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Lenox, MA accommodations
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347 Lodgings in Lenox, MA

Best Lenox, MA accommodation with a balcony

Berkshires Mid-century Retreat! - Lenox, MA
No reviews

Berkshires Mid-century Retreat!

apartment, West Stockbridge
This West Stockbridge residence offers a unique mountain setting on 14 acres at the end of a dead-end road, providing immediate access to hiking trails just 2 minutes away and exceptional proximity to Tanglewood and Kripalu, both 5 minutes away. This 5-bedroom, 3-bathroom rental features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, terrace, garden, sauna, and parking, located 15 minutes from wineries, 10 minutes from museums, and 20 minutes from skiing.
Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield - Lenox, MA
10 1 review

Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield

apartment, Pittsfield
This Pittsfield apartment is located near Tanglewood Music Center, Colonial Theater, Herman Melville's Arrowhead, and Hancock Shaker Village.
This one-bedroom, one-bathroom unit accommodates up to four guests and features a king bed, a sofa bed, air conditioning, and internet.
Urban Peak Escape, Lenox, Ma - Lenox, MA
8.0 1 review

Urban Peak Escape, Lenox, Ma

apartment, Lenox
This Lenox apartment is conveniently located just a 5-minute walk from The Bookstore and Lenox Library, offering easy access to cultural attractions and local amenities. The apartment is perfect for a family or small group, offering 1190 square feet of space and a guest capacity of 4. The apartment comes with modern amenities like Wi-Fi, a Smart TV, and a washer and dryer, as well as a fully equipped kitchen, a terrace, and air conditioning.
Centrally Located Historical Home - Lenox, MA
10 6 reviews

Centrally Located Historical Home

apartment, Lee
This 1290 sq ft country escape in Lee provides unobstructed rolling hillsides and mountain views, located just 10 miles from Tanglewood, Shakespeare and Company, Jacob's Pillow, Barrington Stage, and The Mount.
This 2-bedroom, 3-bathroom condo accommodates up to 4 guests and features a fully equipped kitchen, Smart TV with YouTubeTV, central heating, window AC units, fast WiFi, laundry machines, and over an acre of grounds with a porch, fire pit, and propane grill.

Discover Family Lodgings in Lenox, MA

These family-friendly lodgings in Lenox, MA offer plenty of room with trails and fresh air right outside your door.

Berkshire Vacation Home In Lee - Lenox, MA
9.9 105 reviews

Berkshire Vacation Home In Lee

apartment, Lee
This vacation rental in Lee, Massachusetts is near Laurel Lake and close to Lee Premium Outlets and Tanglewood, providing easy access to shopping, entertainment, and outdoor activities. It has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment has 5 bedrooms and can accommodate up to 12 guests, making it a great option for families or groups of friends. It features a fully equipped kitchen, multiple living areas, a Florida room leading to a deck overlooking the pool, and a range of amenities like a fitness center and parking.
St Anne's Manor | Walk To Downtown!  Sleeps 8 - Lenox, MA
9.8 39 reviews

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

apartment, Lenox
This Lenox Victorian home, located in downtown Lenox, provides easy access to the town's cultural attractions and shops.
This 3,500-square-foot residence boasts five bedrooms, three bathrooms, and can comfortably accommodate eight guests, featuring a fully equipped kitchen, a private garden, a spa, parking, and multiple fireplaces.
Lovely Berkshire Apartment. Private & Peaceful - Lenox, MA
10 154 reviews

Lovely Berkshire Apartment. Private & Peaceful

apartment, Lee
This one-bedroom apartment is located in Lee, just a short drive from Tanglewood and Jacobs Pillow, offering easy access to the area's cultural attractions. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience.
This rental offers a comfortable and modern living space, perfect for a family or group of up to four guests. Enjoy amenities like a fully equipped kitchen, a private backyard patio with a gazebo and fire table, and keyless entry for convenient access.
Condo ∙ 1 Bedroom ∙ 4 Guests - Lenox, MA
No reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Lenox
This Lenox, MA condo, located in the Ponds at Foxhollow development, is 4.3 miles from Tanglewood, 2.9 miles from The Mount, and 7.2 miles from the Norman Rockwell Museum.
The one-bedroom, two-bathroom apartment sleeps four, features a fully equipped kitchen, in-unit laundry, a fireplace, access to a pool, fitness center, and sauna, and is near numerous hiking trails.

