This one-bedroom flat is located in Lenox's historic downtown district, just a short walk from the Tanglewood Music Center, the Edith Wharton Home, and the Berkshire Museum. The property has received excellent ratings for location, cleanliness, and user experience. The flat comfortably accommodates up to four guests and features a well-equipped kitchen with a fridge and dishwasher. Guests can enjoy amenities such as a garden, parking, air conditioning, and free Wi-Fi access.
9.8 151 reviews
Lenox, MA
06/10 – 10/10
1068 ﺩ.ﺇ/nighttotal: 4272 ﺩ.ﺇ (4 )
Modern Barn In The Heart Of The Berkshires
1 1
house , Stockbridge
This renovated dairy barn is situated in the Berkshires, just 2.4 kilometres from Stockbridge's Main Street and the Red Lion Inn, a short drive from Tanglewood and the Stockbridge Bowl, and under 16 kilometres from Lenox. The property has received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom property comfortably accommodates four guests. Enjoy a window seat with local coffee, BBQ grilling, a large Roku TV for movie nights, and the option to order delicious home-cooked Indian meals prepared by the owner.
9.5 13 reviews
Lenox, MA
20/06 – 27/06
1280 ﺩ.ﺇ/nighttotal: 8960 ﺩ.ﺇ (7 )
Raised Ranch Serenity
1 2
apartment , Lenox
This charming farmhouse is located just 1.6 kilometres from the centre of Lenox, making it a convenient base for exploring the town's shops, restaurants, and cultural attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The farmhouse offers two bedrooms and a bathroom, comfortably accommodating up to four guests. Guests can enjoy the convenience of a fully equipped kitchen, a private garden, and a range of outdoor amenities, including a grill and fire pit, perfect for relaxing evenings under the stars.
This Richmond Shores cottage, a two-minute walk from Richmond Pond's private beach, offers easy access to Berkshire attractions. Sleeping five, the three-bedroom property boasts an open-plan kitchen-living area, a large bathroom with laundry facilities, a private backyard with a fire pit, kayaks, and a gas grill, plus ample outdoor space.
Lenox, MA
26/06 – 28/06
3153 ﺩ.ﺇ/nighttotal: 6306 ﺩ.ﺇ (2 )
Condo ∙ 2 Bedrooms ∙ 6 Guests
2 4
apartment , Lenox
This two-bedroom apartment, situated in The Ponds at Foxhollow in the Berkshires, Massachusetts, is conveniently located 4.7km from The Mount, 11.6km from the Norman Rockwell Museum, and 6.9km from Tanglewood. The property, sleeping up to six guests, boasts a fully equipped kitchen, three bathrooms, a private deck with scenic pond views, resort access to pools, a fitness centre, and a sauna, plus on-site parking.
9.3 111 reviews
Lenox, MA
06/10 – 10/10
1575 ﺩ.ﺇ/nighttotal: 6300 ﺩ.ﺇ (4 )
Beautiful Lenox Home, 3 Mi To Shakespeare & Co!
3 1
house , Lenox
This Lenox property is located just six kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, making it a convenient base for exploring the area's cultural and leisure attractions. The house has received excellent ratings for cleanliness and user experience, and a very good rating for its location. The three-bedroom house offers 228 square metres of space and can comfortably accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
This four-bedroom flat is located in East Nassau, offering convenient access to the Tanglewood Music Center, Hancock Shaker Village, and Mount Lebanon Shaker Village. This property accommodates up to 10 guests with three queen beds and one full bed, featuring two bathrooms with showers and hair dryers, air conditioning, and Wi-Fi, making it ideal for exploring local attractions.
