Find hotels in Sheffield, MA from ₩123,296
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Our top choices for Sheffield hotels
Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (41 reviews)
"The place is lovely, room is cozy, and the bed is comfy"
Mark
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (73 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
Kira
The price is ₩178,814
₩199,736 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (761 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh
The price is ₩196,980
₩220,027 total
includes taxes & fees
Jan 26 - Jan 27
Prospect Berkshires
Prospect BerkshiresEgremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay....
"
Laura
The price is ₩309,331
₩394,417 total
includes taxes & fees
Jan 13 - Jan 14
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (413 reviews)
"Great breakfast! Had a wonderful stay!"
Michelle
The price is ₩153,207
₩176,188 total
includes taxes & fees
Jan 12 - Jan 13
Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (134 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
Lynda
The price is ₩270,651
₩296,904 total
includes taxes & fees
Jan 12 - Jan 13
Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
Frederick
The price is ₩143,992
₩193,435 total
includes taxes & fees
Feb 1 - Feb 2
The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
Catherine
The price is ₩445,029
₩537,026 total
includes taxes & fees
Jan 12 - Jan 13
Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.4 out of 10, Very Good, (1,002 reviews)
"My go to place for my ski weekends"
Ryan
The price is ₩110,382
₩123,296 total
includes taxes & fees
Jan 25 - Jan 26
Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (166 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
Paulina
The price is ₩239,805
₩275,776 total
includes taxes & fees
Jan 12 - Jan 13
The Millerton Inn
The Millerton InnMillerton
8.0 out of 10, Very Good, (9 reviews)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
Jason
The price is ₩235,194
₩266,063 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (718 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
Fawn
The price is ₩142,993
₩159,724 total
includes taxes & fees
Jan 25 - Jan 26
Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (814 reviews)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
Cynthia
Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
8.2 out of 10, Very Good, (275 reviews)
"It is so pretty and the views around the hotel were amazing. "
Noraida
The price is ₩261,327
₩300,526 total
includes taxes & fees
Jan 12 - Jan 13
Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (440 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
Carin
The price is ₩159,043
₩174,471 total
includes taxes & fees
Jan 13 - Jan 14
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
9.2 out of 10, Wonderful, (661 reviews)
" Nice staff - beautiful hotel!"
MARY
The price is ₩186,591
₩208,419 total
includes taxes & fees
Jan 23 - Jan 24
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Very comfortable beds! "
Gerald
The price is ₩162,253
₩181,238 total
includes taxes & fees
Jan 25 - Jan 26
Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (833 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
Alison
The price is ₩172,383
₩192,552 total
includes taxes & fees
Jan 12 - Jan 13
Brook Farm Inn
Brook Farm InnLenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
Nadya
The price is ₩202,233
₩225,894 total
includes taxes & fees
Jan 13 - Jan 14
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Sheffield attractions
Learn more about Sheffield
Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.
Top Sheffield Hotel Reviews
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
10/10 Excellent
More cheap stays in Sheffield
Quality Inn
372 Main Street Great Barrington MA
The price is ₩110,382 per night from Jan 25 to Jan 26
₩110,382
₩123,296 total
Jan 25 - Jan 26
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
