Explore Top Vacation Rentals in Berkshire County, MA

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.

- "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."

Hotel with free parking, steps from Williams College
Along with a restaurant, this smoke-free hotel has a fitness center and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Other amenities include a conference center, a coffee shop/cafe, and coffee/tea in a common area.
The Williams Inn offers 64 air-conditioned accommodations with safes and bathrobes. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathtubs or showers and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "Love the Williams Inn" - "Always great!" - "The room was excellent. The staff was great. The food was exceptional," - "Perfectly located close to the college, restaurants, shopping, and museums. Friendly staff, quiet setting, comfortable rooms, and good bar/restaurant. " - "The best hotel." - "super cute hotel, everything was in great condition, The BArn was delicious" - "Great locale, very nice restaurant, great design/interiors. Staff was always helpful and friendly. Will definitely go back next time we visit the north half of the Berkshires."

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.

- "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."

Hotel with free breakfast, a quick walk to The Mount
This smoke-free hotel features coffee/tea in a common area, concierge services, and a library. 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.
Seven Hills Inn offers 45 air-conditioned accommodations with coffee/tea makers and hair dryers. Televisions come with satellite channels.

Bathrooms include bathtubs or showers with deep soaking bathtubs and complimentary toiletries. Business-friendly amenities include phones along with free local calls (restrictions may apply).

- "Loved the fact there was a fire pit and outdoor games. Beautiful setting." - "The Seven Hills Inn and the Mount are of the same era and are within walking distance. One of them has been converted into a B&B with very affordable room rates when booking in the Terrace House. In the shoulder season, we paid merely $150 on Expedia. Best of all you get to enjoy the garden terrace for breakfast and the lobby at the former mansion." - "This is a manor house with rooms in another building. Administration, lobby, and breakfast are in the manor house. It has an older world charm"

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.

- "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"

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.

- "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. "

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.

- "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."

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.

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

- "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."

21 miles from Cranwell Spa & Golf Club in Hancock, Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort provides accommodations with access to a fitness center. With mountain views, this accommodation features a swimming pool. Tanglewood Musical Center is 21 miles from the vacation home and Tanglewood is 21 miles away. 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 featured in the vacation home. The accommodation has a fireplace. Guests can also relax in the garden. Norman Rockwell Museum is 27 miles from the vacation home, while Rensselaer Polytechnic Institute is 28 miles away. Albany International Airport is 35 miles from the property.

- "Wonderful condo on Jiminy Peak and Great host - Howie." - "10/10 stay for you, your family/friends and pet" - "Fantastic weekend at Jiminy Peak!" - "Howie was very accommodating. We will definitely go back the grand kids loved it." - "My family loved the comfort of your condo" - "Lovely stay for our family. Thank you!" - "The villa was in a fantastic location & had all the conveniences we were looking for our getaway🍁🍂"

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.

- "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. "

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.

- "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"

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.

- "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!"

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.

- "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."

Inn with free breakfast, near Questing
A restaurant, a bar/lounge, and a coffee shop/cafe are available at this inn. Free continental breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a seasonal outdoor pool, a meeting room, and a garden are onsite.
The Old Inn On The Green offers 11 air-conditioned accommodations with hair dryers and complimentary toiletries. Rooms open to balconies or patios. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the inn include a seasonal outdoor pool.

- "It was great experience. " - "Everything was wonderful - the food was delicious and the staff very attentive at dinner. The only thing that was a bit off-putting was that there were two leftover red wine glasses left out on the table on the balcony that we wished had been removed before our arrival, but that's just a little thing. " - "What a wonderful experience, including the exceptional restaurant!" - "Built in 1750, The Old Inn On The Green is a rare and remarkable testament to colonial America, Under the deft leadership of owner Peter Platt with the meticulous guidance of his superlative dining manager, Eric, the Inn offers an authentic bygone-era dining and lodging experience unlike any other. From the moment you step inside, you are transported back to the 18th century. The inn’s structure, largely untouched by time, is steeped in history, with its original wooden beams and creaking floorboards preserving the aura of its storied past. But perhaps what sets the atmosphere apart is the dining room— menu changes with the seasons, reflecting the bounty of the surrounding area. Exquisite dishes of finely roasted, richly-flavored choice meats in velvety sauces takes you back to the days when hunters supplied the village of New Marlborough with game. Fresh fish and seafood delicacies from New England’s fabled coastal fishing fleet are transformed into succulent briny ocean masterpieces that would rival any Michelin-starred restaurant in New York or Paris. The inn offers authentic 18th-century coach house accommodations that further immerse guests in the past. Each room is meticulously furnished with period-appropriate decor, from wood hewed beds draped in fine linens to hand-crafted wooden chests and writing desks. The Old Inn is not just a place to eat and sleep—it is an experience, a living museum of New England’s colonial past. HIGHLY RECOMMENDED!! "

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.

