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Stockbridge – 3 hotels and places to stay
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The Red Lion Inn, hotel in Stockbridge

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options.

Very charming and comforting as well as comfortable
8.0
Scored 8.0
Very Good
Rated very good
284 reviews
Price from£172.08per night
Stockbridge Country Inn, hotel in Stockbridge

Located 0.9 mi from Norman Rockwell and 0.6 mi from Chesterwood Museums at Stockbridge, Stockbridge Country Inn is nestled on 4 private acres of Berkshire landscape.

Location is excellent for all the Berkshire activities.Great sense of history staying in an old but updated house. Great breakfast Lovely host with lots of maps and info on area and activities.
9.4
Scored 9.4
Wonderful
Rated wonderful
15 reviews
Price from£334.96per night
The Cottage, hotel in Stockbridge

Located on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire mountains.

The room was very VERY spacious with a full wall of windows to enjoy the private view outside. It was one of the coziest places that we stayed in on our trip. The area was beautiful and the "cottages" surrounding were amazing. OH the Hostess was very helpful with local activities and SO fun!
7.0
Scored 7.0
Good
Rated good
62 reviews
Price from£204.44per night
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, hotel in Stockbridge

The 100 percent nonsmoking Fairfield Inn and Suites by Marriott is located in the heart of the Berkshires.

Clean, location, free breakfast and welcoming staff
8.8
Scored 8.8
Excellent
Rated excellent
208 reviews
Price from£148.40per night
Hampton Terrace Inn, hotel in Stockbridge

Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is a 5-minute drive away.

Great location, nice breakfast
9.4
Scored 9.4
Wonderful
Rated wonderful
8 reviews
Price from£242.25per night
Holiday Inn Express Great Barrington, an IHG Hotel, hotel in Stockbridge

In the Southern Berkshire Mountains, this hotel boasts an indoor pool and hot tub, as well as a daily continental breakfast. The Catamount Ski Area is 11 miles away.

Rooms are big and speciose, not far from both ski resorts, best place in town
8.2
Scored 8.2
Very Good
Rated very good
296 reviews
Price from£113.92per night
The Black Swan Lee - Lenox, Ascend Hotel Collection, hotel in Stockbridge

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.

Space comfortable great view of Laurel Lake.
8.3
Scored 8.3
Very Good
Rated very good
595 reviews
Price from£86.55per night
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel, hotel in Stockbridge

All rooms feature a flat-screen TV with satellite channels and a private bathroom. Free WiFi is available.

I always enjoy my time here! Beautiful place!
8.4
Scored 8.4
Very Good
Rated very good
439 reviews
Price from£101.83per night
Quality Inn, hotel in Stockbridge

Quality Inn has accommodations in Lee. This 2-star inn offers free WiFi. The property is non-smoking throughout and is located 3.5 miles from Cranwell Spa & Golf Club.

Comfortable clean room, nice staff, gym room, and breakfast
8.2
Scored 8.2
Very Good
Rated very good
485 reviews
Price from£66.42per night
Pilgrim Inn, hotel in Stockbridge

Located in Lee, between the beautiful Beartown and October Mountain State Forests, Pilgrim Inn is a 20-minute drive from Pitsfield. It features a swimming pool and cozy rooms with free Wi-Fi.

Nothing
6.7
Scored 6.7
Pleasant
Rated pleasant
627 reviews
Price from£70.25per night
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What Guests Said About Stockbridge:

  • 6.0
    Scored 6.0

    Charming town and area, but I visited in February when there...

    Charming town and area, but I visited in February when there was not much to do. I wasn't impressed with any of the restaurants either. It was easy to drive around but there was more traffic than what I would have expected.
    Daniel
    United States of America
  • 10
    Scored 10

    There is so much to see and do in the area.

    There is so much to see and do in the area. We visited Naemkeg, Joseph Choate’s “Berkshire Cottage”. Very nice tour and in the evening they had a jazz band in the garden and an art exhibit offering wine and snacks. Today we’ll visit the Botanical Gardens and Edith Wharton’s “Berkshire Cottage”. We probably won’t have time for the Norman Rockwell Museum which we’d love to see as well.
    Pam
    United States of America
  • 8.0
    Scored 8.0

    The location to Tanglewood is good.

