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Stockbridge, MA place to stay
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137 Lodgings in Stockbridge, MA

Best family friendly Stockbridge, MA lodging

Among the 137 accommodations in Stockbridge, MA, here are the 4 best for families

Perfect Location In The Heart Of Downtown Lenox - Stockbridge, MA
10 2 reviews
Stockbridge, MA
08/10 – 17/10
₹79900/nighttotal: ₹719100 (9 )

Perfect Location In The Heart Of Downtown Lenox

3 1
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.
The Summerwood Hideout | Mins To Downtown!  Pool - Stockbridge, MA
8.8 3 reviews
Stockbridge, MA
08/10 – 17/10
₹84136/nighttotal: ₹757224 (9 )

The Summerwood Hideout | Mins To Downtown! Pool

4 1
apartment , Great Barrington
This four-bedroom, four-bathroom Great Barrington holiday home is situated in a rural location, approximately 5km from Mansfield Lake Park and 4km from the Housatonic River.
The property, sleeping eight guests, boasts a private pool, tranquil balcony, fully equipped kitchen, in-unit laundry, Wi-Fi, and a fireplace, plus outdoor amenities including a fire pit and barbecue grill; nearby attractions include Ski Butternut, Greenock Country Club, Berkshire Botanical Garden, and Hoffman's Pottery.
Cozy Stockbridge Cabin - Walk To Beach & Lake! - Stockbridge, MA
9.2 12 reviews
Stockbridge, MA
08/10 – 17/10
₹30481/nighttotal: ₹274329 (9 )

Cozy Stockbridge Cabin - Walk To Beach & Lake!

2 1
cabin , Stockbridge
This charming cottage is just over 5km from Tanglewood, the Norman Rockwell Museum, and Tanglewood, offering easy access to Stockbridge's cultural attractions. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The 65 square metre cottage has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen, air conditioning, a garden, a spa, free Wi-Fi, and parking, as well as stunning sea views and access to the beach and lake.
Mid- Century Modern Getaway - Stockbridge, MA
10 11 reviews
Stockbridge, MA
23/06 – 28/06
₹90938/nighttotal: ₹454690 (5 )

Mid- Century Modern Getaway

1 2
apartment , Stockbridge
This mid-century modern deck house is located on a premier road in Lenox, less than 1.6 kilometres from Tanglewood, downtown Lenox, and Stockbridge Bowl, offering easy access to the area's cultural attractions and natural beauty. The accommodation has received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and one bathroom, accommodating up to six guests. It features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, a garden, parking, internet access, and a private deck overlooking the surrounding woods.

Best Stockbridge, MA lodging with a pool

Among the 137 accommodations in Stockbridge, MA, here are the 4 best ones with a pool

Berkshires/lenox - Stockbridge, MA
Stockbridge, MA
23/06 – 28/06
₹48559/nighttotal: ₹242795 (5 )

Berkshires/lenox

1 2
apartment , Lenox
This charming apartment is situated in Lenox, a short distance from popular ski areas like Bousquet and Butternut, making it ideal for a winter getaway. The apartment is located in a beautifully renovated 1840 Victorian home, offering a unique and charming experience. This cosy flat has a private entrance and a fenced-in patio, perfect for relaxing outdoors. The apartment is equipped with a full kitchen, a shared swimming pool, a large backyard with a fire pit, a shared garden, and laundry facilities.
Peaceful 1br Condo With Pond View - Stockbridge, MA
8.0 2 reviews
Stockbridge, MA
08/10 – 17/10
₹30679/nighttotal: ₹276111 (9 )

Peaceful 1br Condo With Pond View

1 1
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.
Stockbridge Retreat With View & Pool - Stockbridge, MA
Stockbridge, MA
08/10 – 17/10
₹70926/nighttotal: ₹638334 (9 )

