Best Lodging Options in Lenox

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"

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!"

Brook Farm Inn enjoys a location in Lenox, 1.7 miles from Tanglewood Musical Center and 1.8 miles from Tanglewood. Featuring a seasonal outdoor swimming pool, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. There's private parking and the property features an electric vehicle charging station. Every unit comes with a wardrobe and a flat-screen TV, and some units at the bed and breakfast have a balcony. At the bed and breakfast, the units are equipped with bed linen and towels. À la carte and full English/Irish breakfast options with warm dishes, pancakes, and fruit are available. Guests can also warm up near the outdoor fireplace after a day of skiing. Cranwell Spa & Golf Club is 1.9 miles from the bed and breakfast, while Norman Rockwell Museum is 6.7 miles from the property. Albany International Airport is 49 miles away.

- "Lovely visit, enjoyed every second." - "We loved it. It was very relaxing and enjoyable. A perfect quick get away to the beautiful Berkshires" - "An oasis of peace, tranquility and gracious hosts at Brook Farm Inn" - "A great inn in the Berkshires, would definitely recommend" - "Loved it! Quaint and comfy stay!" - "Wonderful! Hope to return!" - "Romantic getaway!" - "Charming location and room!" - "Delightful"

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. "

Located in Lenox, 1.5 miles from Tanglewood Musical Center, Doctor Sax House has accommodations with a shared lounge, free private parking, a terrace and a restaurant. With a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a concierge service and luggage storage space for guests. At the hotel, the rooms have a closet. All rooms in Doctor Sax House are equipped with a coffee machine and an iPad. Speaking English and Spanish at the 24-hour front desk, staff are willing to help at any time of the day. Cranwell Spa & Golf Club is 1.5 miles from the accommodation, while Tanglewood is 1.6 miles from the property. Albany International Airport is 48 miles away.

- "A Gem in the Heart of the Berkshires" - "Enjoyed our stay but would check out the bathroom next time." - "Lovely spot, ideal location."

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."

Restored 1881 Farm House offers accommodations in Lenox, 8.6 miles from Norman Rockwell Museum and 26 miles from The Clark Art Institute. The vacation home, set in a building dating from 1900, is 3.5 miles from Tanglewood Musical Center and 3.6 miles from Tanglewood. Free Wifi is available throughout the property and Cranwell Spa & Golf Club is 3.3 miles away. Opening onto a balcony, the air-conditioned vacation home consists of 2 bedrooms. Providing a terrace, this vacation home also offers a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The accommodation is non-smoking. Guests at the vacation home will be able to enjoy activities in and around Lenox, like skiing and cycling. Great Falls is 28 miles from Restored 1881 Farm House, while Canaan Village Historic District is 28 miles away. Albany International Airport is 48 miles from the property.

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

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"

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.

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

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."

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee machines. Many rooms feature fireplaces and private balconies. The Boston Symphony Orchestra's Tangle wood Institute is five minutes away, and the restaurants of Lenox are 1 minute away. A table-served gourmet breakfast (not a buffet) is included with your room, and it includes your choice of espressos, cappuccinos, lattes, Americano, regular coffee, or imported chocolate hot chocolate. Guests can relax on our private deck next to a koi pond and waterfall, or enjoy the gardens that connect directly to the beautiful Kennedy Park. The Cornell is within 1 mile of shopping and dining. Bouquet Ski Area and Berkshire Scenic Railway Museum are 10 minutes’ drive.

- "Relaxing and enjoyable" - "Looking forward to going back" - "Comfortable accommodations without a welcoming and engaged. staff." - "So welcoming, delicious food, gorgeous decor!" - "Exactly what we came for. Rest, relaxation, peaceful and beautiful accommodations…and wonderful breakfast, too!" - "Wonderful!!" - "The Cornell Inn was a great place to stay and relax." - "If you are looking for a romantic and relaxing weekend, look no more, this is the place!"

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."

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"

Discover Urban Peak Escapes in Lenox, MA—a charming New England town in the Berkshires. Just 1 mile from Tanglewood and Kripalu, our cozy rental is perfect for couples escaping city life. Enjoy breakfast at Haven Cafe across the street and explore downtown's shops and galleries. Hike scenic trails or visit Great Barrington (20 mins) and MASS MoCA in North Adams (40 mins). Immerse in culture with Shakespeare & Company and Jacob's Pillow. Relax in comfort with mountain views and modern amenities.