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

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.

- "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!"

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.

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

Hotel in Lenox with a seasonal outdoor pool and a bar
This hotel features a bar/lounge, an outdoor tennis court, and a seasonal outdoor pool. Free WiFi in public areas and free self parking are also provided. Additionally, concierge services, a library, and express check-in are onsite.
Hampton Terrace Inn offers 14 air-conditioned accommodations with complimentary bottled water and irons/ironing boards. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels. This Lenox hotel provides complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the hotel include an outdoor tennis court and a seasonal outdoor pool.

- "Beautiful historic house in a great location. Responsive owner. Great visit!" - "My husband and I stayed at the Hampton Terrace Inn for 2 nights this September. We were looking for safe place to stay during these unfortunate COVID-19 pandemic times, with the option of separate lodging. We therefore stayed in one of the cottage suites which we found to be large, comfortable, quiet, and well-appointed. Our cottage had a gas fireplace, which was very lovely and warmed up the room rather quickly. Stan the owner, was an excellent host. He was very proactive in communicating with us after our booking and checking in with us constantly to ensure that we were comfortable or to see if we needed anything. We were also fortunate enjoy the sumptuous breakfast, offered at the Inn which was truly fabulous. The Inn also offers a bar, where you can enjoy cordials and has a Keurig machine for making coffee or tea in the room. The Inn is centrally located, walking distance to all the good restaurants in Lenox: Alta, Brava and Zinc! There is ample and convenient parking within the compound. We were very happy and content during our stay and highly recommend the place for a wonderful, low-key and comfortable stay. "

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.

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

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

- "We loved our stay at the Villages, our apt. was very comfortable, with a beautiful view of the mountains. I especially loved the indoor pool, and outdoor spa tub. Service on checkin was great. We will be back." - "We loved staying here felt just like home!" - "Clean, neat, comfortable units, grounds well cared for." - "We have stayed at this property since my kids were little. Many special memories here. It is always a clean and pleasant stay. The staff is helpful and courteous. Appreciate the complimentary, coffee, tea and hot cocoa and movie rental services. Hard to beat the proximity to Jiminy Peak. "

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.

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

Hotel in North Adams with a 24-hour fitness center and a 24-hour front desk
This smoke-free hotel features an indoor pool, a 24-hour fitness center, and a hot tub. Free WiFi in public areas and free self parking are also provided. Additionally, laundry facilities, a 24-hour front desk, and express check-out are onsite.
Hotel Downstreet, an Ascend Collection Hotel offers 90 accommodations with coffee/tea makers and hair dryers. 55-inch flat-screen televisions come with premium cable channels. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

Children under 16 years old are not allowed in the swimming pool, fitness facility, or hot tub without adult supervision. Guests under 17 years old are not allowed in the swimming pool, fitness facility, or hot tub.

- "Nice remodeled hotel. Large room with laminate floors ( no gross carpets). Rate was really good. Large parking lot. Walking distance to restaurants. Used pool and hot tub. Overall very nice stay." - "Very comfortable, clean and spacious room with lovely view!" - "This hotel is new and fun. The rooms are spacious and the bed very comfortable. The staff is very helpful and the right amount of friendly. I love the art gallery in the lobby! The price is very reasonable. I the coffee in the lobby was delish. My only criticism is the lack of breakfast options. I wish there were a few items either we could buy or even walk to."

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.

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

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.

- "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. "

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.

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

Historic hotel with 3 restaurants and a fitness center
This smoke-free hotel features 3 restaurants, an outdoor pool, and a fitness center. WiFi in public areas is free. Other amenities include a bar/lounge, a 24-hour business center, and coffee/tea in a common area.
The Red Lion Inn offers 125 air-conditioned accommodations with DVD players and bathrobes. Beds feature Frette Italian sheets. Cable television is provided. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered daily and hypo-allergenic bedding can be requested.

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

- "The best Inn! Great town!" - "Comfortable " - "Nice location." - "Historic Inn, we were staying super off peak so price reasonable. Super friendly efficient staff, delicious meal in the tavern. Large comfortable room. Lots of antique eclectic furnishings if you’re looking for cookie cutter mod chain accommodations, this isn’t it. " - "Everyone was so nice and beautiful property " - "Great , relaxed vibe. Had a wonderful weekend. Staff were amazing. Restaurant food just eh. Drinks are pricey but packed a punch. No room service at the Inn. Really missed having coffee in my room in the morning."

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.

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

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.

- "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."

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.

