Security/Safety • Barbecue/Outdoor Cooking • Child Friendly • Skiing • Other • Internet • Pool • Fireplace/Heating • Sports/Activities • Air Conditioner • Pet Friendly

Berkshires Untold
Cabin
194 Pittsfield Rd, Lenox, MA, 01240, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a Smart TV, as well as Netflix and a minibar. Other amenities include designer toiletries, premium bedding, towels, and bathrobes.

Guest Reviews:

- "This property is incredibly unique! And the staff is well versed on customer service! Everything about Life House Berkshires is AMAZING!!" - " Modern, Chic and cozy in an upscale way. Details are amazing right down to the classes serving your delicious cocktail. Charcuterie is a must. Beds are so comfortable and the bathrooms clean and modern as well. Extra points for the soaps, lotion and hair products!" - "Our stay was wonderful! The atmosphere was very relaxing and romantic. Dinner was fantastic in the bar area."

Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
House
Goodrich Street 22, Stockbridge, MA, 01262, USA

Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires offers accommodations in Stockbridge, 3.7 miles from Norman Rockwell Museum and 6.9 miles from Cranwell Spa & Golf Club. This vacation home provides air-conditioned accommodations with a patio. Tanglewood Musical Center is 7.1 miles away and Tanglewood is 7.3 miles from the vacation home. With free Wifi, this 3-bedroom vacation home offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Great Falls is 19 miles from the vacation home, while Canaan Village Historic District is 19 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Parking • Air Conditioner • Fireplace/Heating • Internet • Security/Safety • Pet Friendly • View

Berkshire Mountain Lodge
Cabin
8 Dan Fox Dr, Pittsfield, MA, 01201, USA

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and a stovetop, as well as a dishwasher and free WiFi. Other amenities include laundry facilities, a freezer, towels, and kitchenware and utensils.

Guest Reviews:

- "Highly recommended! Berkshire Mountain Lodge is my go-to when visiting the area. Easy check-in, clean & comfortable. I especially appreciate the full kitchen." - "Friendly staff. But no laundry detergent provided. " - "Its was great for family weekend getaway" - "Great stay" - "We love that the suites are fully equipped studio apartments. The lodge surrounded by woods, and it is very quiet. The lobby decor is beautiful, reminding us of the set of the movie, the Budapest Hotel. In addition to all this, it is very convenient to shopping and to all the outdoor fun, nature, and arts venues of Pittsfield."

Autumn Hill Lakehouse
House
Hinsdale, MA, USA

19 miles from Cranwell Spa & Golf Club in Hinsdale, Autumn Hill Lakehouse features accommodations with access to spa facilities. The vacation home has access to a restaurant. The vacation home has a children's playground and a hot tub. Providing access to a balcony, the vacation home consists of 3 bedrooms. Featuring a terrace, this vacation home also comes with a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a hot tub and free toiletries. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Hinsdale, like cycling. Guests can also warm up near the outdoor fireplace after a day of skiing. Tanglewood Musical Center is 19 miles from Autumn Hill Lakehouse, while Tanglewood is 19 miles from the property. Bradley International Airport is 53 miles away.

Amenities:

Barbecue/Outdoor Cooking • Spa • Hot Tub • Wellness Facilities • Fireplace/Heating • Balcony/Terrace • Guest Services • Laundry • Restaurant • Security/Safety • Child Friendly • Skiing

Whistler's Inn Bed & Breakfast
Bed & Breakfast
5 Greenwood Street, Lenox, MA, 01240, USA

Bed & breakfast with free breakfast, near Wyndhurst Golf & Club
Coffee/tea in a common area, a meeting room, and a library are available at this smoke-free bed & breakfast. Free on-the-go breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, wedding services, a garden, and a picnic area are onsite.
Whistler's Inn Bed & Breakfast offers 14 accommodations with coffee/tea makers and bathrobes. Each accommodation is individually furnished and decorated. Guests can surf the web using the complimentary wireless Internet access.

Bathrooms include shower/tub combinations and hair dryers. Business-friendly amenities include phones along with free local calls (restrictions may apply). Refrigerators, irons/ironing boards, and hair dryers can be requested. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Love this place! Loved the fact that owners kept the 1800s feel throughout. Owners were on-site and joined us for breakfast. Great people. Lenox is good base for road cycling the nearby hills and valleys." - "Appreciated architecture- downtown lovely" - "Old fashioned gilded age charm and elegance. Personal attention" - "My daughter and I stayed here overnight while attending a play at Shakespeare Company. It was perfect for our visit. Location was great - could walk to downtown Lenox. Rooms were beautiful and historic. Grounds lovely. And the hosts were charming. I enjoyed hearing about the history of the house at breakfast - which was delicious. Highly recommend"

Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature
House
Stonebridge Way 11, Lee, MA, 01238, USA

Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature is located in Lee, just 6.7 miles from Cranwell Spa & Golf Club and 9.2 miles from Tanglewood Musical Center. This vacation home provides air-conditioned accommodations with a patio. Haystack Mountain State Park is 26 miles from the vacation home and Great Falls is 27 miles away. With free Wifi, this 4-bedroom vacation home features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood is 9.3 miles from the vacation home, while Norman Rockwell Museum is 10 miles from the property. Bradley International Airport is 51 miles away.

Amenities:

Fireplace/Heating • Air Conditioner • View • Internet • Pet Friendly • Parking • Security/Safety

Chambery Inn
Bed & Breakfast
199 Main St, Lee, MA, 01238, USA

Bed & breakfast with free parking, near Lee Premium Outlets
A snack bar/deli, a hot tub, and spa services are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, express check-in, express check-out, and free newspapers are onsite.
Chambery Inn offers 9 air-conditioned accommodations with iPod docking stations and MP3 docking stations. Each accommodation is individually furnished and decorated. 50-inch Smart televisions come with cable channels and Netflix. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Lee bed & breakfast provides complimentary wireless Internet access. Business-friendly amenities include complimentary newspapers and phones; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include espresso makers and coffee/tea makers. Housekeeping is provided daily.


Recreational amenities at the bed & breakfast include a hot tub.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Fantastic inn, great location, service above and beyond.. we left a sweater behind and received a call immediately letting us know!" - "Beautiful New England style room- with all of the necessities close by. This was a great layover stop for us on our way to the ocean. The hostess, Julie, was pleasant and helpful. You can’t go wrong here. We will be back to explore this area again and request our room again as well. 😊" - "Amazing place.."

Too Good AKA 2 Goodrich St
House
2 Goodrich Street, Stockbridge, MA, 01262, USA

Too Good AKA 2 Goodrich St is located in Stockbridge, just 19 miles from Great Falls and 19 miles from Canaan Village Historic District. The property is around 6.4 miles from Cranwell Spa & Golf Club, 6.6 miles from Tanglewood Musical Center, and 6.7 miles from Tanglewood. Free Wifi is available throughout the property and Norman Rockwell Museum is 3.2 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 3 bathrooms with a bath and a hair dryer. A TV with satellite channels is offered. The accommodation is non-smoking. Guests can relax in the garden at the property. Haystack Mountain State Park is 25 miles from the vacation home, while Holley Williams House Museum is 25 miles from the property. Albany International Airport is 49 miles away.

Amenities:

Other • Air Conditioner • Child Friendly • Internet • Barbecue/Outdoor Cooking • View • Security/Safety • Fireplace/Heating

The Dewey
House
7 Hubbard Street, Lenox, MA, 01240, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a garden and air conditioning. Other amenities include premium bedding, towels, a picnic area, and a phone.

Guest Reviews:

- "Hosts were super friendly and thoughtful. Rooms were neat and clean and our bathroom had just been beautifully renovated. Breakfasts were absolutely delicious and far beyond what we expected! Close, easy walk to restaurants and downtown as well as hiking trails. Highly recommend and we'll certainly be back!" - "Our stay at The Dewey was fantastic! Everything was easy and efficient, and it was so close to both town and Tanglewood. The bed was comfortable, the water pressure in the 3rd floor shower was fantastic, and the room was well-appointed without being overly crowded. I also have to commend the owners for their attention to detail - after many, many years of traveling all over the world, this was the first time I have ever stayed in a hotel where the hairdryer came with a diffuser attachment. (What a treat for my curls!) We would definitely stay here again."

Urban Peak Escape
Apartment
15 Franklin Street Unit 1, Lenox, MA, MA 01240, USA

Urban Peak Escape offers accommodations in Lenox, 1.7 miles from Tanglewood Musical Center and 1.8 miles from Tanglewood. This apartment features air-conditioned accommodations with a balcony. Private parking can be arranged at an extra charge. With free Wifi, this 2-bedroom apartment offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Cranwell Spa & Golf Club is 1.8 miles from the apartment, while Norman Rockwell Museum is 6.8 miles from the property.

