Sheffield Hotels

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$99+
| no reviews
Air-conditioned
Internet
Pool
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Nestled in the Berkshire Mountain foothills, the Blackberry River Inn is an elegant and grand estate built in 1763 and decorated in period antiques with the modern conveniences of wifi, a/c, iHome, luxury linens and some rooms have Jacuzzi's and flat screens. Take a cooling dip in our sunlit outdoor pool and then enjoy tea and pastries in the afternoon. H...
Overall Rating - Poor - 0 reviews
Blackberry River Inn
$184+
| Good - 18 reviews
Air-conditioned
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Turn of the century Dutch Colonial Inn nestled in the heart of the Berkshire Hills. Skiing only 2 miles away! Cozy 13 Guest Rooms with private bath.Hot tub on the deck. Some rooms have fireplaces or relax by the fireplace in the living room. Beautiful decks and porches surround the building and overlook the view. In summer enjoy our backyard swimming pool...
Overall Rating - Good - 18 reviews
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Thornewood Inn
$203+
| Excellent - 9 reviews
Air-conditioned
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In 1862, Seasons on Main B&B was built as a Greek revival era home. This elegant, restored boutique inn is located in Norman Rockwell’s village, made famous by his painting Main Street at Christmas and is listed on the National Register of Historic Places. This lovely 14 room inn is just 5 minutes to Tanglewood, Laurel Hill Walking Trails & Tower, Ice Glen a...
Overall Rating - Excellent - 9 reviews
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1862 Seasons on Main B and B
$115+
| Excellent - 260 reviews
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When you stay at The Red Lion Inn in Stockbridge, you'll be in the historical district and convenient to Naumkeag and Norman Rockwell Museum. This historic hotel is within the vicinity of Chesterwood and Prime Outlets Lee. Make yourself at home in one of the 125 air-conditioned rooms featuring refrigerators and DVD players. Complimentary wireless Internet ac...
Overall Rating - Excellent - 260 reviews
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Excellent 9.0
Oct 15 2014 Posted by David

adherence to historic character

glad lobby public space will be expanded

always wanted to stay here
Excellent 9.0
Oct 15 2014 Posted by Verified Hotel Guest

The old character

No

Great location. And full of character. Wonderful opportunity to get the feel of historical inn
The Red Lion Inn
$73+
| Excellent - 128 reviews
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Welcome to the Monument Mountain Motel We are a one story 18 room AAA rated Motel located in the heart of the Berkshires just 5 miles south of the town of Stockbridge Massachusetts on Route 7 We are located across from Friendlys Restaurant We offer king size beds some non smoking rooms connecting family units color TV with cable HBO and remote contro...
Overall Rating - Excellent - 128 reviews
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Mediocre 3.0
Oct 7 2014 Posted by Jason

The staff in the office are excellent.

The room smelled like it hadn't been cleaned in a while, and I found a lot of evidence that it wasn't thoroughly cleaned beforehand. (e.g., a clipped finger or toenail, hair in the sink.)

There was adequate parking and the motel is very easy to get to. I consider it expensive for the quality of the room, but the service at the front desk was actually excellent.
Excellent 10.0
Sep 9 2014 Posted by Verified Hotel Guest

The staff was incredibly friendly and the room was immaculate. And it was affordable.

Monument Mountain Motel
$240+
| Excellent - 37 reviews
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Enjoy peaceful charm and elegance in a 1906 Georgian style mansion secluded on 12 acres in Stockbridge, a town described by Norman Rockwell as the "best of America, best of New England." Choose from one of fifteen well appointed, individually decorated guest rooms and suites, many with whirlpools and gas fireplaces. A delicious homemade breakfast and wine...
Overall Rating - Excellent - 37 reviews
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The Inn at Stockbridge
$42+
| Excellent - 1 reviews
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Welcome to the Travelodge Great Barrington Berkshires hotel, a AAA approved lodging facility only eight miles from Tanglewood and five miles from Stockbridge and Norman Rockwell Museum. Along with easy access to the highway, there are several quality restaurants within walking distance, antique shopping next door and skiing within an easy drive, including Bu...
Overall Rating - Excellent - 1 reviews
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Excellent 10.0
Aug 27 2014 Posted by Carol

As the hotel wasn't busy, I was upgraded to a small suite. It was VERY clean and tidy and the bed was comfortable. The continental breakfast was nice and had a fair selection of items.