Lenox, MA
20/06 – 27/06
2335 ﺩ.ﺇ/nighttotal: 16345 ﺩ.ﺇ (7 )
Hawthorne Barn
1 2
farm , Stockbridge
This secluded guest house is situated less than 1 kilometre from Tanglewood and a short walk to Lenox, with Stockbridge Bowl nearby. This newly remodelled barn sleeps six and features a full kitchen, air conditioning, Wi-Fi, a garden, parking, and a tiered patio with seasonal access to an herb and vegetable garden, offering proximity to ski resorts and cultural attractions.
10 50 reviews
Lenox, MA
06/10 – 10/10
1424 ﺩ.ﺇ/nighttotal: 5696 ﺩ.ﺇ (4 )
Guest House At Stonover Estate
1 1
house , Lenox
This Lenox guesthouse, situated on a 10-acre estate a 1.6km walk from the town centre, is 1.6km from Tanglewood and Shakespeare & Company, and 22.5km from Jacob's Pillow. The self-catering property offers one bedroom, one bathroom, sleeping two guests, and boasts a fully equipped kitchen, high-speed Starlink internet, and a private garden with stunning sunset views; nearby Kennedy Park provides hiking and biking opportunities.
9.6 125 reviews
Lenox, MA
06/10 – 10/10
638 ﺩ.ﺇ/nighttotal: 2552 ﺩ.ﺇ (4 )
Cozy Berkshire Cottage Style Apartment
1 1
apartment , Lee
This cosy apartment is located in Lee, Massachusetts, just a short drive from Tanglewood, Jacob's Pillow, and the Berkshires' outlet mall, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. The apartment has one bedroom and one bathroom, accommodating up to two guests. The property offers a peaceful and private setting, with views of the state forest and yard, perfect for nature lovers. Guests can enjoy wildlife viewing, a clean and comfortable space, and access to the yard with folding chairs.
10 45 reviews
Lenox, MA
06/10 – 10/10
2223 ﺩ.ﺇ/nighttotal: 8892 ﺩ.ﺇ (4 )
Lenox Grand Colonial With Pool By Evergreen Home
1 1
apartment , Lenox
This spacious Lenox house, situated on a quiet cul-de-sac, is 1.6km from downtown Lenox and Tanglewood, and 0.3km from shops and restaurants, offering easy access to Berkshire attractions including Bousquet Ski Area (5 minutes away). The 279 sq m property boasts four bedrooms sleeping eight, a fully equipped kitchen, a private pool, a large primary bedroom with jacuzzi, plus amenities such as a Weber grill, ping pong, and access to major streaming services; ideal for families or groups.
Lenox, MA
26/06 – 28/06
2402 ﺩ.ﺇ/nighttotal: 4804 ﺩ.ﺇ (2 )
Hike, Fish & Ski: Riverside Barn Loft In Lee
1 4
studio , Lee
Riverside Barn Loft is situated in South Lee, offering convenient access to Cranwell Spa & Golf Club (9.7 kilometres), Tanglewood (12.4 kilometres), and the Norman Rockwell Museum (5.9 kilometres). This 84-square-metre apartment accommodates up to seven guests, featuring one bedroom, one bathroom, air conditioning, a fully equipped kitchen with a microwave, and complimentary Wi-Fi, with parking available and pets welcome.
Best family friendly Lenox, MA lodging
Among the 230 accommodations in Lenox, MA, here are the 4 best for families
10 11 reviews
Lenox, MA
06/10 – 10/10
1035 ﺩ.ﺇ/nighttotal: 4140 ﺩ.ﺇ (4 )
Gateway To The Berkshires - Renovated Downtown Apartment
1 1
apartment , Lee
This Lee apartment is conveniently located near the Lee Library, the Animagic Museum of Animation, and the Berkshire Mountain Country Store, with the Housatonic River and Greenock Country Club less than 2.4 kilometres away. This one-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen with fridge, microwave, oven and hob, free Wi-Fi, and is a smoke-free environment.
10 5 reviews
Lenox, MA
06/10 – 10/10
873 ﺩ.ﺇ/nighttotal: 3492 ﺩ.ﺇ (4 )
Centrally Located In The Berkshires - Cozy Bungalow In Se Pittsfield!