Amenities:

Other • Air Conditioner • Child Friendly • Guest Services • Parking • Security/Safety • Internet

Brook Farm Inn
Bed & Breakfast
15 Hawthorne Street, Lenox, MA, 01240, USA

Adults-only bed & breakfast with free breakfast and a seasonal outdoor pool
Along with an outdoor pool, this smoke-free bed & breakfast has a bar/lounge and a poolside bar. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a seasonal outdoor pool, conference space, and concierge services are onsite.
Housekeeping is available once per stay.
Brook Farm Inn offers 15 air-conditioned accommodations with complimentary toiletries and ceiling fans. Beds feature premium bedding. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Irons/ironing boards and change of towels can be requested. Rollaway/extra beds (surcharge) are also available. Housekeeping is provided once per stay.
Recreational amenities at the bed & breakfast include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "We were very happy with our stay… Maureen was so hospitality and made sure all our needs were taken care of, from lending us an Apple plug, making dinner reservations for us to making sure we had all enough breakfast food. We love Lennox and would definitely want to stay at her place again, when we come back. Thank Maureen for the special time! " - "We had a wonderful stay, with the owners going out of their way to accommodate us and making sure we were having a good trip, finding places to eat, and so on. The Inn itself is lovely and quiet -- we had a ground floor room and could not hear a thing from the main sitting room just on the other side of our door -- and breakfast was excellent."

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town
House
Lake Avenue 16, Great Barrington, MA, 01230, USA

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town is located in Great Barrington, just 14 miles from Cranwell Spa & Golf Club and 14 miles from Tanglewood Musical Center. The air-conditioned accommodation is 10 miles from Norman Rockwell Museum. Canaan Village Historic District is 13 miles away and Holley Williams House Museum is 19 miles from the vacation home. With free Wifi, this 3-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood is 14 miles from the vacation home, while Great Falls is 13 miles from the property. Bradley International Airport is 48 miles away.

Amenities:

Internet • Security/Safety • Parking • Air Conditioner • Pet Friendly • View • Fireplace/Heating

Granville House
Bed & Breakfast
98 Division St, Housatonic, MA, 01230, USA

Georgian bed & breakfast in Housatonic with free breakfast
Coffee/tea in a common area, concierge services, and a picnic area are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided.
Housekeeping is available on request.
Granville House offers 5 accommodations with complimentary bottled water and coffee/tea makers. These individually decorated and furnished accommodations have separate sitting areas and include desks. This Housatonic bed & breakfast provides complimentary wireless Internet access. Bathrooms include bathrobes and hair dryers. Housekeeping is offered on request and irons/ironing boards can be requested. Renovation of all guestrooms was completed in June 2020.

Guest Reviews:

- "Loved it. " - "It is a very nice location and we felt very comfortable during our stay . The included breakfast was delicious and we felt like royalty during our stay. " - "Tasteful and well-cared-for, meticulous restoration of this old house of many rooms. Breakfasts included. Loved it." - "A dream stay. Would recommend to anyone" - "Very nice hosts and lovely and inventive decor." - "The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "

Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres
House
Treadwell Hollow Road 121, Williamstown, MA, 01267, USA

18 miles from Bennington Battle Monument in Williamstown, Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres features accommodations with access to a fitness center. This vacation home provides air-conditioned accommodations with a patio. Cranwell Spa & Golf Club is 28 miles away and Tanglewood Musical Center is 28 miles from the vacation home. With free Wifi, this 7-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood is 28 miles from the vacation home, while Rensselaer Polytechnic Institute is 30 miles from the property. Albany International Airport is 35 miles away.

Amenities:

Security/Safety • Internet • Fireplace/Heating • Parking • Air Conditioner • View • Wellness Facilities

Harbour House Inn
Bed & Breakfast
725 North State Road, Cheshire, MA, 01225, USA

Bed & breakfast in Cheshire with free breakfast
Coffee/tea in a common area, a library, and express check-in are available at this bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, express check-out, wedding services, and a garden are onsite.
Housekeeping is not available.
Harbour House Inn offers 6 accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Satellite television is provided.

Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary toiletries and ceiling fans.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!" - "Lovely space and welcoming host." - "We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "

Monterey Home with Hot Tub, Pool and Game Room!
House
Monterey, MA, USA

14 miles from Norman Rockwell Museum in Monterey, Monterey Home with Hot Tub, Pool and Game Room! provides accommodations with access to a hot tub. Guests can go for a swim in the private pool. Free Wifi is available throughout the property and Cranwell Spa & Golf Club is 13 miles away. The air-conditioned vacation home consists of 6 bedrooms, 3 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 6 bathrooms with a hot tub and a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Tanglewood Musical Center is 15 miles from the vacation home, while Tanglewood is 15 miles away. Bradley International Airport is 41 miles from the property.

Amenities:

Sports/Activities • Guest Services • Security/Safety • Wellness Facilities • Fireplace/Heating • Internet • Parking • Child Friendly • Accessibility • Hot Tub • Other • Pool

Inn at Kenmore Hall
Bed & Breakfast
1385 State Road, Richmond, MA, 01254, USA

Historic bed & breakfast in Richmond with free breakfast
This smoke-free bed & breakfast features coffee/tea in a common area, a library, and express check-out. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, tour/ticket assistance, a garden, and a picnic area are onsite.
Inn at Kenmore Hall offers 6 air-conditioned accommodations with iPod docking stations and MP3 docking stations. Beds feature Egyptian cotton sheets, down comforters, and premium bedding. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include bathrobes, designer toiletries, and hair dryers. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "This is a beautiful property straight out of a magazine. Service was impeccable" - "A wonderful experience……….breakfast overlooking the property, the beautiful flowers grown by the innkeepers, decorated to perfection, with owners there to make your stay as comfortable as possible! " - "Frank was a delightful host and the property is stunning. We can't wait to go back." - "Really enjoyed. Beautiful spot and great hotel all around."

Berkshire Vacation Rentals: Renovated Five Bedrooms In Historic Williamstown
House
Scott Hill Road 106, Williamstown, MA, 01267, USA

Berkshire Vacation Rentals: Renovated Five Bedrooms In Historic Williamstown offers accommodations in Williamstown, 25 miles from Cranwell Spa & Golf Club and 26 miles from Tanglewood Musical Center. The air-conditioned accommodation is 18 miles from Bennington Battle Monument. Tanglewood is 26 miles from the vacation home and Rensselaer Polytechnic Institute is 31 miles away. With free Wifi, this 5-bedroom vacation home provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Albany International Airport is 37 miles away.

Amenities:

Security/Safety • Internet • View • Fireplace/Heating • Parking • Air Conditioner

The Revival House
House
17 Commercial St, Adams, MA, 01220, USA

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well as an LCD TV and a coffee/tea maker. Other amenities include towels, slippers, a desk, and housekeeping.

Guest Reviews:

- "The Revival House was charming and quiet. It had everything we needed for our short stay. It's only a 6 minute drive to the Bellows Pipe Trail/Mount Greylock, which was a huge plus for us. Wishing all the best for this newly opened hotel!" - "Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and " - "The inside is perfect. The neighborhood is unkept. A week of landscapers would make first impressions better. That being said the cover of the book is worn, the real treasure is the inside. I want this new hotel to succeed. It’s has an indescribable quality that makes this a must stay. "

Stockbridge Retreat with Pool and Hot Tub!
House
Stockbridge, MA, USA

7 miles from Cranwell Spa & Golf Club in Stockbridge, Stockbridge Retreat with Pool and Hot Tub! features accommodations with access to a hot tub. The air-conditioned accommodation is 3.8 miles from Norman Rockwell Museum. There's an outdoor pool and guests have access to free Wifi and parking on-site. Featuring a patio and garden views, the spacious vacation home includes 4 bedrooms, 4 living rooms, cable flat-screen TV, an equipped kitchen, and 4 bathrooms with a hot tub and a bath. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Tanglewood Musical Center is 7.1 miles from the vacation home, while Tanglewood is 7.3 miles from the property. Albany International Airport is 49 miles away.

Amenities:

View • Internet • Parking • Pool • Other • Security/Safety • Fireplace/Heating • Guest Services • Ocean View • Oceanfront • Hot Tub • Accessibility

The Red Door B&B
Bed & Breakfast
55 Cliffwood St, Lee, MA, 01238, USA

Bed & breakfast in Lee with free breakfast
This smoke-free bed & breakfast features free breakfast, free self parking, and free WiFi in public areas.
The Red Door B&B offers 3 air-conditioned accommodations with hair dryers and complimentary toiletries. These individually decorated and furnished accommodations have separate sitting areas. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include showers. Housekeeping is offered daily and irons/ironing boards can be requested.

