Best Vacation Rentals in Lenox

Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant. Featuring a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a 24-hour front desk and a concierge service for guests. At the hotel, rooms include a desk. The rooms in Berkshires Untold are equipped with a flat-screen TV and free toiletries. À la carte and American breakfast options are available at the accommodation. Guests at Berkshires Untold will be able to enjoy activities in and around Lenox, like hiking. Tanglewood Musical Center is 3.6 miles from the hotel, while Tanglewood is 3.7 miles from the property. Albany International Airport is 47 miles away.

- "Great value, lux updates" - "Great!" - "This is a very nice hotel, very cheerful with a casual, but cozy vibe. We had the feeling that this is a place that is s" - "Great money value hotel, stylish rooms and bar/restaurants and friendly staff what else?!" - "They did a wonderful jo renovating an old Day's Inn, just didn't expect that" - "Staff polite and conscientious helpfull" - "This is an excellent accommodation. Great overall concept and decor. We would happily return."

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"

Located in Lenox, 1.5 miles from Tanglewood Musical Center, The Constance by The Lenox Collection provides accommodations with a fitness center, free private parking, a garden and a terrace. The 4-star inn has air-conditioned rooms with a private bathroom and free WiFi. Tanglewood is 1.6 miles away and Cranwell Spa & Golf Club is 1.7 miles from the inn. At the inn, all rooms are equipped with a desk. All guest rooms in The Constance by The Lenox Collection are equipped with a TV and free toiletries. A continental breakfast is available at the accommodation. Guests at The Constance by The Lenox Collection will be able to enjoy activities in and around Lenox, like skiing. Norman Rockwell Museum is 6.7 miles from the inn, while Great Falls is 26 miles away. Albany International Airport is 48 miles from the property.

- "We had a delightful stay in Lenox, thanks in part to the Constance. We will be back." - "Had an amazing time and can’t wait to return." - "Excellent stay" - "A great place to stay!" - "We’ll definitely stay at any of these properties again." - "Lovely night away for Tanglewood concert!" - "It was fabtastic. 5 star without question." - "Great tine!" - "Wonderful stay in the Berkshires" - "Lovely atmosphere, large rooms and beautiful wrap around porch"

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!"

Located in Lenox, 2.2 km from Cranwell Spa & Golf Club, Seven Hills Inn provides accommodation with free bikes, free private parking, a garden and a shared lounge. With free WiFi, this 4-star inn offers a concierge service. Certain units at the property include a balcony with a garden view. All units are equipped with air conditioning, a flat-screen TV with satellite channels, a fridge, a coffee machine, a shower, free toiletries and a wardrobe. Every room is fitted with a private bathroom with a hairdryer, while some rooms will provide you with a terrace and others also provide guests with mountain views. At the inn each room is fitted with bed linen and towels. Tanglewood is 4.7 km from Seven Hills Inn, while Tanglewood Musical Center is 5 km away. The nearest airport is Bradley International Airport, 84 km from the accommodation.

Wheelchair Accessible • Parking • Child Friendly • Pet Friendly • Pool • Air Conditioner • Balcony/Terrace • Smoking • Internet

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. "

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"

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. "

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"

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."

Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox. With a seasonal outdoor swimming pool, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel features a hot tub and a 24-hour front desk. The rooms come with a flat-screen TV with cable channels, a coffee machine, a shower, free toiletries and a closet. A buffet, vegetarian or vegan breakfast is available at the property. At the hotel you'll find a restaurant serving American cuisine. Vegetarian, dairy-free and vegan options can also be requested. At Hampton Terrace Inn guests are welcome to use a spa center. Guests at the accommodation will be able to enjoy activities in and around Lenox, like skiing. Cranwell Spa & Golf Club is 1.3 miles from Hampton Terrace Inn, while Tanglewood Musical Center is 1.6 miles from the property. Albany International Airport is 48 miles away.

- "Amazing accommodation in Lenox" - "Very positive experience with a great host." - "Recommended for a stay in Lenox" - "Pleasant, and charming with guests of interesting backgrounds and conversations." - "We liked and enjoyed the Hampstead Terrace Inn and its convenient location in Lenox." - "Wonderful stay"

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"

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."

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. "

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

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.

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

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."

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary, nonsmoking hotel is near plenty of restaurants as well as Tanglewood, Jacob’s Pillow, and MASS MoCA. Admire original work at the Norman Rockwell Museum, 19th century paintings at The Clark, and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport (ALB) is 48 miles away.

- "Great choice" - "Beautiful room, exceeded expectations and ataff were friendly and accommodating." - "Wonderful place. Staff extremely helpful, and pleasant" - "Great staff and classy digs!" - "Our favorite (and ONLY) place we stay in the Berkshires. The best." - "Convenient and clean, I would go again." - "Great breakfast and comfortable beds made for a perfect two night stay" - "Excellent hotel with many delightful features."

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! "