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, a historic house museum, is a must-see for history buffs. For art lovers, the Clark Art Institute is a treasure trove of Impressionist and early modern paintings.
  • 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.

  • How can travelers reach Lenox, MA?

    The closest airport is Bradley International Airport (BDL) in Hartford, Connecticut, about a 1.5-hour drive. You can also reach Lenox by train, with Amtrak service to Pittsfield, about 15 miles away. If you're driving, take the Massachusetts Turnpike (I-90) to Exit 2, then follow Route 20 east.
  • What are the best accommodations with a pool in Lenox, MA?

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

    Hiking and biking are popular in the Berkshires. There are many trails in the area, including the Appalachian Trail. You can also enjoy swimming, boating, and fishing at several lakes and ponds, including Lake Buel and Pontoosuc Lake.
  • 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, when the weather is warm and sunny and the Tanglewood Music Center is in full swing. Fall foliage is also spectacular in the Berkshires, making September and October popular times to visit.
  • 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 5-mile paved loop that circles the town, perfect for a leisurely bike ride. The Housatonic River Walk is a scenic 2-mile path that follows the Housatonic River, ideal for a stroll or a jog.
  • What are the best pet friendly accommodations in Lenox, MA?

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

    You can easily visit nearby towns like Stockbridge, home to the Norman Rockwell Museum, and Great Barrington, known for its charming downtown and antique shops. A little further away, you can explore the city of Pittsfield, which has a vibrant arts scene and a historic downtown.
  • What are the best accommodations with parking in Lenox, MA?

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

    Lenox offers a range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many accommodations have amenities like swimming pools, fitness centers, and restaurants. You can also find options with fireplaces, private balconies, and stunning views of the Berkshires.

Popular destinations

Best Lenox, MA accommodation with a fireplace

Lakeside Estate: 2 Homes For Family Gatherings - Lenox, MA
10 1 review

Lakeside Estate: 2 Homes For Family Gatherings

apartment, Lenox
This exclusive lakeside estate in Lenox, Massachusetts, offers private lake access and is within walking distance of The Mount, Edith Wharton's Home, and a short drive to Tanglewood.
This spacious rental property features 8 bedrooms and 5 bathrooms, accommodating up to 18 guests with amenities including a chef's kitchen, internet, air conditioning, and year-round activities such as skiing at nearby Bousquet and Ski Butternut.
Berkshire Mountain Retreat - Lenox, MA
9.9 52 reviews

Berkshire Mountain Retreat

studio, Richmond
This studio is located in tranquil Richmond, offering doorstep access to miles of trails, and a short drive from renowned Berkshire attractions. With excellent user, location, and cleanliness ratings, this studio is a top choice for travelers.
The studio features a private entrance and patio with a grill and lounge chairs, a kitchen with a fridge, freezer, and microwave oven, air conditioning, and access to an in-ground pool during summer months. It accommodates up to 2 guests in 1 bedroom and 1 bathroom. Guests can enjoy hiking, biking, fishing, boating, swimming, shopping, and dining nearby.
Fall Weekends And Ski Season Is Here! - Lenox, MA
10 1 review

Fall Weekends And Ski Season Is Here!

apartment, Stockbridge
This 1800 sq ft, 3-bedroom, 2-bathroom West Stockbridge vacation home is centrally located, offering 2 miles to Tanglewood, less than 5 minutes to Stockbridge Town Beach, and approximately 15 minutes to Great Barrington and Ski Butternut, with easy access to Naumkeag Museum and Berkshire Botanical Garden. This pet-friendly rental accommodates up to 6 guests and features a fully equipped kitchen with an induction cooktop, a wood-burning fireplace, a sun deck with a fire pit and BBQ grill overlooking wetlands, and an office/bonus room, all with high-speed internet and multiple smart TVs.
Classic New England Home With A Swimming Pool - Lenox, MA
9.9 17 reviews

Classic New England Home With A Swimming Pool

apartment, Richmond
This four-bedroom Richmond, Massachusetts rental is minutes from Tanglewood, Kripalu Center for Yoga & Health, Lenox, and West Stockbridge, offering easy access to Berkshire cultural attractions and outdoor recreation.
The spacious home features a private in-ground pool, fully equipped kitchen, fast Wi-Fi, and accommodates up to nine guests, perfect for families or groups visiting the Berkshires.