- "Very nice. A few suggestions:- A higher end coffee maker would go a long way, or a latte machine. - Needs a toaster- Instructions on how to work the shower. We could only get the primary shower to work- A table and chairs (for eating a meal) would be good. Otherwise very comfortable and clean, and great location! "

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"

Enjoy a stylish experience at this cozy newly renovated two-bedroom mobile home in the Berkshires of Lenox, Massachusetts. Centrally located: 10 minutes from Tanglewood, 40 min to MASS MoCA, 20 min to Great Barrington, 25 min to Mt. Greylock. Shopping centers and great restaurants nearby.
Quiet and safe neighborhood

Bedding/Linens • Other • Tv • Fireplace/Heating • Air Conditioner • Child Friendly • Kitchen • Internet • Wellness Facilities • Security/Safety • Laundry

3.7 miles from Tanglewood Musical Center in Lenox, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! provides accommodations with access to a spa center. Located around 3.8 miles from Tanglewood, the vacation home is also 8.8 miles away from Norman Rockwell Museum. Free Wifi is available throughout the property and Cranwell Spa & Golf Club is 3.5 miles away. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Albany International Airport is 47 miles away.

- "Excellent house in Lenox"

***WE HAVE 220+, 5-STAR REVIEWS ON AIRBNB***

The cottage is a 2-minute walk to Church St right in the heart of Lenox. Kennedy Park (1.5 miles) is a short stroll away for great hiking & biking, while multiple 5-star restaurants are all within a few minute walk. Tanglewood (2 miles), Kripalu (3 miles), Shakespeare & Co. (1 mile), Berkshire Theatre Festival & the Norman Rockwell Museum (7 miles), Butternut, Jiminy Peak (15 miles) & Bousquet (5 miles) ski area, Mahaiwe Performing Arts Center & Jacob's Pillow (14 miles) are all close by!

The Lemon Cottage is comfortable, cozy and charming with the convenience of downtown Lenox just a 2-minute walk away. The main living area has a gas fireplace, TV and space for eating, relaxing and hanging out. All the bedrooms have multiple windows and a comfortable amount of space and lovely natural light. There is a washer/dryer in the kitchen and the backyard is great for enjoying peaceful afternoons and evenings.

- "The house is small but very comfortable for a quiet stay within walking distance of the village of Lenox." - "Last week, I stayed at the Lemon Cottage in Lenox and it was perfect! It was charming and lovely, exactly as described, and just outside of Lenox Center. The neighborhood is quiet and the yard is quite lovely. I found Tom to be a highly responsive and supportive host; he responded quickly to my messages and there were never any mixups. This was my first time in Lenox and I'd love to go back and spend more time there; if I do, I'd certainly stay at the Lemon Cottage again! Thanks, Tom!!!"

Berkshire Retreat- A stone's throw to downtown Lenox is located in Stockbridge, just 2.4 miles from Cranwell Spa & Golf Club and 4 miles from Tanglewood Musical Center. The property is around 4.1 miles from Tanglewood, 6.6 miles from Norman Rockwell Museum, and 24 miles from Great Falls. Holley Williams House Museum is 30 miles from the vacation home and The Clark Art Institute is 30 miles away. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Canaan Village Historic District is 24 miles from Berkshire Retreat- A stone's throw to downtown Lenox, while Haystack Mountain State Park is 29 miles from the property. Albany International Airport is 52 miles away.

Security/Safety • Guest Services • Child Friendly • Pet Friendly • Sports/Activities • Laundry

Completely renovated 2-bedroom downtown apartment with open floor plan, located in the picturesque historical town of Lenox MA. The apartment is fully equipped for all your needs. The kitchen provides stainless appliances and an array of cooking essentials. You will find pots, pans, cooking utensils, glassware, flatware, and dishes. There is a table that seats six and a counter-top bar for two. The living room has a Flat screen smart TV and Wi-Fi is available throughout the space. There are two bedrooms. One with a king bed and one with a Queen bed. There is a pull out sofa in the living room. All linens and towels are provided. Rest and enjoy while staying comfortable with central heat and air!

The Apartment works with the Local Sohn Fine Art Gallery to feature a local artist for the enjoyment of our Guests.

Completely renovated 2-bedroom downtown apartment with open floor plan, located in the picturesque historical town of Lenox MA. The apartment is fully equipped for all your needs. The kitchen provides stainless appliances and an array of cooking essentials. You will find pots, pans, cooking utensils, glassware, flatware, and dishes. There is a table that seats six and a counter-top bar for two. The living room has a Flat screen smart TV and Wi-Fi is available throughout the space. There are two bedrooms. One with a king bed and one with a Queen bed. There is a pull out sofa in the living room. All linens and towels are provided. Rest and enjoy while staying comfortable with central heat and air!

- "Great location, clean and well equipped." - "This two bedroom apartment was clean and beautifully decorated. It is a great location and next to shops, restaurants and yoga and spas nearby! I highly recommend for a relaxing getaway :)" - "Clean, comfy and nicely decorated. Great beds. All we needed was there. Walk to everything Lenox and it was quiet! Had a great stay." - "Absolutely right in the heart of everything, the location is perfect. Very clean and tastefully decorated. The home has everything and we would definitely return here again!!"