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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.

The gentleman at the check-in counter was lovely - he was polite, welcoming, and provided all the information I needed for checking in and checking out. He also helped me put in a reservation for dining at the inn's restaurant the same evening I checked in. The lobby/reception area is charming and very comfortable. I particularly liked the rocking chairs where I could just sit with a drink and chill. My room is beautifully decorated in the old New England style, and very comfortable.
Scored 8.1
8.1
Rated very good
Very good
285 reviews
Price from
£119.39
1 night, 2 adults
The Cottage, hotel in Stockbridge

Situated 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.

Views Location Host
Scored 6.6
6.6
Rated pleasant
Pleasant
65 reviews
Price from
£184.74
1 night, 2 adults
Stockbridge Country Inn, hotel in Stockbridge

Located 1.5 km from Norman Rockwell and 1 km from Chesterwood Museums at Stockbridge, Stockbridge Country Inn is nestled on 4 private acres of Berkshire landscape.

Just like stepping into a Christmas movie … everything you would expect from a traditional family Inn - it has charm in abundance with a great host
Scored 9.2
9.2
Rated superb
Superb
9 reviews
Price from
£394.74
1 night, 2 adults
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, hotel in Stockbridge

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

Very friendly reception staff. Helpful with suggestions for dinner. Great breakfast with plenty of choice and friendly dining room staff. The room was comfortable and of a good size. The pool was a good size with a nice jacuzzi.
Scored 8.7
8.7
Rated fabulous
Fabulous
151 reviews
Price from
£153.75
1 night, 2 adults
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 5 minutes’ drive away.

Very friendly welcome in lovely historic Inn. Delicious homecooked breakfast with changing options. The building is nicely maintained and decorated. Despite its age, comforts are up to date. Easy parking on premises.
Scored 9.4
9.4
Rated superb
Superb
20 reviews
Price from
£244.71
1 night, 2 adults
Holiday Inn Express Great Barrington, an IHG Hotel, hotel in Stockbridge

Located 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.

A beautiful location A great value for the price A clean and spacious room Lovely hotel facilities Outstanding front desk staff
Scored 8.3
8.3
Rated very good
Very good
270 reviews
Price from
£107.37
1 night, 2 adults
The Black Swan Lee - Lenox, Ascend Hotel Collection, hotel in Stockbridge

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

Lake View room.
Scored 8.4
8.4
Rated very good
Very good
569 reviews
Price from
£94.18
1 night, 2 adults
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.

Quiet location Good variety of activities Spacious apartment
Scored 8.5
8.5
Rated very good
Very good
508 reviews
Price from
£112.26
1 night, 2 adults
Quality Inn, hotel in Stockbridge

Quality Inn is located in Lee, 10 km from Tanglewood and 10 km from Tanglewood Musical Center. This 2-star inn offers free WiFi.

Our room was clean, quiet and comfortable, and although we were just passing through Lee on our way to southern Maine, and arrived quite late in the evening, we would highly recommend the Quality Inn to anyone in need of a good night's sleep while on the road.
Scored 8.2
8.2
Rated very good
Very good
496 reviews
Price from
£72.28
1 night, 2 adults
Pilgrim Inn, hotel in Stockbridge

Situated 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.

There was a Quality Inn across the road I could walk to and book another room. Pilgrim Inn is a flop house.
Scored 6.6
6.6
Rated pleasant
Pleasant
639 reviews
Price from
£76.45
1 night, 2 adults
See all hotels in and around Stockbridge

Stockbridge's best hotels with breakfast

  • Econo Lodge Lee - Great Barrington
    Scored 5.7
    5.7
    Rated okay
    Above average
     · 265 reviews

    Located 6 miles from October Mountain State Forest, this Massachusetts hotel features guest rooms with balconies and free Wi-Fi. Americas Best Value Inn Lee serves a daily continental breakfast.

    Reasonably priced. Clean. Quiet. Everything worked.

