Places to stay in Stockbridge

This three-bedroom apartment is located just under 2km from Tanglewood, Lenox Town Center, Stockbridge Bowl, and local theatres, in a prestigious area between Lenox and Stockbridge, offering a peaceful retreat from the hustle and bustle of city life. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a spacious open-plan living area, perfect for families or groups of up to six people. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and keyless entry for a hassle-free check-in.

This renovated 1820s colonial house in Stockbridge, Massachusetts, enjoys a picturesque location on the Housatonic River, offering stunning river and wildlife views and proximity to Stockbridge Bowl (distance to be clarified).
The 102-square-metre (1100 sq ft) property boasts three bedrooms, two bathrooms, a well-equipped kitchen, a three-season porch, and off-street parking for 2-4 cars, ideal for families seeking a relaxing Stockbridge getaway with spa facilities.

This three-bedroom ranch-style holiday home is located in Housatonic, just 300 meters from the Williams River and within driving distance of natural sites such as Monument Mountain and cultural attractions including Tanglewood Music Centre.
This 139 square meter property accommodates up to six guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a jacuzzi, a garden, and parking, all set on 17 acres of private land.

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.

This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short distance from the picturesque Berkshire Mountains. The resort is situated near a tranquil pond, offering scenic views and a peaceful atmosphere.
This comfortable apartment, suitable for up to four guests, features a master bedroom with a king-size bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, and a living area with a double sleeper sofa. The apartment benefits from a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, and free Wi-Fi, alongside a variety of activities such as tennis courts, a putting green, and access to bicycles for exploring the surrounding area.

This three-bedroom, three-bathroom house near Great Barrington offers a private pool, lush gardens with a vegetable patch, and is within 16km of Lake Mansfield Beach, 24km from Lenox/Tanglewood, and 8km from Stockbridge.
Sleeping up to six adults, the property boasts a fully equipped kitchen, air conditioning, a fitness centre, and secure access; children's amenities are provided.

This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short drive (around 10 kilometres) from Lenox and the Tanglewood Music Center. The surrounding area is known for its picturesque scenery, offering stunning views of a pond and the Berkshire mountains.
The apartment has a master bedroom with a king-sized bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, a living space with a double sleeper sofa, and a loft sitting room, comfortably accommodating up to six guests. Guests have access to a wide range of amenities, including swimming pools, a hot tub, a sauna, an exercise room, a library, and a business centre, as well as outdoor activities such as tennis courts, a putting green, and hiking trails.

This renovated 1910 farmhouse in Lee, Massachusetts, is a three-minute (approximately 1.6km) drive from Lee's main street, offering easy access to local shops and restaurants and the Berkshires' attractions.
Sleeping up to seven guests in three bedrooms and two bathrooms, this property boasts a kitchen with a fridge and microwave, air conditioning, a garden, parking, and excellent guest reviews; it also benefits from being on a quiet street.

This apartment in Stockbridge is ideally located just a short walk from the Norman Rockwell Museum and Chesterwood, offering easy access to these popular attractions. The property boasts excellent ratings for location, cleanliness, and overall user experience.
This spacious three-bedroom flat comfortably accommodates up to six guests, with flexible sleeping arrangements including a den that can be used as a twin bedroom. The apartment features a well-equipped kitchen, air conditioning, parking, and internet access, ensuring a comfortable and enjoyable stay.

This recently renovated two-bedroom flat in Lee offers convenient access to Tanglewood and the Berkshire Theatre Festival, situated just a short drive from Lee Premium Outlets and numerous ski resorts.
This well-appointed property accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, and private parking, with direct access to Sandy Beach at Lake Laurel only 3 minutes away by car.

Stone Hearth Cottage, situated in Mahkeenac Heights, Stockbridge, is moments from Stockbridge Town Beach and within 5km of both Stockbridge village and Lenox, offering easy access to attractions such as the Norman Rockwell Museum.
This three-bedroom holiday home sleeps five, boasting a fully equipped kitchen with marble countertops, a screened porch, and amenities including a gas fireplace, smart TV, air conditioning, and a washer/dryer, plus an outdoor shower.

This renovated millhouse apartment, situated on the banks of Rising Pond in the Berkshires between Stockbridge and Great Barrington, offers spectacular views and is minutes (less than 1.6km) from Tanglewood, Shakespeare & Company, and the Rockwell Museum.
The 65 square metre flat features two bedrooms (sleeping up to four guests), a fully equipped kitchen, a terrace, a garden, a spa, parking, and amenities including Wi-Fi, laundry facilities, and Roku/Chromecast; potential for live music from a nearby music shed adds to its unique appeal.

This renovated dairy barn is situated in the Berkshires, just 2.4 kilometres from Stockbridge's Main Street and the Red Lion Inn, a short drive from Tanglewood and the Stockbridge Bowl, and under 16 kilometres from Lenox. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom property comfortably accommodates four guests. Enjoy a window seat with local coffee, BBQ grilling, a large Roku TV for movie nights, and the option to order delicious home-cooked Indian meals prepared by the owner.

This charming cottage is situated in the quintessential Berkshire village of Stockbridge, just a short walk from the Red Lion Inn and within a 5-minute walk of hiking trails, a park, and tennis courts. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
This 158 square metre property has three bedrooms, two bathrooms, and can accommodate up to eight guests. The cottage features a well-equipped kitchen, a comfortable living area, a fenced-in backyard with mountain views, and a range of amenities including a foosball table, dart board, yoga mats, a Weber grill, a Solo firepit, and lake rights to the Stockbridge Bowl.

This riverfront duplex in Great Barrington offers a tranquil setting with scenic water views, situated minutes from the town centre and approximately 1.6 kilometres from the Mahaiwe Performing Arts Centre and 4.8 kilometres from Chesterwood.
This three-bedroom flat, accommodating up to eight guests, features a fully equipped kitchen with a microwave oven, spa facilities, and parking, with opportunities for outdoor pursuits such as skiing and ice skating nearby.