Guest Reviews:

- "Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious." - "Lovely, lovely, lovely... thank you for receiving me." - "We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "

Jiminy Peak Mountain Resort
Resort
37 Corey Road, Hancock, MA, MA 01237, USA

Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access. It spacious suites and apartments feature a flat-screen TV and DVD player. Each suite features a sofa bed and fully equipped kitchenette. The one bedroom suites have 1 full bathroom, while the two and three-bedroom apartments feature a fully equipped kitchen and 2 bathrooms. Guests can swim in the outdoor pool or relax in the indoor hot tub. They can also workout in the gym or enjoy the tennis courts. The hotel offers a ski shop, ski lessons and ski storage. On-site dining is available at John Harvard's Restaurant (winter only) and Christiansen’s Tavern. - please call the Resort for hours of operation. Jiminy Peak Mountain Adventure Resort is within 8 miles of Balance Rock State Park and Pontoosuc Lake. It is 11 miles from Berkshire Museum. The resort is powered by 100 percent renewable energy. A wind turbine, solar field and co-generation facility all located on the western Massachusetts property makes the resort energy self-sufficient. Public areas are accessible from the front entrance including meeting spaces, restrooms, restaurants, and pool facilities.

Guest Reviews:

- "Went for Thanksgiving and had dinner at John Harvard located on the 3rd floor of the county inn. Food was amazing as th" - "Brief but memorable" - "Excellent" - "very good" - "Amazing peaceful weekend" - "Nice resort a bit outdated" - "It was my birthday getaway we as a family and friends do one every year." - "Very good value.good Location." - "We had a great time staying at Country Inn!" - "Beautiful location and good value for summer."

Vacation Rental Home in the Berkshires!
Apartment
465 Stratton Rd, Williamstown, MA, 01267, USA

Located in Williamstown, this welcoming apartment brings it all within your reach. With the property's convenient onsite parking, you'll be ready to make the quick 4-minute drive to Mount Greylock State Reservation or the 4-minute drive to Colonial Plaza.

Once you get back, you can enjoy your surroundings with the patio and BBQ grill. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This vacation rental features a living room, air conditioning, and a desk. The kitchen is equipped with an oven and a stovetop, as well as a microwave, cookware, and a blender.

Amenities:

Tv • Other • Kitchen • Laundry • Security/Safety • Fireplace/Heating • Air Conditioner • Child Friendly • Parking • Bedding/Linens • Balcony/Terrace • Internet

Whistler's Inn
Bed & Breakfast
5 Greenwood Street, Lenox, MA, MA 01240, USA

Whistler's Inn offers accommodations in Lenox, 1.9 miles from Tanglewood Musical Center and 2 miles from Tanglewood. Featuring a garden, the 3-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. The accommodation features a 24-hour front desk and parking on-site. Each unit has a wardrobe and a flat-screen TV, and some units at the bed and breakfast have a terrace. At the bed and breakfast, the units are equipped with bed linen and towels. Guests at the bed and breakfast can enjoy an American breakfast. Guests at Whistler's Inn will be able to enjoy activities in and around Lenox, like cycling, fishing, and hiking. Outdoor play equipment is also available for guests at the accommodation. Cranwell Spa & Golf Club is 2.1 miles from Whistler's Inn, while Norman Rockwell Museum is 7 miles from the property. Albany International Airport is 49 miles away.

Guest Reviews:

- "Incredibly beautiful stay at this romantic and historic inn nestled in brilliant fall foliage." - "It was a perfect getaway" - "Perfect Berkshire location for many activities!" - "It was ok" - "Nice Inn, But Avoid the Out-building Room"

Charming 6 Bdrm Countryside Stay
House
10 Mountain View Rd, Great Barrington, MA, 01230, USA

While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and free WiFi, as well as air conditioning and laundry facilities. Other amenities include premium bedding, a memory foam bed, towels, and luggage storage.

Amenities:

Internet • Laundry • Fireplace/Heating • Guest Services • Parking • Air Conditioner • Bedding/Linens • Security/Safety • Toiletries • Wellness Facilities • Other • Pool

Granville House
Bed & Breakfast

Situated in Great Barrington in the Massachusetts region, Granville House features accommodation with free private parking. An American breakfast is available each morning at the bed and breakfast. Norman Rockwell Museum is 10 km from Granville House, while Tanglewood Musical Center is 17 km from the property. The nearest airport is Albany International Airport, 79 km from the accommodation.

Amenities:

Air Conditioner • Parking • Pet Friendly

Shaker Mill Inn
Bed & Breakfast
2 Oak Street, West Stockbridge, MA, 01266, USA

Bed & breakfast in West Stockbridge with free breakfast
Along with a library, this smoke-free bed & breakfast has free breakfast and free self parking. WiFi in public areas is free.
Shaker Mill Inn offers 9 accommodations. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Wonderful property. I would definitely stay there again." - "Great accommodations! " - "Quaint " - "Everything is great!" - "Went away for the weekend to celebrate my daughter’s 30th birthday. This was a perfect spot to relax and not have the feel of a big hotel. " - "Perfect little country inn tucked in the Berkshires, convenient to the highway but off the beaten path on a quiet rural road. Our first floor suite was spacious, inviting, comfortable, and clearly designed with care. Would definitely return next time we’re in the area. "

The Cottage
Bed & Breakfast

Situated on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire mountains. The Stockbridge town centre is just 2 km away. Each suite at The Cottage features a cable TV and a seating area with a sofa, as well as a small refrigerator, microwave and coffee maker. En suite bathrooms include free toiletries. Guests are provided with a private entrance to their suite as well as an outdoor patio with a dining area. An on-site terrace and garden offers another spot to relax.Mount Greylock is 45 km from The Cottage. The Norman Rockwell Museum and Stockbridge Golf Club are within 3 km from The Cottage, which is just 3 minutes’ drive from the site of the Tanglewood Music Festival. Butternut Ski Resort and Bousquet Ski Area are both less than 16 km away, while Jiminy Peak Mountain Resort is 38.3 km away.

Amenities:

Smoking • Air Conditioner • Private Beach • Balcony/Terrace • Parking • Ocean View • Wheelchair Accessible • Breakfast • Pet Friendly • Oceanfront • Kitchen • View

The Trail in Adams - Berkshires’ Art Hotel
Bed & Breakfast
10 Pleasant Street, Adams, MA, 01220, USA

Bed & breakfast with free parking, steps from Adams Theater
This smoke-free bed & breakfast features coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area. Free WiFi in public areas and free self parking are also provided. Other amenities include an arcade/game room, express check-in, and a garden.
The Trail in Adams - Berkshires’ Art Hotel offers 9 air-conditioned accommodations with slippers and hair dryers. These individually decorated and furnished accommodations include desks. Beds feature premium bedding. Televisions come with digital channels, pay movies, and Netflix. Guests can surf the web using the complimentary wireless Internet access. A nightly turndown service is provided and housekeeping is offered daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Went to Solid Sound music fest in North Adams and needed a place to stay. The Trail was available and we were pleasantly surprised!" - "nice comfortable and funky!" - "We loved this place, it was fun, quirky and cute. It felt like being at home, honestly. I have an injury and the staff was able to accommodate an earlier check-in without any issue. The staff was very kind and responsive. My fiancé loved the shower sauna! Awesome place to stay!"

Clover Hill Farm & Country Inn
House
249 Adams Road, Williamstown, MA, MA 01267, USA

16 miles from Bennington Battle Monument in Williamstown, Clover Hill Farm & Country Inn provides accommodations with access to a hot tub. 29 miles from Cranwell Spa & Golf Club and 30 miles from Tanglewood Musical Center, the property offers a garden and a shared lounge. The farm stay features rooms with air conditioning, free private parking, and free Wifi. All units come with a seating area, a flat-screen TV with streaming services, and a private bathroom with a hair dryer, bath, and shower. There's also a well-equipped kitchen in some units equipped with a dishwasher, a microwave, and a toaster. At the farm stay, units have bed linen and towels. Guests at the farm stay can enjoy cycling and fishing nearby, or make the most of the sun terrace. Tanglewood is 30 miles from Clover Hill Farm & Country Inn. Albany International Airport is 37 miles from the property.

Guest Reviews:

- "Warm and welcoming hosts. Wonderful stay!" - "Gorgeous estate, kind-hearted hosts, and animals...what more could I ask for." - "We’ll definitely come back if we are around the area." - "Thanks for a wonderful stay!" - "Truly a home away from home" - "Highly recommend this unique inn for an unforgetable experience." - "Our stay left us wishing we could have stayed more than the one night." - "Lovely authentic venue. I didnt sleep so well in years."

Wilder House Berkshires
Bed & Breakfast
48 S Main Street, Sheffield, MA, 01257, USA

Bed & breakfast in Sheffield with free breakfast
Along with a microwave in a common area, this bed & breakfast has a garden and a picnic area. Free weekend breakfast and free self parking are also provided. Other amenities include a lobby fireplace.
Wilder House Berkshires offers 5 air-conditioned accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 45-inch flat-screen televisions come with digital channels.

Bathrooms include showers. Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps).