2 1
apartment , Pittsfield
This charming bungalow is situated in the city centre of Pittsfield, just 5km from Bousquet Ski Resort, 20km from Jiminy Peak and 15km from Tanglewood in Lenox, offering easy access to the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests. The home sleeps up to 5 guests and spans 93 square metres. It features a fully equipped kitchen, a spa, air conditioning and a private deck with a grill, perfect for enjoying the outdoors.
10 2 reviews
Lenox, MA
06/10 – 10/10
3532 ﺩ.ﺇ/nighttotal: 14128 ﺩ.ﺇ (4 )
Perfect Location In The Heart Of Downtown Lenox
3 1
apartment , Lenox
This comfortable house is located just 0.5km from The Bookstore and 2.9km from Tanglewood Music Center, making it easy to access both cultural attractions and the peaceful surroundings of Lenox. It has consistently received excellent user ratings, indicating a positive experience for previous guests. The 167 square metre house has three bedrooms and three bathrooms, accommodating up to six guests comfortably. It offers a range of amenities, including a private patio, a shared garden, barbecue facilities, a fully equipped kitchen, and free Wi-Fi, ensuring a pleasant and convenient stay.
10 17 reviews
Lenox, MA
06/10 – 10/10
2645 ﺩ.ﺇ/nighttotal: 10580 ﺩ.ﺇ (4 )
Classic Stockbridge Cottage
4 1
apartment , Stockbridge
This charming cottage is located in a quiet neighbourhood in Stockbridge, just a short walk from Chesterwood and the Rockwell Museum, and a short drive to Tanglewood, Berkshire Botanical Garden, and Stockbridge Bowl. The cottage has received excellent reviews from previous guests. The property has four bedrooms and three bathrooms across 257 square metres, comfortably accommodating up to eight guests. This charming retreat features a well-equipped kitchen, a spacious living room with a fireplace, a library, a dedicated lounge area, and a private garden.
Best Lenox, MA accommodation with a fireplace
9.8 52 reviews
Lenox, MA
06/10 – 10/10
2444 ﺩ.ﺇ/nighttotal: 9776 ﺩ.ﺇ (4 )
Secluded Chic Mountain Chalet Near Tanglewood
1 1
apartment , West Stockbridge
This contemporary chalet is located just 7 kilometres from the world-renowned Tanglewood music venue and 1.6 kilometres from the charming town of West Stockbridge, offering a tranquil escape amidst the natural beauty of the Berkshires. The property has received excellent ratings for location, cleanliness, and overall user experience. The chalet has three bedrooms and two bathrooms, comfortably accommodating up to six guests. This modern retreat features a spacious open floor plan, a fully equipped kitchen, a large den, a private deck, and a laundry room with washer and dryer, providing all the comforts of home for a relaxing and enjoyable stay.
9.1 40 reviews
Lenox, MA
06/10 – 10/10
2593 ﺩ.ﺇ/nighttotal: 10372 ﺩ.ﺇ (4 )
189 M² House ∙ 5 Bedrooms ∙ 12 Guests
5 1
house , Lee
This five-bedroom cottage in Lee, Massachusetts, is a short drive from attractions such as the Berkshire Botanical Garden and the Norman Rockwell Museum. The 189-square-metre (2,033 sq ft) property sleeps twelve, boasts a country-style kitchen, a clawfoot bath, and offers AvantStay amenities including 24/7 support and optional extras.
10 97 reviews
Lenox, MA
06/10 – 10/10
1779 ﺩ.ﺇ/nighttotal: 7116 ﺩ.ﺇ (4 )
Secluded Family Home In Serene Stockbridge Woods
1 1
apartment , Stockbridge
This apartment is located in the Berkshires, just 5 kilometres from Stockbridge, Lenox, and Great Barrington, offering a peaceful retreat in a secluded forest setting. The apartment has received excellent ratings for its location, cleanliness, and user experience. The apartment has 3 bedrooms and 2 bathrooms, providing space for up to 8 guests across 177 square metres. Guests can enjoy a range of amenities including a fully-equipped kitchen, multiple entertainment areas, a dedicated workspace, a family-friendly play area, a garden, a spa, a tennis court, and parking.
