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Lenox, MA place to stay
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347 Lodgings in Lenox, MA

Best family friendly Lenox, MA lodging

Among the 347 accommodations in Lenox, MA, here are the 4 best for families

Spacious 4-bedroom Colonial Gem In Downtown Lenox - Lenox, MA
9.7 178 reviews

Spacious 4-bedroom Colonial Gem In Downtown Lenox

apartment, Lenox
This four-bedroom Lenox lakefront property is situated 1.2km from Ventfort Hall Mansion and Gilded Age Museum, and a 15-minute walk from The Bookstore and Lenox Library, offering tranquil lake views and proximity to cultural attractions.
The self-catering apartment includes a fully equipped kitchen, two bathrooms, in-unit laundry, a terrace, garden, parking, and on-site amenities such as barbecue grills and a Smart TV, accommodating families and pets comfortably.
Charming 2bd Apartment. - Lenox, MA
9.8 143 reviews

Charming 2bd Apartment.

apartment, Lenox
This two-bedroom apartment is situated in a central Lenox location, just a short distance from October Mountain and close to the town's main attractions.
The apartment is newly renovated and offers a comfortable living space for up to six guests, with amenities such as a fully equipped kitchen, a dining room, a living room, and off-street parking.
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Lenox, MA
9.4 65 reviews

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++

apartment, Lee
This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.
Perfect Location In The Heart Of Downtown Lenox - Lenox, MA
10 3 reviews

Perfect Location In The Heart Of Downtown Lenox

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.

Best Lenox, MA accommodations with a fireplace

Stockbridge Cape Near Tanglewood! - Lenox, MA
10 115 reviews

Stockbridge Cape Near Tanglewood!

apartment, Stockbridge
This holiday home is located just outside Stockbridge, a short drive from the Berkshire Botanical Garden (2.9 km) and Tanglewood Music Center (4.2 km), offering a peaceful and scenic setting for your stay. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious property spans 152 square metres and comfortably accommodates up to 7 guests in its 4 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden with barbecue facilities, a private patio, and a spa, making it perfect for relaxing and enjoying the beautiful surroundings.
Berkshires Forest Retreat With Hot Tub - Lenox, MA
10 83 reviews

Berkshires Forest Retreat With Hot Tub

apartment, Stockbridge
This apartment is located in Stockbridge, just 6 kilometres from Tanglewood and Lenox, offering a peaceful retreat in the picturesque Berkshires. With excellent user, location, and cleanliness ratings, this property promises a comfortable and enjoyable stay.
The apartment is a spacious home with 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. The property features a fully equipped kitchen, a dedicated office space, a large outdoor deck, a hot tub, a fire pit, a swingset, and a washer and dryer, ensuring a relaxing and enjoyable experience for all.
Modern Chalet Near Tanglewood & Downtown Lenox - Lenox, MA
9.8 42 reviews

Modern Chalet Near Tanglewood & Downtown Lenox

chalet, Lenox
This modern A-frame cabin is located in Lenox, just a short walk from Tanglewood, Kennedy Park, and Kripalu, offering easy access to cultural events, outdoor recreation, and wellness activities. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The cabin features a split-level mezzanine design, offering a blend of modern and rustic charm, and can accommodate up to six guests. Enjoy stunning views of the Berkshires from the open living room with triple-height ceilings, relax on the sun porch or deck, or unwind in the garden hammocks. The cabin also includes a fully equipped kitchen, a private garden, a ping pong table, and BBQ facilities available upon request.
Berkshire House Stay - Lenox, MA
9.5 2 reviews

Berkshire House Stay

house, Lee
Berkshire House Stay is a family-friendly residence in Lee, located 5.3 kilometres from Cranwell Spa & Golf Club and 9.3 kilometres from Tanglewood.
This spacious 214 square metre holiday home accommodates up to 19 guests, featuring five bedrooms and five bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and complimentary Wi-Fi and parking, with nearby hiking trails and barbecue facilities.

Frequently asked questions about accommodations in Lenox, MA

  • What are the must-see sites in or near Lenox, MA?

    You can't miss the Tanglewood Music Center, a world-renowned summer music festival. The Edith Wharton's The Mount is a must-see for history buffs, and the Norman Rockwell Museum is a great option for art lovers. If you enjoy nature, the Mount Greylock State Reservation offers stunning views from the highest peak in Massachusetts.
  • How can travelers reach Lenox, MA?

    Lenox is easily accessible by car via the Massachusetts Turnpike (I-90) or Route 7. If you prefer public transport, you can take a train to Pittsfield, which is about 15 minutes away, and then hop on a local bus or taxi. Bradley International Airport (BDL) in Hartford, Connecticut, is the closest major airport, about a 2-hour drive away.
  • What outdoor activities can visitors enjoy in and around Lenox, MA?

    There are plenty of outdoor activities in and around Lenox. Hiking trails abound in the Berkshires, including the Appalachian Trail which runs through the area. You can also enjoy kayaking or canoeing on the Housatonic River, or go for a bike ride on the scenic Lenox-to-Stockbridge Rail Trail. In the winter, there are several ski resorts within a short drive.
  • When is the ideal time to plan a trip to Lenox, MA?