    The location to Tanglewood is good. A little further than I remember. Stockbridge is a safe and inviting town. Many stores within walking distance, however, we were not in town long enough to really shop. We enjoyed the Botanical Garden very much.
    Linda
    United States of America

Explore guest reviews of hotels in Stockbridge

  • From £224.28 per night
    7.0
    Scored 7.0
    Good
    Rated good
     · 62 reviews
    We liked the closeness to the Naumkeag garden where we attended the Winter lights ~ also close to downtown Stockbridge. We liked that one of the tvs worked fine.. no need to stream or know how to use streaming.. just turn it on and watch :) The owner called to give us directions and was easy to communicate with. The two bedroom space is large.
    S
    United States of America
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews
    Great central location, beautiful grounds. Some highway noise, but lots of trees and greenery hide the road. The room was large, beautifully decorated, super clean! The best thing about our stay was the delicious, made from scratch breakfasts and wine and cheese happy hour every evening. we had a wonderful stay. highly recommend!
    A
    Anonymous
    United States of America
  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 2 reviews
    Holmes is a spacious suite for 2-3 people right in the middle of Stockbridge. It has a well stocked kitchen, and groceries, restaurants, and coffee shops are all a short walk away. There's also outdoor space. Many attractions are nearby, Tanglewood, The Mount (Edith Wharton's house) and areas for hiking and outdoor activities.
    Andrea
    United States of America
  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 7 reviews
    Had a conversation with owner about keys, and she answered other questions. We loved the home and the location (we were exploring Stockbridge this trip). Loved the picnic table outside and the lovely little beach across the street. We didn't use the TV or kayak or fireplace. Hot water was plentiful and good water pressure.
    Tim the traveler
    United States of America
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews
    The room was beautiful and the common areas were very warm and inviting. The happy hour was a nice touch and a great way to meet the other guests. The breakfast was fantastic and the coffee was exceptional! Great location, close to many of the sights I came to Stockbridge to see. Jeff and his staff were also wonderful.
    Sandra
    United States of America
  • From £224.28 per night
    7.0
    Scored 7.0
    Good
    Rated good
     · 62 reviews
    Carol is a great host, very knowledgeable with the area and the do's and don'ts. Was there ready for any need or request we had. Loved the privacy, very quiet and large area to stay. Very nice property with great views near by. The towns Lee, Lenox, and Stockbridge were beautiful and very short trip from the Cottage.
    Butler Rob
    United States of America
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews
    Garden apartment. Breakfast. Serene setting. Jeff responded immediately to texts. Jeff graciously accommodated us when we arrived 90 min early to check in. The library and comfortable anterooms. Proximity to Stockbridge, Tanglewood. Friendliness of other guests.
    P
    Peter
    United States of America
  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 7 reviews
    Such a beautiful location, with a glimpse of Stockbridge Bowl through the trees, and Town Beach merely steps away. Well equipped for cooking and comfort, and close to most of the Berkshires' best attractions. The kayaks were so much fun!
    CHRISTOPHER
    United States of America
  • From £224.28 per night
    7.0
    Scored 7.0
    Good
    Rated good
     · 62 reviews
    We loved the location of the property. It is ideally located within walking distance of Stockbridge. The house is in a beautiful setting surrounded by treas. Having a spacious separate suite was very special.
    Deirdre
    Ireland
  • From £253.93 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 284 reviews
    The quaintness and charm of an older New England hotel. Staff was extremely friendly and helpful. Tavern bar is extremely fun and reminds me of an olde English pub.
    Scott
    United States of America
  • From £224.28 per night
    7.0
    Scored 7.0
    Good
    Rated good
     · 62 reviews
    Location is excellent. Close to town and events. Also enjoyed the spacious accommodations and pet friendly offerings. Private entrance as well.
    Scott
    United States of America
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews
    Beautiful iconic New England Inn! Near local attractions we wanted to visit. Near fine dining. Breakfast was wonderful! The room was excellent.
    Robert
    United States of America
  • From £253.93 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 284 reviews
    Fantastic historic hotel. Perfect holiday. nice atmosphere. The restaurant- honestly- is not the “burner”. Will definitely come back.
    Axel
    Germany
  • From £253.93 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 284 reviews
    I know the hotel. Food was excellent as was the service and we got complimentary bottle of good wine for our anniversary
    Jeffrey
    United States of America
  • From £253.93 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 284 reviews
    Our room was spectacular !!! The service was great as was the food . Best vacation in awhile.
    Darlene
    United States of America

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