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Lenox, MA accommodations
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347 Lodgings in Lenox, MA

Best Lenox, MA accommodation with a balcony

The Reel Retreat | Theatre & Firepit  Game Room - Lenox, MA
10 6 reviews

The Reel Retreat | Theatre & Firepit Game Room

apartment, Pittsfield
This four-bedroom, two-bathroom Pittsfield vacation rental is located in southern Pittsfield, minutes from downtown Pittsfield and Lenox, providing easy access to Tanglewood and Barrington Stage Company.
The 4-bedroom home boasts a private backyard, a fully equipped kitchen, a dedicated movie theater, a game room, and a deck with a grill, comfortably accommodating up to 7 guests and offering proximity to Bousquet Ski Area, Canoe Meadows, and Kennedy Park.
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.
The Belden House - Walk To Tanglewood ! - Lenox, MA
No reviews

The Belden House - Walk To Tanglewood !

apartment, Lenox
This historic 1881 Belden House, a National Historic Register landmark, offers a unique step back in time in Lenox, situated on 15 acres and a short walk to Tanglewood, 3 minutes from downtown Lenox and Stockbridge Bowl, and close to The Mount and Norman Rockwell Museum.
This 3800 square foot estate accommodates up to 10 guests with 6 bedrooms and 3 bathrooms, featuring a chef's kitchen with a Viking stove, a music room with a Steinway grand piano, a yoga and meditation room, a dedicated home office with high-speed Wi-Fi, a covered porch with rockers, and an outdoor dining area.
Taggart River House: Modern Luxury Meets Nature: Stunning River Views, Sleeps 10 - Lenox, MA
9.8 14 reviews

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

manor house, Stockbridge
This Stockbridge farm stay, a luxurious guest house near the Housatonic River, is two blocks from downtown Stockbridge and the Red Lion Inn, and within two miles of Tanglewood, the Norman Rockwell Museum, Chesterwood, and the Berkshire Botanical Garden.
The 4,500-square-foot property boasts five bedrooms, five and a half bathrooms, and accommodates up to ten guests, featuring a spacious open floor plan, modern amenities, and a terrace overlooking the river.

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.

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 Lenox lakefront vacation home, a four-bedroom apartment, is conveniently located within a 15-minute walk of The Bookstore and Lenox Library, and less than 1.2 miles from Ventfort Hall Mansion and Shakespeare & Company.
The 4-bedroom rental boasts a fully equipped kitchen, two bathrooms, in-unit laundry, a terrace, garden, and parking, plus on-site amenities including barbecue grills and a Smart TV, offering serene lake views and proximity to Lenox's cultural attractions.
The Taggart House - Lenox, MA
9.8 163 reviews

The Taggart House

house, Stockbridge
This family-friendly vacation home is located in Stockbridge, just steps from the Housatonic River and Mission House, with Schantz Galleries and the Berkshire Theatre Festival within a 15-minute drive. The property has received excellent ratings for its cleanliness, location, and overall experience.
The 9,000 square foot house has 6 bedrooms and can comfortably accommodate up to 12 guests. It features a fully equipped kitchen, a spacious living area, a private patio, a garden, a spa, a tennis court, and direct access to the Housatonic River for swimming, kayaking, and fishing.
Comfortable Elegance On Secluded Property In Lenox - Lenox, MA
10 93 reviews

Comfortable Elegance On Secluded Property In Lenox

apartment, Lenox
This five-bedroom home is located in Lenox, a short walk from the town center and two miles from Tanglewood, offering a peaceful retreat in a prime location. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 2600 square foot home comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a Jacuzzi, a garden, and parking, along with access to a spa and internet.
Modern Chalet Near Tanglewood & Downtown Lenox - Lenox, MA
9.8 42 reviews

Modern Chalet Near Tanglewood & Downtown Lenox

chalet, Lenox
This modern A-frame house is located in Lenox, within walking distance of Tanglewood, Kennedy Park, and Kripalu, offering easy access to cultural events, outdoor activities, and wellness retreats. The property has received excellent ratings for user experience, location, and cleanliness.
The house has a split-level design that can accommodate up to 6 guests and features a dedicated lower floor for children and elderly members, while the upper mezzanine provides privacy for adults. This family-friendly retreat offers a fully equipped kitchen, laundry facilities, a private garden, ample parking, and a basement with a ping pong table for entertainment.