  • Quality Inn
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 496 reviews

    Quality Inn is located in Lee, 10 km from Tanglewood and 10 km from Tanglewood Musical Center. This 2-star inn offers free WiFi.

    Location, clean, comfortable, friendly staff, affordable

  • Apple Tree Inn
    Scored 7.9
    7.9
    Rated good
    Good
     · 297 reviews

    Situated in Lenox, 1.1 km from Tanglewood Musical Center, Apple Tree Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

    The main building is a beautiful old restored house.

  • Brook Farm Inn
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 28 reviews

    Surrounded by the Berkshire Mountains, this bed and breakfast boasts an outdoor pool and uniquely styled guestrooms, each with an en suite bathroom. The Norman Rockwell Museum is 7 miles away.

    Super nice staff Nice breakfast included Great location

  • The Constance, The Whitlock, & The Dewey By The Lenox Collection
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 390 reviews

    Discover a haven of relaxation and inspiration across our three historic inns, where each echoes the charm of Lenox, Massachusetts.

    Beautiful hotel with lovely and very helpful staff

  • Hampton Terrace Inn
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 20 reviews

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

    The houses have charm. The fireplace is amazing. The location is close to a lot of touristic spots (5-15 min driving).

  • Holiday Inn Express Great Barrington, an IHG Hotel
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 270 reviews

    Located 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.

    The staff, particularly the manager, was outstanding.

  • Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 151 reviews

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

    Location near Butternut, very friendly staff, pool

Budget hotels in Stockbridge

Hotels located in the centre of Stockbridge

  • Chambery Inn
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 57 reviews

    This historic Massachusetts bed and breakfast boasts free Wi-Fi access. Cable TV and an en suite bathroom are featured in every uniquely styled room. Ski Butternut is 13 miles away.

    Beautiful, huge room; stunning 4 poster bed w/ canopy.

  • Pilgrim Inn
    Scored 6.6
    6.6
    Rated pleasant
    Pleasant
     · 639 reviews

    Situated 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.

    The room was very pleasant, it was cozy and clean.

  • Gateways Inn
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 21 reviews

    Gateways Inn offers accommodation in Lenox. Guests can enjoy the on-site restaurant. All rooms are equipped with a flat-screen TV with cable channels.

    The location was prime and the inn beautifully appointed. The breakfast was delicious and well executed.

  • Urban Peak Escape
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Lenox, 2.3 km from Tanglewood and 2.7 km from Tanglewood Musical Center, Urban Peak Escape offers spacious air-conditioned accommodation with a balcony and free WiFi.

  • Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods

    Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods is set in West Stockbridge.

  • Devonfield Inn
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 9 reviews

    Situated on 30 acres, this scenic Berkshires bed and breakfast boasts a heated, seasonal outdoor pool and on-site tennis courts.

    Breathtaking surroundings in a cozy comfortable setting!

  • Morgan's Millhouse (Front)
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 7 reviews

    Located in Great Barrington in the Massachusetts region, Morgan's Millhouse (Front) has a patio.

    i liked the location and the beds were very comfortable.

  • The Ponds at Foxhollow by Capital Vacations
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 175 reviews

    Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 4 km from Tanglewood. Tanglewood Musical Center is 4.2 km from the property.

    Good location, very nice setting, good pool and tennis courts

What guests said about Stockbridge:

  • Scored 6.0
    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

See reviews by guests who stayed at hotels in Stockbridge

  • From £184.74 per night
    Scored 6.6
    6.6
    Rated pleasant
    Pleasant
     · 65 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
  • Scored 8.0
    8.0
    Rated very good
    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
  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 23 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
  • From £184.74 per night
    Scored 6.6
    6.6
    Rated pleasant
    Pleasant
     · 65 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 £136.57 per night
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 285 reviews
    The hotel is unique. The main building is 18th century and it has worn well. There are interesting things to see in every corner. But the real star of the hotel is the staff, they are lovely.
    Gerry
    United Kingdom

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