Guest Reviews:

- "I thoroughly enjoyed my two nights stay at the Wilder House. I highly recommend the inn. It was a great value compared to many of the other places to stay in the Berkshires. The room was cozy and the bed was so very comfortable. The other furnishings were beautiful and functional antiques. Note: The original old wood floors are gorgeous but they do creak when walking. Breakfast was delicious- especially the avocado toast! You will find Brad, the Innkeeper and owner, to be extremely helpful and accommodating. (He’s also a great breakfast chef!). A relatively new guest accommodation in the Great Barrington area, Wilder House is looking forward to welcoming you. "

Wilder House Berkshires
Bed & Breakfast
48 South Main Street, Sheffield, MA, MA 01257, USA

Wilder House Berkshires offers accommodations in Sheffield, 20 miles from Tanglewood Musical Center and 20 miles from Tanglewood. With free private parking, the property is 15 miles from Norman Rockwell Museum and 20 miles from Cranwell Spa & Golf Club. Great Falls is 6 miles from the bed and breakfast, and Canaan Village Historic District is 6.2 miles away. All units feature air conditioning and a flat-screen TV. Each room is equipped with a kettle, a private bathroom, and free Wifi, while some rooms are equipped with a terrace and some have garden views. At the bed and breakfast, each unit is equipped with bed linen and towels. A selection of options including warm dishes and fruit are served for the American breakfast. The bed and breakfast has a picnic area where you can spend the day outdoors. Holley Williams House Museum is 14 miles from the bed and breakfast, while Haystack Mountain State Park is 14 miles away. Bradley International Airport is 45 miles from the property.

Guest Reviews:

- "Everything was great, we will definitely stay again" - "A very enjoyable stay" - "Specious, idilic, beautiful ambiance, great hospitality, location, will be happy to visit again." - "The cosiest place to stay in the Berkshires! Cant wait to be back" - "Highly recommend" - "Wonderful!" - "Amazing" - "Perfect Birthday in the Berkshires" - "Amazingly comfortable B&B with more amenities than expected!" - "Amazing stay, very beautiful home"

Tanglewood Suites
Bed & Breakfast
MA-102, Stockbridge, MA, 01262, USA

Bed & breakfast in Stockbridge with free breakfast and a steam room
A steam room, a garden, and barbecue grills are available at this smoke-free bed & breakfast. Free continental breakfast and free self parking are also provided. Other amenities include a picnic area.
Housekeeping is available on request.
Tanglewood Suites offers 2 air-conditioned accommodations with DVD players and coffee/tea makers. Beds feature premium bedding. Refrigerators and microwaves are provided. Bathrooms include showers, complimentary toiletries, and hair dryers.

This Stockbridge bed & breakfast provides complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms. A nightly turndown service is provided and housekeeping is offered on request.


Recreational amenities at the bed & breakfast include a steam room.

Guest Reviews:

- "Bed was quite comfortable and the setting was in a beautiful neighborhood. Excellent proximity to Tanglewood. And host gave exceptional information regarding local eateries and things to do. I would have liked to have known at booking that the owner does not accept credit (as the hotels.com app allows for the appearance of down payment by credit). All was well resolved at time of arrival but more accurate information on the description at booking would be helpful and clarifying. Also this is more of a private room rental than hotel stay. Also well and good, though again, accurate representation via hotels.com description should make this more clear. All in all a good stay and would recommend for anyone seeking a very close stay for Tanglewood performances. "

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn
Apartment
37 Corey Road, Hancock, MA, 01237, USA

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn is located in Hancock, just 21 miles from Tanglewood Musical Center and 21 miles from Tanglewood. The air-conditioned accommodation is 20 miles from Cranwell Spa & Golf Club. Bennington Battle Monument is 29 miles away and Albany-Rensselaer Amtrak is 29 miles from the apartment. With free Wifi, this 1-bedroom apartment features a TV, a washing machine, and a fully equipped kitchen with a microwave and kitchenware. Towels and bed linen are available in the apartment. The accommodation has a fireplace. Norman Rockwell Museum is 27 miles from the apartment, while Rensselaer Polytechnic Institute is 27 miles from the property. Albany International Airport is 34 miles away.

Guest Reviews:

- "Perfect ski weekend." - "Great family weekend with a perfect location on the mountain." - "2 Night Ski Trip with my sons" - "Great slopeside accommodation. Super kid friendly." - "Perfect for a long or short weekend" - "Overall, it was a good stay."

Egremont Village Inn by AvantStay
Apartment
South Egremont, Massachusetts, USA

Amenities:

Kitchen • Child Friendly • Bedding/Linens • Balcony/Terrace

Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy
Apartment
Corey Road 37, Hancock, MA, 01237, USA

Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy is located in Hancock, just 20 miles from Cranwell Spa & Golf Club and 20 miles from Tanglewood Musical Center. With mountain views, this accommodation features a swimming pool. Tanglewood is 21 miles from the apartment and Norman Rockwell Museum is 27 miles away. With free Wifi, this 1-bedroom apartment provides a TV and a kitchen with a microwave and fridge. Towels and bed linen are provided in the apartment. The accommodation has a fireplace. Dining options are available close to the apartment. Rensselaer Polytechnic Institute is 27 miles from Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy, while Bennington Battle Monument is 29 miles away. Albany International Airport is 34 miles from the property.

Guest Reviews:

- "Loved the location, would love to go back." - "Recommend anyone to stay here. Howie was an excellent host. Location was great, home was comfortable and fun to be had b" - "Birthday party" - "Very nicely equipped condo with many little Zen surprises! The message chair was enjoyed by all!" - "Cute condo. Farther from lifts. But enjoyed everything" - "good for a quick weekend" - "Small accommodations, limited parking, nice staff but not managed well"

“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway
House
Sheffield, Massachusetts, USA

One of the very few waterfront homes available for rent. What other houses offer you 150 feet private lakefront where you can awake to birdsong? absolute best house in the best little town for the full Berkshire experience. If you want your own totally private oasis, and a whole house to yourself, leaving crowds and hassle behind, come up to this lovely, quiet, lakefront Berkshire house with a Zen-like feel, just a mile from the center of Sheffield. Just sit and listen to the silence.

Immaculately behaved, non-shedding, totally house trained small dogs welcome.
Ask about special rates for longer stays.

Perfect location for all Berkshire activities, including Tanglewood and Jacob’s Pillow, plus Shakespeare and Company, Norman Rockwell, The Mount, Berkshire Botanical Gardens.

Light-filled, year-round lakefront house (150 feet on private lake with own dock). with fireplace and fire pit, all decorated in mid-century retro style and immaculately clean. Think 'Walden,' think 'On Golden Pond.' Two bedrooms with A/C—one queen-sized bed, two twins, two full baths, living room with fireplace and A/C, dining area, kitchen with dishwasher and microwave, den with pull-out couch.
Water softener, plus screened in porch, full laundry room, two car garage, fire pit, comfortable outdoor seating for five plus two—and all on the most blissful private 150 acre lake with wonderful fishing--bass and pike--and just a mile off Route 7, Sheffield, handy to everything and spotlessly clean. Cleaned, bleached and treated with UVC wand sanitizer. Self checkin and checkout.
Lake is natural, pure and lovely to look at (but not good for swimming due to natural vegetation). Canoeing, fishing and kayaking are great. Your own dock and 150 feet on the lake. Kayaks and canoe. Ping pong table! Electric bikes available to rent. Dog walkers available!!

You can work from home here. WiFi, 5G, good cell reception, slightly rare in the Berkshires Smart cable tv. Spectrum service. This is a slice of heaven! Everything you need for that perfect Berkshire getaway—we can give lots of tips for top-notch local restaurants and things to do. Local owners readily available to answer questions and make recommendations.
Great local hiking on closeby Appalachian trail, great biking (we have 4 good bikes), wildlife observation (meet our otter and nesting bald Eagle), riveting local history (Shays Rebellion, Mum Bett), local swimming recommendations.

Very convenient for Berkshire School and Hotchkiss parents.
Also convenient for nearby Litchfield County, Conn, including Music Mountain events, plus Lime Rock Park racing.
Further west, Hudson, NY, is fun to explore, along with houses like Olana, built by Frederic Church of the Hudson River School.
You will never run out of things to do here—or nothing at all—whatever you want.
Bliss!!!!

Guest Reviews:

- "we enjoyed our stay but the bugs outside the property were very disturbing." - "This home has plenty of space for relaxation as well as being well equipped." - "These are the things we loved about this property but there were so many more - comfy beds , lots of little spaces to hang , light filled rooms , and the nicest homeowner . We loved our stay and we will be back!" - "My stay on Bow Wow Road was such a WOW that I found myself missing it like home when I got home. From start to finish the communication with Gillian was prompt, pleasant and exceedingly helpful. It was obvious she cared about the experience of her guests and comforting to know that she was on hand should anything arise... but of course, nothing did, because she has thought of everything. I walked into a warm, welcoming space with a beautiful view and several cozy rooms and outdoor spaces to enjoy, including boats to explore the lake! Such a charming and ideal location to check out a lovely, interesting part of the country. My only complaint is that I intended to rent a spot to tackle some writing goals, but that was hopeless considering the endless options for entertainment in the area! A memorable stay. I hope I can return some day, because I barely scratched the surface of the Berkshires and cannot think of a more pleasant place or thoughtful host."