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

Hotel in Pittsfield with a health club and a 24-hour business center
Along with an indoor pool, this hotel has a restaurant and a health club. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a 24-hour business center, and a conference center are onsite.
Holiday Inn & Suites Pittsfield-Berkshires by IHG offers 179 accommodations with coffee/tea makers and hair dryers. 32-inch flat-screen televisions come with digital channels. Refrigerators and microwaves are provided.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

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

- "Great " - "Stay was great overall. Room was well appointed and very clean. Especially liked the hotel location as it was walking distance to everything I needed. Only minor complaint is the parking as the attached garage is still under renovation? Would prefer having better access to my car, but the valet was easy enough. (cars are parked next door in the TD bank parking lot)" - "Garage is under renovation " - "Staff, friendly and accommodating"

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.

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

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.

- "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."

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.

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

Hotel with free parking, steps from Barrington Stage Company
Along with a bar/lounge, this smoke-free hotel has coffee/tea in a common area and a business center. Free WiFi in public areas and free self parking are also provided. Other amenities include concierge services, a 24-hour front desk, and tour/ticket assistance.
Hotel On North offers 45 air-conditioned accommodations with minibars and safes. Beds feature premium bedding. Flat-screen televisions come with premium cable channels. Bathrooms include bathtubs or showers and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is provided daily.

- "Jimmy from the front desk was the best and extremely helpful. " - "Love how this hotel is anchoring the renaissance of North Street - and Pittsfield as a whole " - "A nice small hotel in excellent condition and close to local theatres. Excellent restaurant in facility." - "Very nice" - "Amazing! From the decor, to the staff, to the attention to detail. I became quite friendly with the front desk staff as I stayed for 6 days (was hiking in the Berkshires in early November). The bed, pillows, and chairs were all super comfortable, shower pressure was great, and the service was out of this world. Thank you to everyone!"

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.

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

Family-friendly hotel with 2 outdoor pools and 2 indoor pools
This hotel features 2 indoor pools, 2 outdoor pools, and a poolside bar. Other amenities include a snack bar/deli, a coffee shop/cafe, and a seasonal outdoor pool.
Housekeeping is not available.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG offers 334 air-conditioned accommodations with safes and coffee/tea makers. Rooms open to balconies or patios. Refrigerators and microwaves are provided.

Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers. Flat-screen televisions come with cable channels. Additionally, rooms include irons/ironing boards and ceiling fans.

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

- "Loved the activities center" - "Stayed one night. When I entered I found a clean neat and well supplied kitchen with coffee maker. The bedrooms were beautiful and comfortable for sleeping. Bathrooms very clean with plenty of towels. Our receptionist was spot on when she recommended 268 two floor condo. It was delightfully quiet. Wished I could have stayed longer but I’ll be back in August. " - "It’s all good - quiet." - "Super fun place for entire family. The staff was very friendly and the rooms were very clean"

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.

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

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.

- "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."

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.

- "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."

Hotel in Pittsfield with a fitness center and a 24-hour front desk
This hotel features an indoor pool, a restaurant, and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and dry cleaning are onsite.
Hilton Garden Inn Lenox Pittsfield offers 95 accommodations with MP3 docking stations and safes. LCD televisions are featured in guestrooms. Guests can make use of the in-room refrigerators, microwaves, and coffee/tea makers. Bathrooms include complimentary toiletries and hair dryers.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include complimentary weekday newspapers and phones. Housekeeping is provided daily.

- "Everyone was professional and courteous ✌️I also appreciated that there was no charge for parking, much appreciated. Other hotels in vegas and Myrtle Beach are charging customers $$$ to park!!!!! BTW. Jae restaurant was welcomed, great varieties, Everything delicious. I will be returning ⭐️⭐️⭐️⭐️" - "Clean and rooms ready on time " - "Very nice " - "Staff was very accommodating, my room was enormous and well kept. We were skiing and it was very convenient to the slopes. I was with 4 teens and they also had a great time."

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.

- "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"

Hotel with free parking, 7-minute walk to Kennedy Park
This smoke-free hotel features an indoor pool, a restaurant, and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and a 24-hour business center are onsite.
Housekeeping is available on request.
Courtyard by Marriott Lenox Berkshires offers 89 accommodations with coffee/tea makers and hair dryers. Smart televisions come with premium digital channels and Netflix. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones. Housekeeping is offered on request and change of bedsheets can be requested.

- "It was great" - "Always a lovely stay. " - "good" - "The only issue we had was a broken light bulb which was replaced quickly. This is a beautiful Courtyard. I stay at these hotels because the beds are soft and comfortable." - "Room was so nice. Bed was comfortable. Overall glad we stayed here. " - "Staff was very accommodating - room was comfortable, great shower, big desk space, bed was super comfy. Food options are limited onsite and not too many choices right near hotel, but plenty a mile or two away"

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.