10 1 review
Lenox, MA
20/06 – 27/06
9769 ﺩ.ﺇ/nighttotal: 68383 ﺩ.ﺇ (7 )
Osceola Lodge
1 2
apartment , Lenox
This charming apartment is located in Lenox, just a short walk from the town centre and close to attractions like Tanglewood and Shakespeare & Company. The surrounding area is peaceful, with a mix of historic buildings and modern amenities. This spacious property has 10 bedrooms and 9 bathrooms, comfortably accommodating up to 15 guests. Enjoy a range of amenities including a swimming pool, jacuzzi, garden, and parking for up to 8 vehicles, as well as a fully equipped kitchen, modern conveniences, and outdoor recreation areas.
Frequently Asked Questions about accommodations in Lenox, MA
What outdoor activities can visitors enjoy in and around Lenox, MA?
Lenox is surrounded by beautiful natural scenery, so there's plenty to do outdoors. You can hike or bike on the Appalachian Trail, explore the scenic Berkshires, or go kayaking or canoeing on the Housatonic River. In the winter, you can go skiing or snowboarding at nearby resorts.
When is the ideal time to plan a trip to Lenox, MA?
The best time to visit Lenox is during the summer months, when the weather is warm and sunny and there are plenty of outdoor activities to enjoy. However, if you're looking for a more peaceful experience, autumn is also a great time to visit, when the leaves are changing colour. The Tanglewood Music Festival takes place in the summer, so if you're a music lover, this is a great time to go.
What are the best accommodations with a pool in Lenox, MA?
What are the best walking or cycling routes in Lenox, MA?
There are several great walking and cycling routes in and around Lenox. The scenic Housatonic River Walk is a popular choice for a leisurely stroll or bike ride. For a more challenging hike, you can try the Appalachian Trail, which runs through the Berkshires. The Lenox Loop is a great option for a scenic bike ride that takes you through the town and surrounding countryside.
What are the best accommodations with a jacuzzi in Lenox, MA?
What nearby towns or cities can be explored from Lenox, MA?
There are plenty of charming towns and cities within easy reach of Lenox. Stockbridge, known for its art scene, is about 15km away. The historic town of Great Barrington, about 20km away, is also worth a visit. If you're looking for a bigger city, Pittsfield, with its vibrant downtown area, is just 15km away.
What are the best accommodations for families and kids in Lenox, MA?
What amenities can travelers expect from accommodations in Lenox, MA?
Lenox offers a variety of accommodation options, from charming bed and breakfasts to luxurious hotels. Most accommodations offer amenities like free Wi-Fi, parking, and breakfast. Some also have swimming pools, fitness centres, and restaurants.
What are the best pet friendly accommodations in Lenox, MA?
This lakeside detached house in Lenox is located 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center. This detached house offers 200 square metres of floor area, features a kitchen, air conditioning, a terrace, a garden, free WiFi, private parking, and includes kayaks for guests exploring the lake.
9.2 35 reviews
Lenox, MA
06/10 – 10/10
4810 ﺩ.ﺇ/nighttotal: 19240 ﺩ.ﺇ (4 )
Amore Estate - Beautiful Room With Many Places To Explore And Relax In.
6 1
apartment , Lenox
This apartment is situated in Lenox, just 1.6 kilometres from the town centre and 2.4 kilometres from Tanglewood, offering a peaceful retreat close to attractions. It has been highly rated by previous guests, receiving excellent reviews. This spacious apartment sleeps up to 16 guests and features six bedrooms and four bathrooms. Guests can enjoy a range of amenities including a swimming pool, a sports court, and a wrap-around porch, as well as fresh eggs from the chickens and beautiful gardens.
