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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

Visit Us 3 Minutes From Tanglewood Music Hall And Kripalu Yoga Center - Lenox, MA
No reviews

Visit Us 3 Minutes From Tanglewood Music Hall And Kripalu Yoga Center

apartment, Lenox
This Lenox flat is conveniently located 240 metres from the Housatonic River and 400 metres from Guido's Marketplace.
This 93 square metre apartment offers one bedroom, one bathroom, air conditioning, Wi-Fi, and on-site parking, with Jiminy Peak Mountain Resort and Kennedy Park nearby.
The Taggart House - Lenox, MA
9.8 164 reviews

The Taggart House

house, Stockbridge
This beautiful six-bedroom house is located in Stockbridge, just a short distance from Mission House, a significant historical site, and within a 24-kilometre drive of Schantz Galleries and the Berkshire Theatre Festival. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious home provides ample room for a large family or group of friends, covering 836 square metres and comfortably accommodating up to 12 guests. The house offers a range of modern amenities, including a fully equipped kitchen, a spa, a tennis court, and a beautiful garden with a barbecue, perfect for enjoying the outdoors.
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.
Renovated Pittsfield Colonial By Evergreen Home - Lenox, MA
9.9 101 reviews

Renovated Pittsfield Colonial By Evergreen Home

apartment, Pittsfield
This charming colonial home is situated in a central location in the Berkshires, just 16 kilometres from Tanglewood and 48 kilometres from Jiminy Peak, offering easy access to Pittsfield's attractions. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The apartment spans 362 square metres and comfortably accommodates up to 12 guests across its four bedrooms. A modern kitchen, a private garden, and a fitness centre are just some of the amenities that guarantee a comfortable and enjoyable stay.

Best Lenox, MA accommodations with a fireplace

Classic Stockbridge Cottage - Lenox, MA
10 19 reviews

Classic Stockbridge Cottage

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.
Beautiful Lenox Home, 3 Mi To Shakespeare & Co! - Lenox, MA
9.3 112 reviews

Beautiful Lenox Home, 3 Mi To Shakespeare & Co!

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.
Bella Rena Guesthouse - Lenox, MA
10 37 reviews

Bella Rena Guesthouse

house, Lenox
This Lenox property is situated in a peaceful residential area, a short walk from Lenox village centre and its amenities, with Kennedy Park and Tanglewood within easy reach.
The two-bedroom, two-bathroom house sleeps six guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, and is rated excellent for cleanliness, location and overall user experience.
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Lenox, MA
9.2 67 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.

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 21 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.
Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 147 reviews

Stylish Mid-century Modern Berkshires Cape

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.
General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 120 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.
Lake View Berkshires Retreat - Private & Minutes To Lenox - Lenox, MA
10 31 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.

Best Lenox, MA accommodations with a kitchen

Historical Downtown 1 Bedroom Apartment - Lenox, MA
9.9 152 reviews

Historical Downtown 1 Bedroom Apartment

apartment, Lenox
This one-bedroom flat is situated in the heart of Lenox, just a short walk from the town's historic district and attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The flat is suitable for two guests and features a well-equipped kitchen, a comfortable living area, and modern amenities such as air conditioning, Wi-Fi, and keyless entry. Guests can enjoy a garden and parking, as well as explore the local shops, restaurants, and cultural attractions within easy reach.
The Birds Nest - Lenox, MA
10 6 reviews

The Birds Nest

apartment, Lenox
This three-bedroom, three-bathroom Lenox apartment is centrally located in downtown Lenox, within walking distance of restaurants, shops, Tanglewood, and Shakespeare & Company.
The 3-bedroom property sleeps six guests and boasts a fully equipped kitchen, air conditioning, parking, and proximity to local pickleball and tennis courts; all essentials for a comfortable stay are provided.
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).
Gateway To The Berkshires - Renovated Downtown Apartment - Lenox, MA
10 19 reviews

Gateway To The Berkshires - Renovated Downtown Apartment

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.
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