Places to stay in Lenox, MA

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Lenox, MA place to stay
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347 Best places to stay in Lenox, MA

Best family friendly Lenox, MA lodging

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

Berkshires Sanctuary With Outdoor Living Area & Firepit. 8minutes To Tanglewood! - Lenox, MA
10 15 reviews

Berkshires Sanctuary With Outdoor Living Area & Firepit. 8minutes To Tanglewood!

apartment, Richmond
This family-friendly property is situated in Richmond, just 8km from the Tanglewood Music Center and 10km from Hancock Shaker Village, offering easy access to cultural attractions and outdoor activities.
This spacious five-bedroom apartment comfortably accommodates up to 10 guests, making it ideal for families or groups. The property offers a range of amenities including a fully equipped kitchen, a private garden, a hot tub, and a spa, ensuring a comfortable and enjoyable stay.
Berkshires Colonial On 2 Acres By Evergreen Home - Lenox, MA
10 55 reviews

Berkshires Colonial On 2 Acres By Evergreen Home

apartment, Richmond
This spacious colonial house is situated in a quiet Richmond, Massachusetts neighbourhood, approximately 1.6km from Balderdash Cellars and within a 24km radius of Butternut and Catamount ski resorts, and other Berkshire attractions.
The 246 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, a wood-burning fireplace, a jacuzzi bath, a screened-in porch, and a private 1.1 hectare garden with a fire pit and EV charger.
Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood! - Lenox, MA
10 99 reviews

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood!

apartment, Lee
This family-friendly holiday home is situated near the lake in Lee, within a mile of Greenock Country Club and the Housatonic River, and within two miles of the Animagic Museum of Animation and Lee Library. This property enjoys excellent user ratings, making it a popular choice for travellers visiting Lee.
The house has 5 bedrooms, 4 bathrooms, and a floor area of 260 square metres, comfortably accommodating up to 14 guests. Amenities include a fully equipped kitchen, a fireplace, a terrace, a garden, a fitness centre, and a spa, ensuring a comfortable and enjoyable stay.
Berkshires Colonial On 2 Acres By Evergreen Home - Lenox, MA
10 7 reviews

Berkshires Colonial On 2 Acres By Evergreen Home

apartment, Richmond
This four-bedroom property is situated in Richmond, Massachusetts, a quiet neighbourhood just 1.5 kilometres from Balderdash Cellars and a 24-kilometre drive from Tanglewood. The apartment is highly rated by guests, receiving excellent reviews for its comfort and amenities.
The spacious home can accommodate up to 10 guests and features a large backyard with a fire pit and a screened-in porch with a dining area. Amenities include a fully equipped kitchen, central air conditioning, a garage for storing outdoor gear, a swing set, and an EV charger.

Best Lenox, MA accommodations with a fireplace

Hip Stockbridge Cabin - A Stroll To The Lake - Lenox, MA
9.8 260 reviews

Hip Stockbridge Cabin - A Stroll To The Lake

cabin, 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.
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.
Berkshire Mountain Retreat - Lenox, MA
9.9 47 reviews

Berkshire Mountain Retreat

studio, Richmond
This Richmond, Massachusetts studio apartment is situated near the Berkshire High Road Trailhead, less than 0.4 kilometres from miles of hiking and biking trails, and within a short drive of attractions such as Tanglewood and Kripalu.
The self-contained apartment, sleeping up to two guests, boasts a private patio, parking for two cars, a fully equipped kitchenette (fridge, freezer, microwave), air conditioning, and access to a swimming pool and garden; nearby Bartlett's Apple Orchard offers fresh produce.
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

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

    Lenox is packed with cultural gems! You can't miss the Tanglewood Music Center, where you can catch world-class performances during the summer. The Edith Wharton's The Mount, a historic house museum, offers a glimpse into the life of the famous author. And for art lovers, the Clark Art Institute is a must-visit, featuring a stunning collection of European and American paintings.
  • What are the best accommodations in Lenox, MA?

  • How can travelers reach Lenox, MA?

