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Lenox, MA accommodation
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230 Best accommodations in Lenox, MA

Best family friendly Lenox, MA accommodations

Among the 230 accommodations in the area, here is the list of the 4 best family friendly ones

Exceptional Stockbridge Retreat - Lenox, MA
10 16 reviews
Lenox, MA
06/10 – 10/10
NZ$788/nighttotal: NZ$3152 (4 )

Exceptional Stockbridge Retreat

3 1
apartment , Stockbridge
This Stockbridge apartment, near the Norman Rockwell Museum and Taglewood, offers easy access to Berkshire attractions.
Sleeping eight guests, the three-bedroom, one-bathroom property includes a kitchen with dishwasher, air conditioning, a garden, parking, and internet access.
Lenox Grand Colonial With Pool By Evergreen Home - Lenox, MA
10 3 reviews
Lenox, MA
06/10 – 10/10
NZ$1311/nighttotal: NZ$5244 (4 )

Lenox Grand Colonial With Pool By Evergreen Home

4 1
apartment , Lenox
This Lenox holiday home is situated in a rural setting, less than 3km from the Housatonic River and the historical Arrowhead, home of Herman Melville.
This four-bedroom, three-bathroom property boasts 281 square metres of living space, a private pool, barbecue facilities, and sleeps eight guests, offering free Wi-Fi and a fully equipped kitchen.
Cabin Fever In Stockbridge - Lenox, MA
9.8 256 reviews
Lenox, MA
20/06 – 27/06
NZ$782/nighttotal: NZ$5474 (7 )

Cabin Fever In Stockbridge

1 2
apartment , Stockbridge
This charming cottage is located in a peaceful lake neighbourhood in Stockbridge, just 1.6 kilometres from the public beach at Stockbridge Bowl. It has received excellent ratings for its location, cleanliness, and overall experience.
The 84 square metre cottage comfortably sleeps six guests and features a spacious outdoor area with a sunny deck, a charming fieldstone fireplace, and a dedicated reading nook. Enjoy the modern amenities including a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, and parking.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Lenox, MA
Lenox, MA
20/06 – 27/06
NZ$714/nighttotal: NZ$4998 (7 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 2
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.

Best Lenox, MA accommodations with a fireplace

Tranquil Lakeside Escape In The Berkshires - Lenox, MA
9.2 19 reviews
Lenox, MA
20/06 – 27/06
NZ$719/nighttotal: NZ$5033 (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.
Wooded Cottage - Minutes From Lenox Village - Lenox, MA
9.9 184 reviews
Lenox, MA
06/10 – 10/10
NZ$737/nighttotal: NZ$2948 (4 )

Wooded Cottage - Minutes From Lenox Village

1 1
apartment , Lenox
This renovated cottage is situated in Lenox, a short walk (0.8 km) from the town centre, Shakespeare & Company, and Tanglewood, and is located in a peaceful, wooded area bordering Ventfort Hall. This property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment can accommodate up to four guests and features a modern design throughout, including a well-equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a large front yard, a beautiful backyard with a patio, and access to a garden, as well as parking and air conditioning.
Beautiful Lenox Home, 3 Mi To Shakespeare & Co! - Lenox, MA
Lenox, MA
06/10 – 10/10
NZ$764/nighttotal: NZ$3056 (4 )

Beautiful Lenox Home, 3 Mi To Shakespeare & Co!

1 1
cottage , Lenox
This charming cottage is located in Lenox, just a short walk from Pleasant Valley Wilderness Sanctuary and Kennedy Park and within 5km of Guido's Marketplace and Arrowhead Museum. The surrounding area offers a peaceful setting for relaxation and escape.
This cosy accommodation features a fully equipped kitchen with a microwave and dishwasher, two bathrooms, a fireplace, and free parking. Guests can enjoy outdoor dining with barbecue grills and free WiFi in public areas.
Stockbridge Home: Walk To Town Beach! - Lenox, MA
Lenox, MA
06/10 – 10/10
NZ$678/nighttotal: NZ$2712 (4 )

Stockbridge Home: Walk To Town Beach!

1 1
cottage , Stockbridge
This charming cottage is located in West Stockbridge, just 5km from attractions like Frelinghuysen Morris House and Studio, Tanglewood Music Center, and The Mount, offering a peaceful escape from the bustle of city life. The cottage is ideal for a relaxing getaway, with a cosy fireplace for chilly evenings and a fully equipped kitchen for preparing meals.
The property offers a range of amenities, including a private barbecue grill for outdoor dining, free parking, and free Wi-Fi in public areas. Enjoy the peaceful surroundings and the convenience of being close to the Berkshires' cultural offerings.