Stockbridge Retreat With View & Pool

1 1
apartment , Stockbridge
This hillside contemporary cottage offers a peaceful and private retreat located between Lenox and Stockbridge, providing convenient access to attractions such as Stockbridge Bowl & Town Beach (less than 1 kilometre away), Tanglewood, and numerous hiking trails.
This dwelling accommodates up to 8 guests and features air conditioning, a kitchen, internet access, and a swimming pool, with a shaded porch perfect for enjoying the breeze.
Great Place|2 Bd|kitchen| Pool - Stockbridge, MA
9.6 18 reviews
Stockbridge, MA
04/08 – 10/08
₹27285/nighttotal: ₹163710 (6 )

Great Place|2 Bd|kitchen| Pool

2 5
resort , Lee
This two-bedroom apartment is located in the Berkshires, a scenic region of western Massachusetts, offering easy access to outdoor adventures and relaxation. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The flat comfortably sleeps up to six guests and features a fully equipped kitchen, two bathrooms, and a range of amenities including a swimming pool, fitness centre, and parking. Guests can also enjoy access to the resort's amenities, including indoor and outdoor pools, a gym, a movie theatre, mini golf, and a hot tub.

Frequently asked questions about accommodations in Stockbridge, MA

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

    Stockbridge is a nature lover's paradise. You can hike or bike the scenic Appalachian Trail, explore the beautiful grounds of the Naumkeag estate, or go for a swim in Lake Buel. In the autumn, the foliage is spectacular, and you can enjoy a scenic drive along the Mohawk Trail.
  • When is the ideal time to plan a trip to Stockbridge, MA?

    The best time to visit Stockbridge is during the summer or autumn. The weather is pleasant, and there are plenty of outdoor activities to enjoy. If you're a fan of fall foliage, the autumn is especially beautiful. Spring and winter are quieter, and you might find some good deals on accommodation.
  • What are the best walking or cycling routes in Stockbridge, MA?

    The Stockbridge Town Common is a great place to start a walk or bike ride. You can explore the charming streets of the village and enjoy the beautiful scenery. The Stockbridge Bowl is another lovely spot for a walk or bike ride, offering scenic views of the lake and surrounding hills. For more challenging routes, check out the trails at the Hopkins Memorial Forest.
  • What nearby towns or cities can be explored from Stockbridge, MA?

    You can easily explore nearby towns like Lenox, Great Barrington, and Lee, all within a short drive. Lenox is known for its beautiful scenery and art galleries, while Great Barrington offers a lively downtown area with shops and restaurants. Lee is a charming town with a historic village centre.
  • What amenities can travelers expect from accommodations in Stockbridge, MA?

    Stockbridge offers a variety of accommodation options, from cozy bed and breakfasts to luxurious hotels. Many accommodations offer amenities like swimming pools, fitness centres, and restaurants. Some also have unique features like fireplaces, private balconies, or scenic views. You'll find something to suit every taste and budget.

Destinations nearby

Best Stockbridge, MA accommodations with a garden

Osceola Lodge - Stockbridge, MA
10 1 review
Stockbridge, MA
23/06 – 28/06
₹264823/nighttotal: ₹1324115 (5 )

Osceola Lodge

1 2
apartment , Lenox
This charming apartment is located in Lenox, just a short walk from the town centre and close to attractions like Tanglewood and Shakespeare & Company. The surrounding area is peaceful, with a mix of historic buildings and modern amenities.
This spacious property has 10 bedrooms and 9 bathrooms, comfortably accommodating up to 15 guests. Enjoy a range of amenities including a swimming pool, jacuzzi, garden, and parking for up to 8 vehicles, as well as a fully equipped kitchen, modern conveniences, and outdoor recreation areas.
Large Country Farmhouse In The Berkshires. - Stockbridge, MA
9.5 12 reviews
Stockbridge, MA
23/06 – 28/06
₹81734/nighttotal: ₹408670 (5 )

Large Country Farmhouse In The Berkshires.