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak
Apartment
Corey Road 37, Hancock, MA, 01237, USA

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak offers accommodations in Hancock, 20 miles from Cranwell Spa & Golf Club and 21 miles from Tanglewood Musical Center. The property is around 21 miles from Tanglewood, 27 miles from Norman Rockwell Museum, and 27 miles from Rensselaer Polytechnic Institute. The apartment provides parking on-site, an outdoor swimming pool, and an elevator. With free Wifi, this 1-bedroom apartment features a cable TV and a kitchen with a microwave and fridge. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. The apartment also offers an indoor pool and a fitness center for guests to relax in. Guests can relax in the garden at the property. Bennington Battle Monument is 29 miles from Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak, while Albany-Rensselaer Amtrak is 29 miles from the property. Albany International Airport is 34 miles away.

Guest Reviews:

- "conveniently located to skiing" - "Wonderful and very comfortable stay." - "Will absolutely be back. Host has several properties and we have been happy with both our stays." - "A few days in the Berkshires"

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Cabin
Pittsfield, Massachusetts, USA

Greetings from John at the American House! This is the perfect getaway to destress and relax! This is an original Lincoln Logs home, nestled in two and a half acres of private woodland, with 100 feet of lake frontage. No noisy omotorboats at this end of the lake, just lots of wildlife and an occasional canoe or kayak. A hand crafted canoe is ready for your enjoyment, as well as 3 kayaks. Very private property with almost anything you may need provided down by the water, including an outdoor screen with projector and a dock for launching the canoe and kayaks. Check out the pictures!

Cabin sleeps five, with a queen bed in the master bedroom on main floor, a double log bed and a queen bed in the loft, as well as a twin rollaway in walk in closet. The bathroom is off the spacious den. There is an air conditioner in the master bedroom. Normally the cabin stays quite cool by following a few easy tips. Please help yourselves to the well stocked kitchen and linens. A brand new gas stove is in kitchen. Large TV in the den with lots of movies to watch. Two twelve by twelve foot Canopies right on the water with a stocked fire pit and hammocks nearby. Electricity, WIFI, refrigerator and rain barrel all conveniently located. Large outdoor screen with Bluetooth speaker for viewing movies or concerts also down by the water. New, a private screened gazebo right on the water with a gas firepit 100 ft from the main area (where the tent used to be).

Guest Reviews:

- "Our stay was amazing, clean and comfortable. John was an outstanding host. The house and everything we needed plus more! Would definitely recommend. Thank you John. Sincerely Lisa & Jeff" - "Although we planned to stay here to hike the AT and paddle, we ended up also biking on the local rail trail. The place was perfectly located. The nearby restaurants were great (Zucchini's & Proprietors). It was so relaxing by the water! The wild life was great, especially the bobcat. The kitchen was fully stocked and lots of extras. Great place to stay!"

Walk to Dining Downtown Lenox Guest House!
House
Lenox, MA, USA

Walk to Dining Downtown Lenox Guest House! offers accommodations in Lenox, 26 miles from Great Falls and 26 miles from Canaan Village Historic District. The property is around 1.6 miles from Tanglewood Musical Center, 1.7 miles from Tanglewood, and 6.7 miles from Norman Rockwell Museum. Free Wifi is available throughout the property and Cranwell Spa & Golf Club is 1.5 miles away. The air-conditioned vacation home is composed of 3 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 3 bathrooms. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. The Clark Art Institute is 28 miles from the vacation home. Albany International Airport is 48 miles from the property.

Guest Reviews:

- "Very good. Comfortable, clean residence close to coffee shops, restaurants." - "Great house. Lots of rooms." - "Lovely stay in the midst of downtown Lenox for our little family." - "Super stay!" - "Perfect location for stay in Lenox"

Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
House
Adams, Massachusetts, USA

Come and enjoy the many adventures and activities that The Berkshires in Massachusetts has to offer. This cute 2 bedroom ranch is located in the quaint town of Adams at the base of Mt. Greylock. You can enjoy the many outdoor activities year round right out the back door. Play a round of gold at a nearby golf course, Hiking trails only steps away, MTB trails and the Ashuwillticook Rail Trail all within a mile, as well as many back roads to explore on your road bike. Snowshoe or ski Mt. Greylock in the winter months and leaf peep and hike during the Fall. Visit a museum or see a dance troupe or play at one of the many Theaters in the area. Enjoy local musicians in one of the many local parks that host Music in the Park or catch a concert at Tanglewood or MassMoca or the Newly opened Adams Theater. There are many museums in the area for young and old along with summer fun in town and in the surrounding towns. Bring the little ones and enjoy a picnic on top of Mt. Greylock, a swim at Windsor Lake or a little splash time at the free splash pad just 5 minutes away.

PET FEE: Please indicate if you are traveling with your pet(s). There is an additional set rate pet fee charge of $100.00 to cover the the additional cleaning costs.

Please indicate the number and type/size of pets upon booking, maximum pets allowed is 2, additional fee for more upon approval.

Let’s keep the Greylock Getaway pet friendly. I know I loved being able to travel with my pet, and I appreciate people who allowed me to bring him along and I understand the extra costs that come along with it, but he was worth it. I’m sure yours are too. Neighborhood and trails at the Greylock Glen are very pet friendly.

10 min drive to Windsor Lake in North Adams to enjoy fishing, swimming and Kayaking and 10 minutes South to Cheshire lake for kayaking and fishing. Enjoy Tanglewood, MassMoca, Clark Art, or one of the many other museums or theaters in the area as well. You will never be short on things to do in the Berkshires.

A 5 min drive to North Adams, 10 min to Cheshire, 15 to Williamstown, 20 min to Pittsfield, 40 min to Tanglewood, 35 min to Jiminey Peak Ski Area.

Check us out on Facebook TheGreylockGetaway to see what is happening in town and around the area.

*Please be aware this home has stairs, the front deck has 4 steps, back deck has 3 steps, same level access from lower level driveway or one full flight of stairs to main level living space from lower level family room (futon sleeping area), second bathroom/laundry room and extra bonus room on lower level.

* During the summer months, lawn care is done weekly. If you are staying for a full week this may fall on one of the days you will be there. You will get notice of that day. Snow removal is done as needed. Extra shovels and salt are provided for your use.

*Trash removal is done on Wednesday, Thursday or Saturday as needed. If it falls on a day you are occupying the home you will be notified ahead of time that I will be stopping by for a trash pickup.

** I No longer accept monthly long term rentals, maximum stay 2 -3 weeks unless approved for a longer stay.

***This home is protected by a WYZE security camera outside the home in driveways only.

Guest Reviews:

- "Julie was very attentive in communicating with us and providing details of the home and surrounding area. Close to Mass MOCA and Clark Art Institute (short drive), sweet clean home. I came with a friend but had a nice selection of toys/games for young kids and a fenced in yard with a play area/jungle gym." - "We had a fantastic stay in Adams for a family reunion. This house was perfectly located right by Mount Greylock trailheads and Pecks Falls. Our Great Grandmother used to live in a house down the street so this was a wonderful trip down memory lane for us! Julie was so helpful and kindly left extra dog towels and bowls out! The fenced in backyard was super convenient and we loved all of the patio furniture!"

The Mill River Cabin with Fireplace and River View!
House
Mill River, MA, USA

The Mill River Cabin with Fireplace and River View! is located in Mill River, just 8 miles from Great Falls and 8.2 miles from Canaan Village Historic District. The property is around 22 miles from Cranwell Spa & Golf Club, 22 miles from Tanglewood Musical Center, and 22 miles from Tanglewood. Free Wifi is available throughout the property and Norman Rockwell Museum is 19 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, 2 living rooms, a fully equipped kitchen, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Haystack Mountain State Park is 12 miles from the vacation home, while Holley Williams House Museum is 16 miles from the property. Bradley International Airport is 40 miles away.

Guest Reviews:

- "it was wonderful to get some real family time together in a magical place!" - "Perfect for a relaxing family trip, but is also close to some ski areas. We will be back soon!" - "Clean, comfortable beds, everything you need and a beautiful river in the back yard." - "Cozy cabin that slept 5 comfortably with spectacular view."

Hearts Desire is a furnished whole house in a small, colorful garden center.
House
Lanesborough, Massachusetts, USA

Newly renovated, one level house with 2 rooms with king sized beds, 1 queen size sleeper sofa. Fully furnished kitchen, new bathroom with tub/shower. Washer, dryer, electric fireplace, deck, and hot tub. Fire pit, horseshoes, walking trails, use of field, and access to adjacent garden center full of colorful shrubs and perennials.

Guest Reviews:

- "It was nice even in the rain." - "The listing doesn't do justice to this place. The house is cozy, well maintained and clean, everything works. The location is great and there is a huge backyard to explore. Communication with Susan was great and she was very responsive and nice, like a true friend. We assisted to a wedding nearby and we took advantage to stay a few more days and having a great time. A beautiful place and a great house to come back...Truly recommended."