Best Lenox, MA accommodation with a kitchen

Lenox Ma. - Lenox, MA
9.9 88 reviews

Lenox Ma.

apartment, Lenox
This charming one-bedroom apartment in Downtown Lenox is a perfect choice for travelers seeking convenience, comfort, and a touch of local charm. Located just a short walk from Tanglewood and other cultural attractions, it offers a cozy retreat with a well-equipped kitchen, air conditioning, and private parking.
With excellent user, location, and cleanliness ratings, this apartment ensures a comfortable and enjoyable stay. It accommodates up to 2 guests and features a private bathroom, providing ample space and privacy for couples or small groups. Whether you're looking to explore Lenox's vibrant culinary scene or attend a concert at Tanglewood, this apartment offers the perfect home base.
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
This five-bedroom, three-bathroom Victorian home in downtown Lenox, Massachusetts, is a three-block walk from the bus station and within walking distance of numerous restaurants and shops.
This spacious rental boasts a well-equipped eat-in kitchen, a private backyard with a terrace and gas grill, and parking for three cars (shared driveway, plus street parking April 1st-November 1st), comfortably accommodating larger groups near Kennedy Park, Ventfort Hall, The Mount, and Arrowhead.
Maries Place Unit 3 - Lenox, MA
9.9 76 reviews

Maries Place Unit 3

apartment, Pittsfield
This charming colonial house is located on a quiet street in southeast Pittsfield, just minutes from restaurants, shops, and major attractions like Hancock Shaker Village, MASS MoCA, and the Colonial Theatre. The home has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The three-bedroom house comfortably accommodates up to six guests, offering a spacious living room with a gas stove, a well-equipped kitchen, and a private backyard with a deck. Enjoy amenities like air conditioning, free Wi-Fi, and parking, making this a perfect base for exploring all that Pittsfield has to offer.
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 home is located just a short drive from Cranwell Spa & Golf Club, Tanglewood Musical Center, and the Norman Rockwell Museum, offering easy access to all that Lenox has to offer. The property has received excellent ratings for cleanliness, location, and overall user experience. This 3-bedroom home comfortably accommodates up to 6 guests in its 2,450 square feet of living space. Amenities include a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi.

Guest-Favorite Luxury Lodgings in Lenox, MA

A luxury lodging in Lenox, MA sets a wonderful tone from the moment you arrive, providing 5-star comfort in a rugged setting.

Luxury 3-bedroom Retreat In Downtown Lenox - Lenox, MA
10 3 reviews

Luxury 3-bedroom Retreat In Downtown Lenox

apartment, Lenox

Explore Pet-Friendly Lodgings in Lenox, MA

Your dog is as welcome as you are; each pet-friendly lodging in the mountains around Lenox, MA offers dog-friendly trails and plenty of room to roam.

Imagine Being Lakeside, Kayaks, Fishing, Ev Charger - Lenox, MA
No reviews

Imagine Being Lakeside, Kayaks, Fishing, Ev Charger

house, Lenox
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lenox, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
Pond House At Middle Way Farm  Sunset Views - Lenox, MA
10 6 reviews

Pond House At Middle Way Farm Sunset Views

apartment, Lee
Stylish Berkshires Retreat - Lenox, MA
9.8 13 reviews

Stylish Berkshires Retreat

apartment, Lee

Popular Accommodations with Swimming Pool in Lenox, MA

Having a pool at your lodging in Lenox, MA lets you enjoy a refreshing dip after a day of hiking without any extra hassle.

Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Lenox, MA
9.2 41 reviews

Amore Estate - Beautiful Room With Many Places To Explore And Relax In.

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

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Lenox
General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 120 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
Berkshire Mountain Lodge - Lenox, MA
8.9 1771 reviews

Berkshire Mountain Lodge

house, Pittsfield

Best Accommodations with Jacuzzi in Lenox, MA

There is something genuinely great about a hot tub soak in Lenox, MA, a feature offered by each of these lodgings.

Sophisticated Lenox Retreat By Evergreen Home - Lenox, MA
9.9 71 reviews

Sophisticated Lenox Retreat By Evergreen Home

apartment, Lenox
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