Pet Friendly • Parking • Air Conditioner

Slopeside hotel with snowboarding
With direct access to the slopes, Club Wyndham Bentley Brook makes guests feel at home with amenities like a sauna and an indoor pool.
Housekeeping is available on request.
Club Wyndham Bentley Brook offers 149 air-conditioned accommodations with coffee/tea makers and hair dryers. Accommodations offer separate sitting areas. Accommodations at this 3-star hotel have kitchens with refrigerators, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include shower/tub combinations.

This Hancock hotel provides complimentary wireless Internet access. 42-inch flat-screen televisions come with premium cable channels. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided on request.

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

- "Nice staff and great coffee available in the lobby" - "The Wyndham Bentley Brook is one of my absolute favorite places. It’s so relaxing, the staff is wonderfully helpful and kind, the units are immaculate and the amenities and activities are terrific. Couldn’t be happier." - "Third trip back here. Clean, quiet room with all the amenities. Nice pool area and helpful staff. Will hopefully be back again someday." - "A lot of nice amenities. Very nice setting. Spacious and comfortable accommodations. KO"

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.

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

Hotel with free breakfast, near Tanglewood Music Center
This smoke-free hotel features a fitness center, coffee/tea in a common area, and concierge services. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a library, express check-out, and wedding services.
The Constance by the Lenox Collection offers 66 air-conditioned accommodations with complimentary bottled water and designer toiletries. Televisions come with cable channels.

Bathrooms include showers, complimentary toiletries, and hair dryers. This Lenox hotel provides complimentary wireless Internet access. Housekeeping is provided daily.

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

- "This was a real gem in the rough, finding this stay was the highlight of the Winter/Spring" - "Our stay was just a quick overnight while traveling. We were pleased with our choice to stay in Lenox and want to return to do some exploring. The continental breakfast was perfect for people that enjoy carbs. I managed to grab a couple bags of peanuts. " - "safe, clean, perfect location. Communicative hosts who ensured that someone would be on location when I arrived late. Continental breakfast was extensive and healthy. Will definitely be visiting again. "

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.

- "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."

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.

- "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"

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.

- "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"

Hotel with free breakfast, 5-minute walk to Massachusetts Museum of Contemporary Art
Along with an outdoor pool, this hotel has a 24-hour fitness center and a bar/lounge. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a sauna, a hot tub, and a business center.
The Porches Inn at Mass MoCA offers 47 air-conditioned accommodations with iPod docking stations and DVD players. Beds feature Frette Italian sheets, down comforters, and premium bedding. Premium cable television is provided. Bathrooms include shower/tub combinations, bathrobes, complimentary toiletries, and hair dryers.

This North Adams hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and safes, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include minibars and irons/ironing boards. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

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

- "The location to Mass MoCa is perfect, the buildings are amazing!! Staff are friendly!!" - "The property, the building’s exteriors and interiors are all beautiful & well thought out!" - "Nice ambience. Plantings and grounds well maintained " - "We love visiting MassMOCA and being able to walk there" - "It is always a great pleasure to stay at The Porches. Ideal for visiting MASSMoCA directly across the street. Delicious breakfast included! "

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.

- "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."

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.

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

- "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.."

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.

- "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"

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.

- "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."

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.

- "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"

Inn with free breakfast, 7-minute walk to Tanglewood Music Center
Along with a seasonal outdoor pool, this smoke-free inn has express check-out and a garden. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a picnic area and a front-desk safe.
Apple Tree Inn offers 34 air-conditioned accommodations with irons/ironing boards. This Lenox inn provides complimentary wireless Internet access. Bathrooms include bathtubs or showers. Housekeeping is provided daily.
Recreational amenities at the inn include a seasonal outdoor pool.

- "Charming property, welcoming living rooms downstairs, cozy bedroom." - "Such a peaceful place! An invitation to relaxation and enjoying the natural beauty of the surroundings! Excellent staff." - "Magnificent property of character and a big shout out for the staff! We loved staying close to the fireplace in comfy sofas, and were amazed by the staff who prepared us a complete breakfast to go (fruits, croissants, yogurts, bagels, cereals…) as we were leaving before 8! "

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.

- "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"

Hotel with free parking, near Shakespeare and Company
A restaurant, a bar/lounge, and a business center are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Additionally, conference space, a library, and wedding services are onsite.
Housekeeping is available on request.
Gateways Inn & Restaurant offers 11 accommodations with complimentary bottled water and coffee/tea makers. 30-inch flat-screen televisions come with digital channels.

Bathrooms include showers, bathrobes, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered on request and change of towels can be requested.

- "very comfortable and pleasant hotel." - "Always a good place to stay. And so convenient to walk to all the restaurants and shops in town." - "Such a lovely stay at the Gateway in Lenox. Easy check in, room was well appointed, clean, comfortable, and quiet. Great location within Lenox - walkable to lots of stores, restaurants, etc. Looking forward to our next stay. " - "Very well kept property, nice restaurant and is in a great area"

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.

- "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."

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.

- "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."