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor
Apartment
Corey Road 37, Hancock, MA, 01237, USA

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor offers accommodations in Hancock, 21 miles from Tanglewood Musical Center and 21 miles from Tanglewood. The air-conditioned accommodation is 20 miles from Cranwell Spa & Golf Club. The apartment features parking on-site, an outdoor swimming pool, and an elevator. With free Wifi, this 1-bedroom apartment provides a cable TV and a kitchen with a dishwasher and microwave. Towels and bed linen are provided in the apartment. The accommodation is non-smoking. The apartment also offers an indoor pool and a fitness center for guests to relax in. Norman Rockwell Museum is 27 miles from 1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor, while Rensselaer Polytechnic Institute is 27 miles away. Albany International Airport is 34 miles from the property.

Guest Reviews:

- "Had a great stay for our son’s 10th birthday. Rained one evening so night skiing was cust short and it was wonderful tha" - "Perfect location to ski & hot tub" - "We love the place but They should work better on the cleaning. In this suit"

Elegant 19th Century New England 2BR vacation rental at Garfield House
House
Lee, Massachusetts, USA

This super comfortable and spacious Berkshires getaway is located on Main St. in Lee, Massachusetts. The main level has two living rooms, a large & modern kitchen, a full bath with natural lighting, and bedroom with a quality queen-size bed. Up the stairs from the center living room our guests will find a convenient washroom that leads to the expansive, private, and very cozy second bedroom. Garfield house is walking distance to downtown Lee restaurants and convenient to all Berkshire County attractions and activities.

Keywords: Apartment located on 194 Main St across from the Fire House with easy walking distances to all local restaurants and facilities in town

Guest Reviews:

- "Great location, beautifully charming home, exactly what we needed for a quick ski getaway! Jeff the owner was very responsive and made everything comfortable and easy for us. Highly recommend!" - "Very roomy and charming. We didn’t get to stay long as we were in town for an event - we hope to be back. Location allows for walking to anywhere in town. Jeff is accommodating and responsive, ample parking. No issues." - "Clean and cozy. The house is beautiful decorated and has everything you need. Easy check in and check out. Great location near restaurants and shops."

Sharon`s place 16
Apartment
Pittsfield

Sharon`s place 16

The space
50 inch tv mini refrigerator in room

Amenities:

Shampoo • TV • Washer • Hangers • Hair dryer • Essentials • Air conditioning • Dryer • Iron • Heating

Sharon's place 15
Apartment
Pittsfield

Beautiful 3 bedroom next to park

The Farmhouse *Home Share
House
Great Barrington

Ten minutes to Great Barrington, Simon's Rock, Butternut and Stockbridge, twenty to I-90, Tanglewood, Catamount and Kripalu in a secluded and peaceful setting among old trees. Free ranging ducks contribute eggs and entertainment.

The kitchen is efficient and well equipped. The host is attentive but not intrusive. There is plenty of closet space, comfortable seating, books to read, a smart TV, and several work places in a beautiful, peaceful, drama free house.

The space
There’s hay, feathers and pollen, so if you have allergies, or the sight of a daddy-long legs freaks you out, you might not be happy. If you have bad knees the furniture may be uncomfortably low, the gravel road too bumpy, the art might be slightly disturbing, ducks might be louder than you would expect.

Guests will not be able to entertain their friends. The people listed in your reservation are the only ones allowed onto the property, so if you have local friends you’ll need to hang out with them at their place.

Only two people share the kitchen and bath. There is once a week cleaning and linen service. If you have a car you’ll need AWD.

Turkeys, bobcats, "trash pandas,” deer, ducks and the occasional bear ramble around at dawn and dusk. Frogs sing charmingly at night, and guests report sleeping very well.

The Sunset Sanctuary - King Bed with Kitchen
Apartment
Pittsfield

Welcome to our cozy 1-bedroom studio apartment with a charming front porch and a private entrance with ample parking! Nestled in a peaceful neighborhood, this inviting retreat is the perfect place for a relaxing getaway or a romantic escape.

The house is located just opposite of the Cumberland gas station where you can get breakfast, snacks, drinks or coffee along with any essentials. It’s only 3 mins drive from the Berkshire Medical Center and 20 mins drive from Tanglewood!

The space
Step inside and discover a thoughtfully designed space that combines modern comforts with a touch of rustic charm. The Eat-in-Kitchen area boasts a cozy dining table with 2 chairs, Keurig Coffee maker, Induction cooktop and entrance to the magnificent front porch. The cozy dining area is perfect for enjoying home-cooked meals or planning your daily adventures.

Prepare delicious meals in the fully equipped kitchen, complete with all the essentials you need. Enjoy your morning coffee from the Keurig Coffee maker, take it outside to the front porch and savor it in the fresh air.

The bedroom features a plush king-sized bed adorned with soft linens, ensuring a restful night's sleep. Walk-in closet is available for your belongings and a high speed Wi-Fi internet connection available for your convenience.

One of the highlights of this apartment is the charming front porch, where you can unwind on comfortable seating and soak in the neighborhood atmosphere. It's the perfect spot to enjoy a glass of drink or indulge in a good book. The private entrance ensures your privacy and allows you to come and go as you please.

Other things to note
Check-in/Check-out time: Check-in time is after 4 PM; check-out is before 11 AM. Late check-out until 2 PM is available for $30 after hour cleaning fee, subject to availability and host confirmation. Staying beyond the 11 AM check-out without approval will incur a $50 fee. Please coordinate with the host for any extensions in advance. Early check-in at 1 PM is available only with prior approval and there is a $30 early check in fee.

Wifi Access: Please make sure the internet wifi router (Round shaped google nest device) is connected to power and on. If it’s not connected to power, the internet speed will be impacted.

One Vehicle Limit: Guests are allowed to park only one vehicle in the provided spot. Additional vehicles will need to find alternative parking, which may include street parking or nearby public lots. Please be considerate of other guests and residents in the parking area and driveway. Please park ONLY in front of the building.

No Smoking: Smoking is strictly prohibited inside the apartment. If you need to smoke, please do so at the outdoor areas away from the building and dispose of cigarette butts properly. A smoking fine of $150 will be applied if the no-smoking policy is violated.

Pets are not permitted. An unauthorized pet fee of $50 per night will be charged to cover allergen and cleaning expenses. This helps maintain a pet-free environment for guests with allergies. In the event that there is a violation the reservation is terminated without refund.

Quiet Hours: Please respect the quiet hours from 9 PM to 9 AM to ensure a peaceful environment for all tenants. Keep noise levels to a minimum during this time. In the event that there is a complaint from neighbors, the reservation will be terminated without any refund.

Damages and Accidents: Any damages to the apartment or its contents caused by guests must be reported to the host immediately. Guests will be held responsible for any intentional or negligent damage. Inform the host of any maintenance issues promptly within two hours of check in.

Occupancy: Maximum occupancy of 2 people is strictly enforced, regardless of age. Violation of maximum occupancy will result in termination of the reservation with no refund. Only guests who have been pre-approved and registered are permitted on the property. Any additional guests must be pre-approved by the host. Violation of this rule will result in an additional fee of $100 and cancellation of the reservation with no refund.

Movable Space Heater: Keep the movable space radiator at least three feet away from curtains, bedding, furniture, and other flammable materials. Never cover the radiator or place anything on top of it while it's in use. Please ensure the radiator is placed on a flat, stable surface to prevent tipping over. Do not leave the radiator unattended while in operation. Please avoid using extension cords or power strips with the radiator; plug it directly into a wall outlet. Allow the radiator to cool down before moving or storing it. In case of any unusual noises, smells, or malfunction, immediately unplug the radiator and contact the host for assistance.

No Parties or Events: Please refrain from hosting parties or events in the apartment. The space is meant for quiet enjoyment and is not suitable for large gatherings.

Visitors Policy: Only registered guests are allowed to stay overnight in the apartment. If you plan to have visitors, please inform the host in advance and ensure that they adhere to the apartment rules.

Trash Disposal: Dispose of your garbage in the designated dumpster located outside the building. Leaving trash inside or outside of the apartment will result in $25 fine.

Furniture: Do not rearrange furniture or decor.

Security and Locking Doors: Ensure that all doors and windows are securely locked when leaving the apartment or going to bed. This helps maintain a safe and secure environment for everyone.

Front Porch Security: Please do not make loud noise in this area as this may disturb other tenants or guests. Please lock the door while not in the apartment.

Illegal activities: Engaging in illegal activities on the property is strictly forbidden. This includes, but is not limited to, the consumption, possession, or sale of any drugs that are illegal in the state of Massachusetts. Additionally, any other activities deemed illegal under Massachusetts law are prohibited at the property. Violation of this policy will result in a fine of $250 and immediate termination of the reservation without refund.

Check-out Procedure: Before checking out, please tidy up the apartment, wash any used dishes, and place all trash in the designated dumpster outside of the building. Please close all the doors, windows and turn off the AC (if on) before leaving the place.