Frequently asked questions about accommodations in Lenox, MA

  • How can travelers reach Lenox, MA?

    The easiest way to get to Lenox is by car, as it's conveniently located off of the Massachusetts Turnpike (I-90). If you're flying in, the closest airport is Bradley International Airport in Hartford, Connecticut, about an hour and a half drive away. You can also take a train to Pittsfield, which is about 15 minutes from Lenox.
  • What are the best accommodations in Lenox, MA?

    Among the accommodations in Lenox, MA, The Cornell Inn, Hampton Inn & Suites Berkshires-lenox and The Yankee - Trademark Collection By Wyndham are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Lenox, MA?

    Lenox is a haven for outdoor enthusiasts. You can hike or bike the scenic trails around the Lenox Mountain, go kayaking or canoeing on Stockbridge Bowl, or simply relax and enjoy the picturesque views at the Ventfort Hall Mansion and Gilded Age Museum.
  • What are the best accommodations with a pool in Lenox, MA?

  • When is the ideal time to plan a trip to Lenox, MA?

    The best time to visit Lenox depends on your preferences. Summer offers warm weather and the Tanglewood Music Festival, while autumn brings stunning foliage and a quieter atmosphere. Spring and early summer are ideal for hiking and biking as the weather is mild and the scenery is vibrant.
  • What are the best accommodations with a jacuzzi in Lenox, MA?

  • What are the best walking or cycling routes in Lenox, MA?

    The scenic route along the Housatonic River is a popular choice for both walking and cycling. You can also enjoy a leisurely stroll through the beautiful grounds of the Tanglewood Music Center or explore the historic streets of Lenox village.
  • What are the best accommodations for families and kids in Lenox, MA?

  • What nearby towns or cities can be explored from Lenox, MA?

    From Lenox, you can easily visit the charming town of Stockbridge, known for its art galleries and the Norman Rockwell Museum. A little further afield, you can explore the historic city of Springfield, home to the Basketball Hall of Fame, or the vibrant city of Boston, a short drive away.
  • What are the best pet friendly accommodations 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. Many accommodations feature amenities like swimming pools, fitness centres, and on-site restaurants. You can also find options with scenic views of the Berkshires or close proximity to the town's attractions.
  • What are the best accommodations with parking in Lenox, MA?

Destinations nearby

Best Lenox, MA accommodations with a balcony

Classic Stockbridge Cottage - Lenox, MA
10 17 reviews
Lenox, MA
06/10 – 10/10
NZ$1238/nighttotal: NZ$4952 (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.
Urban Peak Escape, Lenox, Ma - Lenox, MA
8.0 1 review
Lenox, MA
06/10 – 10/10
NZ$1398/nighttotal: NZ$5592 (4 )

Urban Peak Escape, Lenox, Ma

2 1
apartment , Lenox
This Lenox apartment is situated near the town centre, approximately 1.6 kilometres from Tanglewood and Kripalu.
The 111-square-metre property features two bedrooms, one bathroom, and can accommodate four guests; amenities include a fully equipped kitchen, air conditioning, a terrace, and Wi-Fi access, with easy access to hiking trails and Berkshire attractions such as Great Barrington and MASS MoCA.
Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Lenox, MA
9.2 35 reviews
Lenox, MA
06/10 – 10/10
NZ$2252/nighttotal: NZ$9008 (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.
Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 139 reviews
Lenox, MA
06/10 – 10/10
NZ$1191/nighttotal: NZ$4764 (4 )

Stylish Mid-century Modern Berkshires Cape

4 1
apartment , Lee
This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.

Best Lenox, MA accommodations with a kitchen

Hawthorne Barn - Lenox, MA
Lenox, MA
20/06 – 27/06
NZ$1093/nighttotal: NZ$7651 (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.
Renovated Downtown 1bedroom - Lenox, MA
10 24 reviews
Lenox, MA
06/10 – 10/10
NZ$715/nighttotal: NZ$2860 (4 )

Renovated Downtown 1bedroom

1 1
apartment , Lenox
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.
Modern Barn In The Heart Of The Berkshires - Lenox, MA
9.8 151 reviews
Lenox, MA
06/10 – 10/10
NZ$500/nighttotal: NZ$2000 (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.
Hike, Fish And Ski Riverside Barn Loft In Lee - Lenox, MA
Lenox, MA
26/06 – 28/06
NZ$1125/nighttotal: NZ$2250 (2 )

Hike, Fish And Ski Riverside Barn Loft In Lee

1 4
apartment , 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.
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