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

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.
Centrally Located In The Berkshires - Cozy Bungalow In Se Pittsfield! - Lenox, MA
10 5 reviews

Centrally Located In The Berkshires - Cozy Bungalow In Se Pittsfield!

apartment, Pittsfield
This charming bungalow is situated in the city centre of Pittsfield, just 5km from Bousquet Ski Resort, 20km from Jiminy Peak and 15km from Tanglewood in Lenox, offering easy access to the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The home sleeps up to 5 guests and spans 93 square metres. It features a fully equipped kitchen, a spa, air conditioning and a private deck with a grill, perfect for enjoying the outdoors.
Lenox Grand Colonial With Pool By Evergreen Home - Lenox, MA
10 3 reviews

Lenox Grand Colonial With Pool By Evergreen Home

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.
Location!!! Location!!! Berkshire Glamour (And Comfort) Meets Town And Country - Lenox, MA
10 144 reviews

Location!!! Location!!! Berkshire Glamour (And Comfort) Meets Town And Country

apartment, Stockbridge
This West Stockbridge holiday home, minutes from Tanglewood, Kripalu Centre for Yoga & Health, Lenox and Stockbridge town centres, and the Norman Rockwell Museum, offers convenient access to Berkshire attractions.
The 279-square-metre (approx. 3000 sq ft) property boasts five bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, spa, garden, parking, and numerous amenities such as satellite TV and Netflix.

Best Lenox, MA accommodations with a fireplace

Cozy Cottage On Peaceful Pond - Lenox, MA
10 28 reviews

Cozy Cottage On Peaceful Pond

apartment, Richmond
This Richmond flat offers a peaceful retreat on Richmond Pond, situated approximately 24 kilometres from downtown Lenox and in close proximity to Balderdash winery.
This two-bedroom flat accommodates up to four guests and features a kitchen, air conditioning, parking, and a fireplace, with opportunities for dining, shopping, hiking, and biking nearby.
Hidden Oasis In The Mountains By Evergreen Home - Lenox, MA
9.9 168 reviews

Hidden Oasis In The Mountains By Evergreen Home

apartment, Pittsfield
This Berkshire County colonial-style house, situated atop a hill overlooking October Mountain, is 11km from Pittsfield and 11km from Lenox, offering easy access to Bousquet Mountain Ski Area.
This 334 square metre property sleeps ten guests in five bedrooms and three bathrooms, boasting a well-equipped kitchen, jacuzzi, fitness centre, and extensive outdoor space including a hot tub, fire pit, and stone patio; additional amenities include a games room with pool table and ping pong table.
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.
Expansive Mountainside Escape By Evergreen Home - Lenox, MA
10 2 reviews

Expansive Mountainside Escape By Evergreen Home

apartment, West Stockbridge
This secluded mountain holiday home in rural West Stockbridge offers convenient access to the Tanglewood Music Centre, just a 6-minute drive away, and the Hotchkiss Mobile Studio, a 5-minute drive.
Spanning 584 square metres, this expansive property accommodates up to 12 guests with six bedrooms and five bathrooms, featuring a private heated swimming pool, a barbecue area, complimentary Wi-Fi, and a cosy fireplace.

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

Friendly Hills | Passive Home  Ev Charger - Lenox, MA
10 3 reviews

Friendly Hills | Passive Home Ev Charger

apartment, Hancock
This Pittsfield holiday home, a short drive (under 5km) from Hancock Shaker Village and 3 minutes from Balderdash Cellars, offers convenient access to local attractions.
The three-bedroom, two-bathroom apartment includes an attached garage, in-unit laundry, Wi-Fi, a fully equipped kitchen with oven, stovetop, refrigerator, microwave, coffee maker and toaster, and air conditioning; sleeps up to six guests comfortably.
Classic Stockbridge Cottage - Lenox, MA
10 18 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.
Urban Peak Escape, Lenox, Ma - Lenox, MA
8.0 1 review

Urban Peak Escape, Lenox, Ma

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.
The Belden House - Walk To Tanglewood ! - Lenox, MA
No reviews

The Belden House - Walk To Tanglewood !

apartment, Lenox
This historic 1881 country estate in Lenox, situated on 15 acres, is located on a tranquil hilltop, within walking distance of Tanglewood and a few kilometres from downtown Lenox and Stockbridge Bowl.
This expansive 353 square metre residence offers six bedrooms, accommodating up to ten guests, and features a chef's kitchen, formal dining room, double parlor living rooms, a music room with a Steinway grand piano, a yoga and meditation room, and a dedicated home office, all with central air conditioning and Wi-Fi.

Best Lenox, MA accommodations with a kitchen

Maries Place Unit 3 - Lenox, MA
9.9 67 reviews

Maries Place Unit 3

apartment, Pittsfield
This charming 3-bedroom house is located on a quiet street in southeast Pittsfield, just a short drive from local restaurants, shops, and popular attractions like Hancock Shaker Village and MASS MoCA. The home has received excellent ratings for location, cleanliness, and overall experience.
The house offers a spacious living area with a comfortable gas stove and new furniture, perfect for relaxing after a day of exploring. Guests can enjoy the home's amenities, including a fully equipped kitchen, air conditioning, a large garden, and ample off-street parking.
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.
Renovated Downtown 1bedroom - Lenox, MA
10 26 reviews

Renovated Downtown 1bedroom

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.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Lenox, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

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.
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