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Lenox, MA accommodation
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347 Best accommodations in Lenox, MA

Best family friendly Lenox, MA accommodations

Among the 347 accommodations in the area, here is the list of the 4 best family friendly ones

189 M² House ∙ 5 Bedrooms ∙ 12 Guests - Lenox, MA
9.1 40 reviews

189 M² House ∙ 5 Bedrooms ∙ 12 Guests

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.
Enjoy Comfortable Elegance In This Secluded Grand Home Located In Town - Lenox, MA
10 91 reviews

Enjoy Comfortable Elegance In This Secluded Grand Home Located In Town

apartment, Lenox
This five-bedroom home is situated in Lenox, just a short walk from the town centre and two miles from Tanglewood, offering a peaceful retreat in a vibrant location. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The spacious apartment, spanning 242 square metres, comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a jacuzzi, a garden, a spa, parking, and internet access, ensuring a relaxing and enjoyable stay.
Friendly Hills | Passive Home  Ev Charger - Lenox, MA
9.8 37 reviews

Friendly Hills | Passive Home Ev Charger

apartment, Hancock
This three-bedroom, two-bathroom apartment in Friendly Hills, Hancock, offers stunning panoramic views and direct access to private hiking trails, with Hancock Shaker Village nearby.
The mid-century modern flat, sleeping six, boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, Wi-Fi, parking, and unique design features inspired by Frank Lloyd Wright.
Spacious Lenox Farmhouse | Retreat Near Tanglewood - Lenox, MA
10 19 reviews

Spacious Lenox Farmhouse | Retreat Near Tanglewood

apartment, Lenox
This Berkshires farmhouse, near Lenox, Massachusetts, is situated 14.5km from Tanglewood and a short drive from Stockbridge.
The 2000+ sq ft property boasts three bedrooms, two bathrooms, sleeping seven guests, and features a large open-plan living area, a fully equipped kitchen including a dishwasher, and outdoor amenities such as a BBQ and fire pit.

Best Lenox, MA accommodations with a fireplace

Tranquil Lakeside Escape In The Berkshires - Lenox, MA
10 1 review

Tranquil Lakeside Escape In The Berkshires

apartment, Lenox
This Lenox condo, a short 6.4km drive from The Mount and 9.6km from the Housatonic River, offers convenient access to local attractions.
The two-bedroom, three-bathroom apartment sleeps six, boasting a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, parking, and free Wi-Fi.
The Kemble- Built By A Us Secretary Of State In Lenox - Lenox, MA
10 68 reviews

The Kemble- Built By A Us Secretary Of State In Lenox

house, Lenox
This family-friendly villa is situated in a peaceful rural setting in Lenox, just 1.6 km from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious 1,394 square metre property offers 13 bedrooms and 13.5 bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness centre, a sauna, a tennis court, and a garden with barbecue facilities.
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.
St Anne`s Manor | Walk To Downtown!  Sleeps 8 - Lenox, MA
10 127 reviews

St Anne`s Manor | Walk To Downtown! Sleeps 8

apartment, Lenox
Village View, a ten-room Victorian house in downtown Lenox, Massachusetts, is a three-block walk (approximately 0.24 km) from the bus stop and within easy reach of restaurants, shops, and historic sites such as Ventfort Hall and The Mount.
This five-bedroom, three-bathroom property offers guests a fully equipped kitchen, a jetted tub, parking for up to three cars, and a secluded backyard with a gas grill; it comfortably accommodates larger groups and is ideal for exploring Lenox's attractions, including Kennedy Park and Pleasant Valley Bird Sanctuary.

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?

Popular destinations

Best Lenox, MA accommodations with a balcony

3 Acres, Mtn Views, Hot Tub, Steps To Winery - Lenox, MA
No reviews

3 Acres, Mtn Views, Hot Tub, Steps To Winery

apartment, Richmond
This Richmond flat offers a serene setting by Richmond Pond, just 300 metres from Balderdash Cellars and 8 kilometres from Tanglewood.
This spacious 255 square metre split-level property accommodates up to six guests and includes a newly renovated kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and two kayaks and bicycles for exploring the area.
Pine & Paddle | Pond Access  Kayaks - Lenox, MA
No reviews