Please refrain from removing towels, linens, cups, TV Remotes, and kitchen items from the property. These items are provided for your convenience during your stay. Violators be fined $25 fee on top of the replacement cost of item.

We hope these rules create a comfortable and enjoyable environment for all guests in the multi-apartment setting. Thank you for your cooperation and understanding in maintaining a pleasant atmosphere for everyone.

Amenities:

Hot water • Bathtub • Conditioner • Hangers • Shampoo • Body soap • Hair dryer • Cleaning products • Essentials • Bed linens

Spacious Sunny Room - North St
Bed & Breakfast
Pittsfield

Must love old buildings! This 2nd-floor room and 1st-floor shared bath offer a simple but spacious stay on Upper North Street.

Enjoy the basics: a king bed, desk, AC/heater, keurig coffee station, and shared living room.

Priced accordingly because the building is OLD and pretty ugly. Please excuse our exterior peeling/chipping paint & siding! We’re happy to offer a budget stay while we upgrade other areas of the property.

Guest access
As of Fall 2025, our commercial kitchen and dining area are not ready for guests. Thank you for understanding! When entering through the front door, there’s a small foyer and set of stairs. The living room is the door on the left, and there’s a shared bathroom in the living room. To get to your room, walk up the stairs, u-turn to walk towards the window, and your room is on the left (Room 4).

Amenities:

Extra pillows and blankets • Conditioner • Bed linens • Body soap • Hair dryer • Hot water • Essentials • Hangers • Shampoo • Bathtub

Corner Room & Bath—No Clean Fee!
Bed & Breakfast
Pittsfield

Must love old buildings! On Upper North St, this 1st-floor corner room and private bath is the 1st room in the main indoor hallway.

The exterior of the building (among other things) is very weathered. Once a home, a motor lodge, a boarding school, a homeless shelter, and now back to a lodge — this building has had many lives! Thanks for understanding while we update the property.

As of 11/23 our kitchen and diner are not ready. Sorry, we won't be able to provide breakfast during your stay yet!

Amenities:

Body soap • Bathtub • Hair dryer • Clothing storage • Bed linens • Hot water • Shampoo • Essentials • Conditioner • Hangers

Large Bright Room and Tiny Bath
Bed & Breakfast
Pittsfield

Must love old buildings! This 2nd floor bedroom has high ceilings, tall windows, tons of natural light, and a private bathroom in the room.

Previously a motor lodge, an office building, a homeless shelter, a boarding school, and now back to a lodge — this building has had many lives! The exterior is pretty weathered but the room is clean and cozy. It’s priced accordingly. We’re happy to provide a budget stay while we upgrade other areas of the property.

Dining hall not ready as of Fall 2025

Amenities:

Bathtub • Essentials • Bed linens • Shampoo • Hot water • Body soap • Conditioner • Ethernet connection • Clothing storage • Hangers

queen size bed in a cozy fun riverside apartment
Apartment
Great Barrington

If you're looking for quiet & character, then you've found it. My flat is the upstairs one in a duplex: cozy, open, lots of light with a shared bathroom. I'm a 5 minute walk to downtown GB, a 25 minute drive to tons of cultural & outdoor activities, or you could just chill on my balcony as the river drifts by. I don't do the breakfast part of Airbnb nor coffee but there are a handful of great coffee shops within 5 minutes of my flat that open at 8.

The space
My place is the upper flat in an old Victorian. Please note the adjective OLD. It is not a sleek, pristine place - there are cracks, odd floors, NO locks on the bedroom nor bathroom doors and because I live in a super safe area, I rarely lock the front door. My apartment is VERY lived in by me. If you want an über clean, streamlined place, try Holiday Inn, you won't find it here : ) What you will find is a cross between an art gallery, thrift store, kids room and yoga studio that has a few old paint drips on the floor, and some marks on the walls and creaking floorboards. I collect things - like suitcases, pins, art, quilts and tiny items and my space reflects that. I make things - dances, muffins, hats, sweaters, cards and my flat reflects that as well. People tell me my place has a great vibe, is colorful and easy to be in. There are STEEP stairs to get to my flat and then another set of steep stairs to get you up to your bedroom. They are doable, but steep : )

Guest access
You are free to use everything except my bedroom.

During your stay
I can be the full on host, concierge, grandmother with cookies and suggestions or the quiet, out of the way maitre'd. Just let me know which you prefer.

Other things to note
My flat has one bathroom it is shared. I grew up in a house, if the door is closed, you don't come in, you knock! That's what I do at my place since there are no locks on any of the doors : )

Amenities:

Essentials • Iron • Washer • Dryer • Heating • Carbon monoxide alarm • First aid kit • Shampoo • Hangers • Smoke alarm

Large guest suite w/private bath in the Berkshires
Bed & Breakfast
Pittsfield

A wonderful welcoming house in a beautiful residential neighborhood with no occupancy taxes! We are 15-25 minutes from Tanglewood, Kripalu, Mt Greylock, the Rockwell Museum, MassMoCA, skiing and hiking. Our home is centrally located to all of the fun things to do in the Berkshires. We've lived here for over 20 years and are happy to provide helpful insights for your stay. One of the reasons we love the Berkshires is that each season offers wonderfully unique experiences for any visitor.

The space
The large guest suite/studio is perfect for three people with a comfortable and luxurious king-sized bed, twin bed and plus a queen-sized air mattress can be added to accommodate more guests. The spacious room also offers a private full bath, seating area (loveseat, TV and coffee table ), office space (desk with comfortable chair) plus a large walk-in closet for your belongings. A mini-refrigerator and microwave is provided to guests as well as coffee, tea and a light breakfast of homemade banana bread, oatmeal and other snacks. The guest room is located on our second floor so there are steps to get into our home as well as into the guest area.

Guest access
Guests are welcome to spend time in shared areas such as the enclosed front porch and large back deck with comfortable seating and fire table as well as a glass table and chairs. Snacks and a homemade banana bread can be found in your room as well as water, coffee and tea.

Our kitchen is also available on a limited basis for guests to cook quick meals for themselves. While there is a dishwasher, guests are asked to clean up after themselves in the kitchen; load dishwasher, wipe off counters etc. Snacks and a homemade banana bread can be found in your room as well as water, coffee and tea.

During your stay
Your host will be present and available to answer any questions you may have about our home or the Berkshires. We have many brochures and maps available for our guests.

Other things to note
It is important to note that we are a cat home with a few well-behaved, fun and unassuming cats.
Parking: Guests are requested to park on the right-hand side of the driveway leaving access to the garage.

Amenities:

Hair dryer • Conditioner • Body soap • Washer • Mountain view • Cleaning products • Bathtub • Shampoo • Shower gel • Hot water

Jerome #1
House
Williamstown

This Victorian Home is located walking distance to both Williams College and Clark Art. Private Bedroom, queen bed. Private on suite bathroom Newly renovated. Frame Samsung Tv Tempurpedic bed. Great closet with private safe.

The space
Queen Size bed with Tv closet attached private bathroom on suit. Private closet.

Guest access
Main entree space with fireplace, front porch.

During your stay
Available at your convenience

Amenities:

Hot water • Conditioner • Cleaning products • Washer • Hangers • Essentials • Shampoo • Body soap • Dryer • Hair dryer