Lenox, MA
06/10 – 10/10
1949 ﺩ.ﺇ/nighttotal: 7796 ﺩ.ﺇ (4 )
Spacious Historic Home In The Berkshires!
1 1
cottage , Pittsfield
This cottage is located in Pittsfield, within a 10-minute walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and within 2km of the Housatonic River and Barrington Stage Company. The self-catering property features a fireplace, a fully equipped kitchen with a dishwasher, a balcony, free Wi-Fi, and parking.
Lenox, MA
06/10 – 10/10
881 ﺩ.ﺇ/nighttotal: 3524 ﺩ.ﺇ (4 )
Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield
1 1
apartment , Pittsfield
This one-bedroom flat in Pittsfield is conveniently located for exploring local culture and history, with Tanglewood Music Center and Colonial Theater just a short distance away, and Herman Melville's Arrowhead and Hancock Shaker Village also nearby. This apartment offers accommodation for up to four guests, featuring a king-size bed, a sofa bed in the living room, air conditioning, and complimentary Wi-Fi, and is within easy reach of the Berkshire Museum and Bousquet Ski Area.
Best Lenox, MA accommodation with a kitchen
Lenox, MA
20/06 – 27/06
1572 ﺩ.ﺇ/nighttotal: 11004 ﺩ.ﺇ (7 )
Hawthorne House
1 2
apartment , Stockbridge
This flat, ideal for exploring Stockbridge and the Berkshires, is situated a short drive from Tanglewood, Lenox, Lee, and Pittsfield. The property offers accommodation for up to seven guests across three bedrooms, with two bathrooms, two living areas, a full kitchen, a deck with a firepit, and off-street parking for four vehicles.
9.2 19 reviews
Lenox, MA
20/06 – 27/06
1535 ﺩ.ﺇ/nighttotal: 10745 ﺩ.ﺇ (7 )
Tranquil Lakeside Escape In The Berkshires
2 2
apartment , Lee
This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short drive (around 10 kilometres) from Lenox and the Tanglewood Music Center. The surrounding area is known for its picturesque scenery, offering stunning views of a pond and the Berkshire mountains. The apartment has a master bedroom with a king-sized bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, a living space with a double sleeper sofa, and a loft sitting room, comfortably accommodating up to six guests. Guests have access to a wide range of amenities, including swimming pools, a hot tub, a sauna, an exercise room, a library, and a business centre, as well as outdoor activities such as tennis courts, a putting green, and hiking trails.
10 3 reviews
Lenox, MA
20/06 – 27/06
2257 ﺩ.ﺇ/nighttotal: 15799 ﺩ.ﺇ (7 )
Charming Lenox Bungalow
1 2
bungalow , Lenox
This charming bungalow is located just a short walk from Lenox Center, offering easy access to a variety of restaurants and shops in a peaceful, tree-lined neighbourhood. It boasts excellent ratings for location, cleanliness and user experience. The house has two bedrooms and one bathroom, with a capacity for three guests. It features a well-equipped kitchen, a private deck, a barbecue, and air conditioning throughout, ensuring a comfortable stay.
Lenox, MA
06/10 – 10/10
954 ﺩ.ﺇ/nighttotal: 3816 ﺩ.ﺇ (4 )
Views! 2mi2ski+dtw! Great 1br Openlr/dr/kit! Fp,hpool,htub,gym,petsok,evchg!
1 1
apartment , Pittsfield
This flat in Pittsfield city centre is located 320 metres from Bousquet Ski Area and a short drive from Tanglewood, MassMoCA, and The Mount, offering excellent access to both winter sports and cultural attractions. This one-bedroom flat accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and access to shared amenities including an indoor swimming pool, hot tub, fitness centre, and an on-site arcade.