    The easiest way to get to Lenox is by car, as it's about a 3-hour drive from Boston or New York City. If you're flying, the nearest airport is Bradley International Airport in Hartford, Connecticut, which is about a 1.5-hour drive away. You can also take a train to Pittsfield, Massachusetts, and then take a bus or taxi to Lenox.
  • What are the best accommodations with a pool in Lenox, MA?

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

    Lenox is a nature lover's paradise! You can hike the beautiful trails in the Berkshires, including the Appalachian Trail. For a more leisurely experience, take a scenic bike ride along the Housatonic River, or visit the Lenox Library and Gardens, a tranquil oasis in the heart of town. If you're looking for something a bit more adventurous, try whitewater rafting on the Deerfield River.
  • What are the best accommodations with a jacuzzi in Lenox, MA?

  • 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 Center is in full swing. However, autumn is also a beautiful time to visit, with the foliage turning vibrant shades of red, orange, and yellow. Spring is a quieter time to visit, with milder temperatures and blooming flowers.
  • What are the best accommodations for families and kids in Lenox, MA?

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

    The Lenox Loop is a popular 8 km walking or cycling route that takes you through the heart of Lenox, passing by the Tanglewood Music Center, The Mount, and the Clark Art Institute. For a more challenging ride, try the 25 km loop that goes up to the top of Monument Mountain, offering breathtaking views of the surrounding area.
  • What are the best pet friendly accommodations in Lenox, MA?

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

    Just a short drive from Lenox, you can explore the charming towns of Stockbridge, Great Barrington, and Pittsfield. Each town has its unique character and attractions, offering a glimpse into the rich history and culture of the Berkshires.
  • What are the best accommodations with parking in Lenox, MA?

  • What amenities can travelers expect from accommodations in Lenox, MA?

    Lenox offers a variety of accommodation options, from cozy bed and breakfasts to luxurious hotels. Most accommodations include amenities like free Wi-Fi, parking, and breakfast. Many also offer additional services such as swimming pools, fitness centers, and spa treatments.

Popular destinations

Best Lenox, MA accommodations with a balcony

Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 142 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.
The Ponds At Foxhollow - Lenox, MA
8.2 326 reviews

The Ponds At Foxhollow

resort, Lee
The Ponds at Foxhollow by Capital Vacations is located in Lenox, Massachusetts, just a short drive from Tanglewood and the Tanglewood Musical Center, making it a great choice for music lovers and those looking to explore the scenic Berkshires. The resort enjoys excellent location and cleanliness ratings, with guests consistently praising its comfortable and well-maintained accommodation.
Each apartment features a fully equipped kitchen and a dining and seating area with a TV, providing everything you need for a relaxing stay. Guests can enjoy a range of amenities, including a seasonal outdoor pool and hot tub, an indoor pool, sauna, fitness center, and tennis court, as well as free bicycle use, fishing, and canoeing opportunities.
Built For A Us Secretary Of State 13k Sf In Lenox - Lenox, MA
10 68 reviews

Built For A Us Secretary Of State 13k Sf 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.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lenox, MA
9.6 22 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.

Best Lenox, MA accommodations with a kitchen

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.
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.
Scroll No More - Your Magical Lenox Place - Lenox, MA
10 7 reviews

Scroll No More - Your Magical Lenox Place

apartment, Lenox
This charming house is situated just a short distance from Lenox town centre, offering easy access to its shops, restaurants and cultural attractions. The property has received excellent ratings for its cleanliness, location and overall guest experience.
The spacious three-bedroom house can comfortably accommodate up to four guests. It features a fully equipped kitchen, a relaxing garden, a Jacuzzi and parking, as well as internet access.
Modern Studio With Views Of The Treetops - Lenox, MA
9.9 302 reviews

Modern Studio With Views Of The Treetops

house, Stockbridge
This modern studio apartment is situated just north of Stockbridge town centre, offering easy access to the shops, restaurants, and attractions of this picturesque town.
The self-catering accommodation sleeps four guests and features a well-equipped kitchenette, a comfortable living area, and a private entrance with keyless entry.
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