Pine & Paddle | Pond Access Kayaks

cottage, Richmond
This two-bedroom flat in Richmond offers a secluded country cottage feel, located a short walk from a private community beach on Richmond Pond and within easy reach of Tanglewood and Bousquet.
This pet-friendly residence accommodates up to four guests, featuring a newly renovated kitchen with a fridge and microwave, a wood-burning fireplace, a balcony with woodland views, and access to a tandem kayak for use on the pond, with parking also provided.
Taggart River House: Modern Luxury Meets Nature: Stunning River Views, Sleeps 10 - Lenox, MA
10 13 reviews

Taggart River House: Modern Luxury Meets Nature: Stunning River Views, Sleeps 10

manor house, Stockbridge
This Stockbridge farmhouse, a two-block walk from The Red Lion Inn and within 3.2km of Tanglewood, the Norman Rockwell Museum, Chesterwood, and the Berkshire Botanical Garden, offers a prime location for exploring the Berkshires.
The 418-square-metre property boasts five bedrooms, five bathrooms, and accommodates ten guests, featuring a luxurious guest house with modern amenities, a terrace, and a garden, all within easy reach of hiking trails and local artisan shops.
Modern And Spacious Berkshires Retreat 5 Bdrm 3 Bath - Lenox, MA
10 180 reviews

Modern And Spacious Berkshires Retreat 5 Bdrm 3 Bath

apartment, Lee
This fully renovated house is located on a quiet street in Lee, Massachusetts, just a short drive from both Lee Center and Lenox Center, offering a peaceful retreat in a convenient location. It has received excellent ratings for user experience, location, and cleanliness.
The spacious property spans 260 square metres and comfortably accommodates up to 11 guests across five bedrooms and three bathrooms. Guests can enjoy a well-equipped kitchen, a family room with a pool table, a terrace, a garden, parking, and air conditioning, making it perfect for families and groups seeking a comfortable and enjoyable stay.

Best Lenox, MA accommodations with a kitchen

Stylish Haven Walk To Town Near Tanglewood Ac - Lenox, MA
10 10 reviews

Stylish Haven Walk To Town Near Tanglewood Ac

apartment, Lenox
This four-bedroom, two-bathroom flat in Lenox offers a tranquil retreat on a quiet cul-de-sac, just a short walk to Church Street's shops and eateries, the Museum of the Gilded Age, and Shakespeare & Company.
This well-appointed apartment sleeps up to seven guests and features a fully equipped kitchen, central air conditioning, Wi-Fi, and a deck with scenic hill views, providing easy access to hiking trails, tennis courts, Berkshire spas (5 km drive), and ski areas (within 40 km).
Cozy Berkshires Pied-à-terre - Lenox, MA
9.8 13 reviews

Cozy Berkshires Pied-à-terre

apartment, Lenox
This Lenox apartment, a two-bedroom duplex, is centrally located minutes from Shakespeare & Company, Tanglewood, and October Mountain State Forest, offering easy access to the Mass Pike and various ski resorts.
The 2-bedroom property sleeps 5, boasts a large kitchen with dishwasher, a garden, parking, and a Level 3 Ford EV charger, plus use of a front porch and backyard.
Peaceful 1br Condo With Pond View - Lenox, MA
8.0 2 reviews

Peaceful 1br Condo With Pond View

apartment, Lenox
This Lenox apartment, a peaceful one-bedroom condo near the Pleasant Valley Wildlife Sanctuary, offers easy access (distances unspecified but likely within a few kilometres) to cultural attractions such as The Mount and the Frelinghuysen Morris House and Studio.
Sleeping four guests, the property boasts two bathrooms and is likely fully equipped, providing a tranquil base for exploring Lenox's natural and cultural offerings, including the Berkshire Scenic Railway Museum and The Bookstore.
Cliffwood Cottage - Lenox, MA
10 34 reviews

Cliffwood Cottage

apartment, Lenox
This charming 1938 home is situated on Cliffwood Street in Lenox, a short walk from downtown and Kennedy Park, and a 5-minute drive (8km) from Tanglewood. The apartment has received excellent ratings for location, cleanliness, and user experience, making it a highly recommended choice for travellers.
This comfortable self-catering property has three bedrooms and can accommodate up to six guests. It offers a fully equipped kitchen, a spacious living area, a garden, parking, and laundry facilities, ensuring a relaxing and convenient stay.
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