The Berkshires Lodging on the Map

Compare the Best Lodging in The Berkshires – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Vacation Village in the Berkshires 276 Brodie Mountain Road, Hancock, MA, MA 01237 225 5.0 8.6 1472 Click here
The Central Downtown Inn & Suites 20 W Housatonic St., Pittsfield, MA, 01201, USA 94 4.0 8.6 345 Click here
Berkshire Mountain Lodge 8 Dan Fox Drive, Pittsfield, MA, MA 01201, USA 285 4.0 8.3 660 Click here
Devonfield Inn B&B 85 Stockbridge Rd., Lee, MA, 01238, USA 378 4.0 10.0 133 Click here
The Dewey by The Lenox Collection 7 Hubbard Street, Lenox, MA, MA 01240, USA 243 4.0 7.2 79 Click here
The Barrington 281 Main St., Level 3, Great Barrington, MA, 01230, USA 363 4.0 9.8 107 Click here
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk Corey Road 37, Hancock, MA, 01237, USA 278 4.0 7.3 13 Click here
The Inn at Stockbridge 30 East Street, Lee, MA, 01262, USA 294 4.0 9.8 98 Click here
Devonfield Inn 85 Stockbridge Rd., Lee, MA, MA 01238 249 4.0 10.0 9 Click here
33 Main 33 Main Street, Lenox, MA, 01240, USA 503 4.0 10.0 74 Click here
Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak 102 Main Street, Hancock, MA, MA 01237, USA 487 4.0 9.8 7 Click here
The Cornell Inn, Lenox & The Berkshires 203 Main St, Lenox, MA, 01240, USA 182 3.0 9.0 1002 Click here
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor Corey Road 37, Hancock, MA, 01237, USA 279 4.0 10.0 2 Click here
Jiminy Peak Mountain Resort 37 Corey Rd, Hancock, MA, 01237, USA 166 3.0 8.2 985 Click here
Summer and Fall in Sheffield with Monthly Special Pricing Available 522 Rote Hill Rd, Sheffield, MA, 01257, USA 299 4.0 10.0 2 Click here
Berkshires Untold 194 Pittsfield Rd, Lenox, MA, 01240, USA 114 3.0 9.0 799 Click here
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires Goodrich Street 22, Stockbridge, MA, 01262, USA 351 4.0 10.0 2 Click here
Berkshire Mountain Lodge 8 Dan Fox Dr, Pittsfield, MA, 01201, USA 134 3.0 9.0 758 Click here
Autumn Hill Lakehouse Hinsdale, MA, USA 385 4.0 10.0 1 Click here
Whistler's Inn Bed & Breakfast 5 Greenwood Street, Lenox, MA, 01240, USA 199 3.0 7.8 500 Click here
Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature Stonebridge Way 11, Lee, MA, 01238, USA 451 4.0 10.0 1 Click here
Chambery Inn 199 Main St, Lee, MA, 01238, USA 212 3.0 9.6 372 Click here
Too Good AKA 2 Goodrich St 2 Goodrich Street, Stockbridge, MA, 01262, USA 499 4.0 10.0 1 Click here
The Dewey 7 Hubbard Street, Lenox, MA, 01240, USA 182 3.0 8.6 329 Click here
Urban Peak Escape 15 Franklin Street Unit 1, Lenox, MA, MA 01240, USA 585 4.0 10.0 1 Click here
Brook Farm Inn 15 Hawthorne Street, Lenox, MA, 01240, USA 333 3.0 9.4 155 Click here
Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town Lake Avenue 16, Great Barrington, MA, 01230, USA 698 4.0 1.0 1 Click here
Granville House 98 Division St, Housatonic, MA, 01230, USA 222 3.0 10.0 87 Click here
Berkshire Vacation Rentals: The Brookman: Renovated 6000 SF Estate On 40 Acres Treadwell Hollow Road 121, Williamstown, MA, 01267, USA 1590 4.0 10.0 1 Click here
Harbour House Inn 725 North State Road, Cheshire, MA, 01225, USA 266 3.0 9.4 53 Click here
Monterey Home with Hot Tub, Pool and Game Room! Monterey, MA, USA 910 4.0 1 Click here
Inn at Kenmore Hall 1385 State Road, Richmond, MA, 01254, USA 466 3.0 10.0 27 Click here
Berkshire Vacation Rentals: Renovated Five Bedrooms In Historic Williamstown Scott Hill Road 106, Williamstown, MA, 01267, USA 1222 4.0 1 Click here
The Revival House 17 Commercial St, Adams, MA, 01220, USA 167 3.0 9.0 25 Click here
Stockbridge Retreat with Pool and Hot Tub! Stockbridge, MA, USA 1413 4.0 1 Click here
The Red Door B&B 55 Cliffwood St, Lee, MA, 01238, USA 301 3.0 10.0 5 Click here
Jiminy Peak Mountain Resort 37 Corey Road, Hancock, MA, MA 01237, USA 149 3.0 8.6 175 Click here
Vacation Rental Home in the Berkshires! 465 Stratton Rd, Williamstown, MA, 01267, USA 196 3.0 10.0 1 Click here
Whistler's Inn 5 Greenwood Street, Lenox, MA, MA 01240, USA 274 3.0 8.0 148 Click here
Charming 6 Bdrm Countryside Stay 10 Mountain View Rd, Great Barrington, MA, 01230, USA 1931 3.0 1 Click here
Shaker Mill Inn 2 Oak Street, West Stockbridge, MA, 01266, USA 117 2.0 9.6 435 Click here
The Trail in Adams - Berkshires’ Art Hotel 10 Pleasant Street, Adams, MA, 01220, USA 194 2.0 8.8 141 Click here
Clover Hill Farm & Country Inn 249 Adams Road, Williamstown, MA, MA 01267, USA 165 3.0 9.6 60 Click here
Wilder House Berkshires 48 S Main Street, Sheffield, MA, 01257, USA 160 2.0 9.8 38 Click here
Wilder House Berkshires 48 South Main Street, Sheffield, MA, MA 01257, USA 235 3.0 9.5 50 Click here
Tanglewood Suites MA-102, Stockbridge, MA, 01262, USA 219 2.0 6.4 22 Click here
Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn 37 Corey Road, Hancock, MA, 01237, USA 318 3.0 9.2 17 Click here
Egremont Village Inn by AvantStay South Egremont, Massachusetts, USA 58 2.0 1 Click here
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy Corey Road 37, Hancock, MA, 01237, USA 226 3.0 7.9 16 Click here
“Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway Sheffield, Massachusetts, USA 314 10.0 177 Click here
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak Corey Road 37, Hancock, MA, 01237, USA 279 3.0 7.7 10 Click here
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything Pittsfield, Massachusetts, USA 348 10.0 129 Click here
Walk to Dining Downtown Lenox Guest House! Lenox, MA, USA 217 3.0 9.4 8 Click here
Cozy Home In The Berkshires, Pet Friendly with fenced in yard! Adams, Massachusetts, USA 301 10.0 114 Click here
The Mill River Cabin with Fireplace and River View! Mill River, MA, USA 259 3.0 10.0 6 Click here
Hearts Desire is a furnished whole house in a small, colorful garden center. Lanesborough, Massachusetts, USA 281 10.0 97 Click here
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor Corey Road 37, Hancock, MA, 01237, USA 335 3.0 7.7 6 Click here
Elegant 19th Century New England 2BR vacation rental at Garfield House Lee, Massachusetts, USA 205 10.0 95 Click here
Sharon`s place 16 Pittsfield 10 10.0 1 Click here
Sharon's place 15 Pittsfield 20 10.0 1 Click here
The Farmhouse *Home Share Great Barrington 30 9.02 1 Click here
The Sunset Sanctuary - King Bed with Kitchen Pittsfield 45 9.56 1 Click here
Spacious Sunny Room - North St Pittsfield 50 9.34 1 Click here
Corner Room & Bath—No Clean Fee! Pittsfield 54 7.34 1 Click here
Large Bright Room and Tiny Bath Pittsfield 54 8.8 1 Click here
queen size bed in a cozy fun riverside apartment Great Barrington 65 9.72 1 Click here
Large guest suite w/private bath in the Berkshires Pittsfield 65 9.96 1 Click here
Jerome #1 Williamstown 68 9.92 1 Click here

Note: The prices for each Lodging in The Berkshires do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodging options in The Berkshires that include a pool include:

  • Vacation Village in the Berkshires.- Review Count: 1472, Rating: 8.6
  • Berkshire Mountain Lodge.- Review Count: 660, Rating: 8.3
  • Devonfield Inn B&B.- Review Count: 133, Rating: 10.0

Lodging options in The Berkshires with spa or wellness amenities include:

  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8
  • Autumn Hill Lakehouse.- Review Count: 1, Rating: 10.0
  • Chambery Inn.- Review Count: 372, Rating: 9.6

Family-friendly lodging options in The Berkshires include:

  • Vacation Village in the Berkshires.- Review Count: 1472, Rating: 8.6
  • The Central Downtown Inn & Suites.- Review Count: 345, Rating: 8.6
  • Berkshire Mountain Lodge.- Review Count: 660, Rating: 8.3

Pet-friendly lodging options in The Berkshires include:

  • Summer and Fall in Sheffield with Monthly Special Pricing Available.- Review Count: 2, Rating: 10.0
  • Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires.- Review Count: 2, Rating: 10.0
  • Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature.- Review Count: 1, Rating: 10.0

Lodging options in The Berkshires that provide breakfast include:

  • Devonfield Inn B&B.- Review Count: 133, Rating: 10.0
  • The Barrington.- Review Count: 107, Rating: 9.8
  • The Inn at Stockbridge.- Review Count: 98, Rating: 9.8

Lodging options in The Berkshires that offer on-site parking include:

  • Vacation Village in the Berkshires.- Review Count: 1472, Rating: 8.6
  • The Central Downtown Inn & Suites.- Review Count: 345, Rating: 8.6
  • Berkshire Mountain Lodge.- Review Count: 660, Rating: 8.3

Some of the best Lodging in The Berkshires are:

  • Vacation Village in the Berkshires.- Review Count: 1472, Rating: 8.6
  • Berkshire Mountain Lodge.- Review Count: 660, Rating: 8.3
  • The Central Downtown Inn & Suites.- Review Count: 345, Rating: 8.6

Some of the popular Lodging in The Berkshires are:

  • Vacation Village in the Berkshires.- Review Count: 1472, Rating: 8.6
  • The Cornell Inn, Lenox & The Berkshires.- Review Count: 1002, Rating: 9.0
  • Jiminy Peak Mountain Resort.- Review Count: 985, Rating: 8.2