1 2
apartment , Lee
This spacious farmhouse is located in Lee, just a short distance from the town centre, restaurants, and grocery stores, offering a peaceful escape in the countryside. The property has received excellent ratings for cleanliness, location, and overall user experience.
The farmhouse is a large, one-level property with ample space for up to 9 guests. It offers a fully equipped kitchen, a private garden, parking, and air conditioning, as well as a range of outdoor activities including fishing, birdwatching, and walking trails.
Quiet, 3 Bedroom, One Story Home On 17 Acres. - Stockbridge, MA
10 1 review
Stockbridge, MA
23/06 – 28/06
₹40790/nighttotal: ₹203950 (5 )

Quiet, 3 Bedroom, One Story Home On 17 Acres.

1 2
apartment , West Stockbridge
This three-bedroom holiday home is located on 17 acres in the Berkshires, a 10-minute drive from Lenox and Great Barrington.
This family-friendly property accommodates up to eight guests and features air conditioning, a dishwasher, Wi-Fi, and a garden with a deck and fire pit, offering a secluded escape with excellent ratings for location, cleanliness, and user experience.
Dream Vacation - Stockbridge, MA
9.6 52 reviews
Stockbridge, MA
04/08 – 10/08
₹31788/nighttotal: ₹190728 (6 )

Dream Vacation

2 5
apartment , Lee
This two-bedroom, two-bathroom apartment in Lee, Massachusetts offers convenient access to Berkshire attractions such as Tanglewood, Jacob's Pillow, and the Norman Rockwell Museum, and the Premium Outlets, with various ski areas also within driving distance (distances unspecified).
The self-catering flat sleeps six, boasts a fully equipped kitchen including a dishwasher, and features a swimming pool, jacuzzi, garden, fitness centre, and parking, plus a pet-friendly policy (with a £112 fee and pet vaccination proof required).

Best Stockbridge, MA accommodations with a kitchen

Spacious & Modern Berkshires Getaway - Stockbridge, MA
10 8 reviews
Stockbridge, MA
24/07 – 28/07
₹114546/nighttotal: ₹458184 (4 )

Spacious & Modern Berkshires Getaway

3 6
apartment , Stockbridge
This Stockbridge holiday home is situated within 3.2km of the Housatonic River, Schantz Galleries, and Mission House, and within 4.8km of the Berkshire Theatre Festival and Norman Rockwell Museum.
This 251 square metre property boasts three bedrooms, four bathrooms, sleeps seven guests, and includes a fully equipped kitchen, jacuzzi, hot tub, barbecue grills, and a fireplace; enjoy nearby attractions and on-site relaxation.
Tranquil Lakeside Escape In The Berkshires - Stockbridge, MA
10 1 review
Stockbridge, MA
24/07 – 28/07
₹60270/nighttotal: ₹241080 (4 )

Tranquil Lakeside Escape In The Berkshires

2 6
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.
Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests - Stockbridge, MA
8.6 12 reviews
Stockbridge, MA
23/06 – 28/06
₹60303/nighttotal: ₹301515 (5 )

Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests

4 2
apartment , West Stockbridge
This holiday home is located in the mountains of West Stockbridge, within a 5km radius of attractions such as Hoffman's Pottery and Chesterwood. It has received very good user ratings.
The house offers 3 bedrooms and 4 bathrooms, accommodating up to 6 guests, with a total floor area of 297 square metres. Guests can enjoy a fully equipped kitchen, a fireplace, a terrace, a garden, and free Wi-Fi.
Luxurious Family Home- Central Berkshire Location - Stockbridge, MA
10 2 reviews
Stockbridge, MA
23/06 – 28/06
₹115857/nighttotal: ₹579285 (5 )

Luxurious Family Home- Central Berkshire Location

4 2
apartment , Richmond
This Richmond property is situated just 3.2 kilometres from Tanglewood, a world-renowned music venue, and close to other attractions in the Berkshires. The accommodation has excellent ratings for cleanliness, location, and user experience.
This four-bedroom, four-bathroom house can comfortably accommodate up to ten guests. It features a large screened porch with a dining table, seating areas, and a water fountain, perfect for enjoying the outdoors and relaxing in a tranquil setting.
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