    The best time to visit Lenox is during the summer months, from June to August, when the weather is warm and sunny and the Tanglewood Music Festival is in full swing. Autumn is also beautiful, with the changing leaves, but it can get chilly. Spring and fall are great if you want to avoid the summer crowds.
  • What are the best walking or cycling routes in Lenox, MA?

    The Lenox-to-Stockbridge Rail Trail is a great paved path for walking or cycling, offering stunning views of the countryside. For a more challenging hike, try the Mount Everett Trail, which leads to the summit of Mount Everett, offering panoramic views of the Berkshires.
  • What nearby towns or cities can be explored from Lenox, MA?

    There are several charming towns within easy reach of Lenox. Stockbridge, known for its art galleries and historic homes, is just a short drive away. Pittsfield, a larger town with a vibrant arts scene, is also nearby. And, if you want to explore a larger city, Albany, New York, is about an hour and a half away.
  • What amenities can travelers expect from accommodations in Lenox, MA?

    Lenox offers a range of accommodation options, from charming bed and breakfasts to luxury hotels. Many accommodations offer amenities like swimming pools, fitness centres, and restaurants. You can also find options with fireplaces, balconies, and stunning views of the surrounding mountains.

Popular destinations

Best Lenox, MA accommodations with a balcony

Spacious Historic Home In The Berkshires! - Lenox, MA
9.8 18 reviews

Spacious Historic Home In The Berkshires!

apartment, Pittsfield
This seven-bedroom Pittsfield holiday home is conveniently located within a 1.6km walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and under 1.6km from the Housatonic River and Barrington Stage Company.
This spacious 307 square metre property sleeps nine guests and boasts a fully equipped kitchen, two bathrooms, laundry facilities, a fireplace, terrace, garden, and parking, all within easy reach of Pittsfield's cultural attractions and transport links.
Lake View Berkshires Retreat - Private & Minutes To Lenox - Lenox, MA
10 30 reviews

Lake View Berkshires Retreat - Private & Minutes To Lenox

apartment, Lee
This Lee lakeside property, within 3.2km of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, and Wyndhurst Golf & Club, offers serene water views and convenient access to local attractions.
This five-bedroom, four-bathroom holiday home boasts 294 square metres of space, comfortably accommodating up to 14 guests with amenities including a jacuzzi, spa, tennis court, and fully equipped kitchen; enjoy on-site water access and explore nearby Animagic Museum of Animation.
General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 117 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
This spacious six-bedroom house, known as the General Williams house, is situated in Berkshire County, Massachusetts, 3.2km from Stockbridge centre and 8km from Lenox centre, offering easy access to the Mass Pike.
The 511-square-metre property boasts two fully equipped kitchens, six fireplaces, a games room, a swimming pool, and a spa, accommodating up to 16 guests and providing ample space for families or large groups.
Timpani Corners | Private Pond  Ac - Lenox, MA
No reviews

Timpani Corners | Private Pond Ac

cabin, Lenox
This rustic cottage in Lenox offers a serene woodland setting beside a brook on a private quarry pond, with Tanglewood and Bousquet Mountain Ski Area a mere 6-9 minute drive away.
This 76 square meter property accommodates up to six guests with three bedrooms, a fully-equipped modern kitchen, high-speed Wi-Fi, and a garden with an outdoor grill, making it an ideal Berkshire retreat for families and pet owners.

Best Lenox, MA accommodations with a kitchen

Luxurious Family Home- Central Berkshire Location - Lenox, MA
10 2 reviews

Luxurious Family Home- Central Berkshire Location

apartment, Richmond
This Richmond property is situated just 3.2 kilometres from Tanglewood, a world-renowned music venue, and close to other attractions in the Berkshires. The accommodation has excellent ratings for cleanliness, location, and user experience.
This four-bedroom, four-bathroom house can comfortably accommodate up to ten guests. It features a large screened porch with a dining table, seating areas, and a water fountain, perfect for enjoying the outdoors and relaxing in a tranquil setting.
The Lenox Cottage - Lenox, MA
10 17 reviews

The Lenox Cottage

apartment, Lenox
This Lenox cottage, a short 0.5km walk downhill from Lenox town centre and a similar distance uphill from Kennedy Park, offers easy access to restaurants, shops, and the park.
The one-bedroom, one-bathroom property sleeps three, features a full kitchen, in-unit laundry, free Wi-Fi, and a stereo/record player, plus a piano; dogs are welcome (fee applies).
Comfy Modern  Convenient Location  2br Queen Bed - Lenox, MA
9.4 97 reviews

Comfy Modern Convenient Location 2br Queen Bed

apartment, Stockbridge
This ground-floor flat is conveniently located in Stockbridge, just minutes from Kripalu Center for Yoga & Health, Tanglewood, and the Stockbridge Bowl. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, a gas fireplace, a large yard, and pet-friendly policies. Guests can enjoy outdoor space, cook meals in the well-equipped kitchen, and relax by the fireplace.
Tranquil Lakeside Escape In The Berkshires - Lenox, MA
9.2 22 reviews

Tranquil Lakeside Escape In The Berkshires

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.
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