Places to stay in Stockbridge, MA

This charming apartment is situated in a peaceful residential area just 800 metres from Great Barrington's village centre, making it easy to reach local shops, restaurants, and transport links. The property has received excellent ratings for its cleanliness, location, and overall experience.
The flat has two bedrooms and can comfortably accommodate up to three guests. Amenities include a private entrance, a garden, a fully equipped kitchen, a washing machine and dryer, and free parking in the rear garden.

This luxurious four-bedroom house in West Stockbridge, Massachusetts, is situated on a 4+ acre estate with groomed hiking trails, offering proximity to the Norman Rockwell Museum (8 km), Tanglewood (16 km), Butternut Ski Area (24 km), and Catamount Mountain Resort (32 km).
The property boasts a modern, open-plan layout, sleeping up to eight guests, and includes a fully equipped kitchen, Jacuzzi, sauna, fitness centre, and outdoor amenities such as a hot tub and fire pit; a finished basement provides laundry facilities and further entertainment options.

This 3-bedroom flat in Glendale, Stockbridge, is a 3-5 minute drive from the Housatonic River, Monument Mountain, and the historic Naumkeag house, with Schantz Galleries a short walk away.
This property accommodates up to six guests, offering Wi-Fi, air conditioning, a garden, on-site parking, and laundry facilities, with a bidet and smart TV for added comfort.

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.

This Stockbridge guesthouse is situated 2 blocks from the Red Lion Inn and within 3km of Tanglewood, the Norman Rockwell Museum, and other Berkshire attractions.
The 450 sq m property boasts five bedrooms, five bathrooms, and sleeps up to ten guests, offering a spacious open-plan layout, air conditioning, parking, and a fully equipped kitchen.

This cosy apartment is located in Lee, Massachusetts, just a short drive from Tanglewood, Jacob's Pillow, and the Berkshires' outlet mall, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has one bedroom and one bathroom, accommodating up to two guests. The property offers a peaceful and private setting, with views of the state forest and yard, perfect for nature lovers. Guests can enjoy wildlife viewing, a clean and comfortable space, and access to the yard with folding chairs.

This Stockbridge studio apartment is situated above a coffee shop and art studio, a few minutes' drive from Tanglewood and close to other Berkshire attractions such as Naumkeag and The Mount (Edith Wharton's home).
The self-contained apartment, sleeping up to two guests, features a well-equipped bathroom, ample storage, and a private entrance with a bench; nearby attractions include the Red Lion Inn, offering dining and live music, within walking distance.

This charming apartment is located in Stockbridge, within easy reach of the town's main attractions, including the Stockbridge Bowl, the Norman Rockwell Museum, and the Berkshire Botanical Garden. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers four bedrooms and two bathrooms, accommodating up to eight guests. It features a well-equipped kitchen, multiple living spaces, and expansive outdoor decks, making it perfect for families or groups of friends looking for a comfortable and enjoyable stay in the Berkshires.

This 1900 farmhouse is situated in the village of Stockbridge, just a short walk from restaurants, shops, and the Red Lion Inn, and a short drive from Tanglewood, the Norman Rockwell Museum, and the Berkshire Botanical Garden. It has been rated excellent by previous guests.
The farmhouse has two bedrooms, two bathrooms, and a floor area of 111 square metres, comfortably accommodating up to four guests. It provides a tranquil escape with a garden, terrace, and riverfront access, alongside a fully equipped kitchen, a baby grand Yamaha piano, and a cosy upstairs sitting room.

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.

This two-bedroom apartment is located in a tranquil rural setting, just 10 kilometres from the centre of Stockbridge and 15 kilometres from Tanglewood. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment is well-furnished and equipped to comfortably accommodate up to four guests. Guests have access to a range of resort amenities, including a swimming pool, fitness centre, and parking.

This spacious house is situated on a mountain slope in the Berkshires, just 15 kilometres from the Butternut and Catamount ski resorts, offering a peaceful escape amidst scenic surroundings. The accommodation has received excellent ratings for its cleanliness, location, and overall user experience.
The property comprises a main house, a guest house, and a large barn, comfortably accommodating up to 16 guests. The property offers a range of amenities, including a chef-inspired kitchen, a swimming pool, a hot tub, a fire pit, bikes, and a basketball hoop, ensuring a memorable stay for all.