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

Spacious Historic Home In The Berkshires! - Lenox, MA
9.0 1 review

Spacious Historic Home In The Berkshires!

house, Pittsfield
This five-bedroom Pittsfield vacation home is conveniently located 7.6 miles from Tanglewood and 7.8 miles from the Cranwell Spa & Golf Club, offering easy access to area attractions.
The 3,300-square-foot property boasts a fully equipped kitchen, in-house laundry, a fireplace, and accommodates up to 17 guests, perfect for large families or groups visiting the Berkshires.
Peaceful 1br Condo With Pond View - Lenox, MA
8.0 2 reviews

Peaceful 1br Condo With Pond View

apartment, Lenox
This Lenox condo, near The Mount and Frelinghuysen Morris House & Studio museums and Pleasant Valley Wildlife Sanctuary, offers a peaceful retreat for exploring Berkshire County's cultural and natural attractions.
This one-bedroom, two-bathroom apartment sleeps four and features pond views, providing a tranquil setting for a relaxing getaway near the Bookstore and Berkshire Scenic Railway Museum.
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 vacation home is situated in a rural setting, two miles from the Housatonic River, Arrowhead Museum, and Herman Melville's Arrowhead.
This 3,020-square-foot house features four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, and free Wi-Fi.
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, Massachusetts lakeside home is located within two miles of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, Wyndhurst Golf & Club, and the Animagic Museum of Animation.
This 3160-square-foot vacation rental boasts five bedrooms, four bathrooms, sleeps fourteen guests, and features a fully equipped kitchen, Jacuzzi, spa, tennis court, and a terrace overlooking the lake.

Best Lenox, MA accommodation with a kitchen

Stockbridge Bowl Home - Lenox, MA
8.7 31 reviews

Stockbridge Bowl Home

apartment, Stockbridge
This Stockbridge accommodation is a tastefully decorated home with a literary ambiance, situated in the heart of the cultural and artistic hub of the town. It is close to Norman Rockwell Museum (5-minute walk) and Chesterwood (10-minute drive). The accommodation has very good user and cleanliness ratings, and an excellent location rating.
The accommodation has 3 bedrooms, 2 bathrooms, and a guest capacity of 8. It features a well-equipped kitchen, comfortable seating areas, and private outdoor space. Guests can also enjoy access to guided tours, workshops, and literary events hosted by the owners, who are a family of writers.
Imagine Being Lakeside, Kayaks, Fishing, Ev Charger - Lenox, MA
No reviews

Imagine Being Lakeside, Kayaks, Fishing, Ev Charger

house, Lenox
This Lenox vacation house is located 1.7 miles from Cranwell Spa & Golf Club and 3.7 miles from Tanglewood, offering lakeside views with kayaking and fishing.
This 1890 square foot home accommodates 19 guests with 4 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a fireplace, and an EV charger, featuring private parking and free WiFi.
Wooded Cottage - Minutes From Lenox Village - Lenox, MA
9.9 184 reviews

Wooded Cottage - Minutes From Lenox Village

apartment, Lenox
This renovated cottage is located in Lenox, just a short walk from downtown and next to the historic Ventfort Hall. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom cottage comfortably accommodates four guests and features a spacious dining room with access to a backyard patio. The fully equipped kitchen includes a fridge, microwave, and dishwasher, and the property offers amenities like air conditioning, a garden, and parking.
Comfy Modern  Convenient Location  2br Queen Bed - Lenox, MA
9.4 97 reviews

Comfy Modern Convenient Location 2br Queen Bed

apartment, Stockbridge
This ground-floor condo in Stockbridge is conveniently located just minutes from Kripalu Center for Yoga & Health, Tanglewood, and Stockbridge Bowl, offering easy access to popular attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
This comfortable apartment features two bedrooms and one bathroom, comfortably accommodating up to six guests. The well-equipped kitchen includes a dishwasher and washer/dryer, while the spacious yard provides a private outdoor area with a BBQ grill.

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.

Restored 1881 Farm House - Lenox, MA
9.9 176 reviews

Restored 1881 Farm House

house, 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.

The Penthouse, Downtown Lenox By Evergreen Home - Lenox, MA
10 11 reviews

The Penthouse, Downtown Lenox By Evergreen Home

apartment, Lenox
Tranquil 3 Br Stockbridge House W/ Private Deck! - Lenox, MA
9.9 159 reviews

Tranquil 3 Br Stockbridge House W/ Private Deck!

house, Stockbridge
Beachwood Cottage - Lenox, MA
9.8 6 reviews

Beachwood Cottage

cottage, Stockbridge
Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 142 reviews

Stylish Mid-century Modern Berkshires Cape

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.

Expansive Mountainside Escape By Evergreen Home - Lenox, MA
10 3 reviews

Expansive Mountainside Escape By Evergreen Home

apartment, West Stockbridge
Historic Stockbridge Villa On 25 Acres Sleeps 23 - Lenox, MA
10 18 reviews

Historic Stockbridge Villa On 25 Acres Sleeps 23

apartment, Stockbridge
Spacious 4br Central-berkshires Home With Pool! - Lenox, MA
10 3 reviews

Spacious 4br Central-berkshires Home With Pool!

apartment, Lee
Berkshire Mountain Lodge - Lenox, MA
8.8 1671 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.

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Lenox, MA
9.4 65 reviews

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++

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

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

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

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

house, Richmond
Berkshires Forest Retreat With Hot Tub - Lenox, MA
10 83 reviews

Berkshires Forest Retreat With Hot Tub

apartment, Stockbridge
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