Travelodge Great Barrington Berkshires
$304+
| Excellent - 6 reviews
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When you stay at The Inn at Sweet Water Farm in Great Barrington, you'll be close to Catamount Ski Resort. This bed & breakfast is within the region of Norman Rockwell Museum and Naumkeag. Make yourself at home in one of the air-conditioned guestrooms. Make use of convenient amenities, which include a fireplace in the lobby and tour/ticket assistance
Overall Rating - Excellent - 6 reviews
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The Inn at Sweet Water Farm
$99+
| Excellent - 1 reviews
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With a stay at Locust Tree Bed and Breakfast in Canaan, you'll be within the vicinity of Ashley House and Umpachene Falls Park. This bed & breakfast is within the region of Questing and Lime Rock Park. Make yourself at home in one of the 7 air-conditioned guestrooms. Make use of convenient amenities, which include a television in the lobby and barbecue grill...
Overall Rating - Excellent - 1 reviews
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Locust Tree Bed and Breakfast
$90+
| Excellent - 48 reviews
Air-conditioned
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Overall Rating - Excellent - 48 reviews
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The Briarcliff Motel
$123+
| Good - 112 reviews
Air-conditioned
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Preferred Hotel in Great Barrington, Massachusetts Situated in the heart of the gorgeous Southern Berkshire Mountains, Great Barrington is surrounded by natural beauty. For work or pleasure, the Holiday Inn Express® Great Barrington hotel offers the perfect home-base for your trip to Western Massachusetts. An abundance of artistic, cultural and recreational...
Overall Rating - Good - 112 reviews
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Excellent 9.0
Jul 20 2013 Posted by Jessica

The staff was very friendly and our room was very clean.

The hot tub had a few random bugs floating in it, but nothing too gross.

Excellent 10.0
May 27 2013 Posted by Ellen

Accommodations were fine. Bed and pillows...excellent. Bathroom immaculate.

Coffee in room...terrible.

I believe the charge for the room was a bit excessive probably due to it being Memorial Weekend/Graduation time. Other local inns were even more. Discouraging for seniors on a budget. Otherwise, fine.
Holiday Inn Express & Suites Great Barrington - Lenox Area
$276+
| no reviews
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Stonegate Mansion
$123+
| Excellent - 15 reviews
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Overall Rating - Excellent - 15 reviews
Good 7.0
Jun 22 2014 Posted by Verified Hotel Guest

The fitness center was small and didn't have any weight machines.

Excellent 9.0
Dec 27 2013 Posted by Yehuda

Clean. Breakfast. Parking. Nice manager. Renovated.

Could use some more lobby area

Fairfield Inn and Suites Lenox Great Barrington Berkshires
$218+
| Excellent - 19 reviews
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With a stay at Stockbridge Country Inn in Stockbridge, you'll be minutes from Chesterwood and Norman Rockwell Museum. This bed & breakfast is within close proximity of Berkshire Botanical Garden and Mission House. Make yourself at home in one of the 8 air-conditioned rooms featuring fireplaces. Rooms have private balconies. Complimentary wireless Internet ac...
Overall Rating - Excellent - 19 reviews
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Stockbridge Country Inn
$206+
| Excellent - 38 reviews
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With a stay at Manor House Bed & Breakfast in Norfolk, you'll be within the region of Umpachene Falls Park and Ashley House. This bed & breakfast is within the region of Questing and Lime Rock Park. Make yourself at home in one of the individually decorated guestrooms. Bathrooms have complimentary toiletries and bathrobes. Take in the views from a garden and...
Overall Rating - Excellent - 38 reviews
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Excellent 9.0
Jun 25 2014 Posted by Verified Hotel Guest

Close to the Norfolk concerts; good breakfast; the 'suite' was a nice place for a party of 3.

Manor House Bed & Breakfast
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