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Sheffield – 29 hotels and places to stay
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The Barrington, hotel in Sheffield

The Barrington offers air-conditioned accommodations in Great Barrington. There's a private entrance at the bed and breakfast for the convenience of those who stay.

Well located, charming, well-appointed room, friendly well-informed manager, a first rate experience
9.4
Scored 9.4
Wonderful
Rated wonderful
24 reviews
Price from$325per night
Wainwright Inn, hotel in Sheffield

Wainwright Inn offers accommodations in Great Barrington, 14 miles from Tanglewood Musical Center and 14 miles from Tanglewood.

Great Location! Excellent Breakfast!
9.3
Scored 9.3
Wonderful
Rated wonderful
66 reviews
Price from$171.35per night
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel, hotel in Sheffield

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

Good price. Lots of activities and amenities.
8.4
Scored 8.4
Very Good
Rated very good
437 reviews
Price from$119per night
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, hotel in Sheffield

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
213 reviews
Price from$188per night
Interlaken Inn, hotel in Sheffield

Located in Lakeville, 30 miles from Norman Rockwell Museum, Interlaken Inn provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a garden.

Location is good
7.2
Scored 7.2
Good
Rated good
36 reviews
Price from$289per night
Holiday Inn Express Great Barrington, an IHG Hotel, hotel in Sheffield

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.

I’ve always preferred staying at any Holiday Express because of its cleanliness and the free breakfast
8.2
Scored 8.2
Very Good
Rated very good
305 reviews
Price from$161.92per night
The Red Lion Inn, hotel in Sheffield

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

Historical building . Bed was comfortable
8.0
Scored 8.0
Very Good
Rated very good
281 reviews
Price from$139per night
Gedney Farm, hotel in Sheffield

Located in New Marlborough, 18 miles from Norman Rockwell Museum, Gedney Farm provides accommodations with a garden, free private parking, a terrace and a restaurant.

Walking and peaceful
8.5
Scored 8.5
Very Good
Rated very good
32 reviews
Price from$249per night
Monument Mountain Motel, hotel in Sheffield

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator. Ski Butternut Resort is 3 miles away and Egremont Country Club is 10 minutes’ drive.

Convenient. Clean. Quiet. Employees were attentive.
7.9
Scored 7.9
Good
Rated good
204 reviews
Price from$85.50per night
Granville House, hotel in Sheffield

Granville House features air-conditioned accommodations in Great Barrington.

We loved everything! The hosts were so welcoming, the decor was so cool yet cozy, and the breakfast was absolutely amazing. We found the surrounding town was great to explore but were extremely comfortable and relaxed at the location itself. I highly recommend this bed and breakfast to anyone. Will certainly be back myself.
9.9
Scored 9.9
Exceptional
Rated exceptional
137 reviews
Price from$275per night
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What Guests Said About Sheffield:

  • 10
    Scored 10

    The house was beautiful. All redone. Spotless.

    The house was beautiful. All redone. Spotless. My room was beautiful. Thin walls. Hosts were great they accommodated me with a room change. Solo travelers like me not much to do. Antique stores were closed. I ate from food I bought at SS.
    Nancie
    United States of America