Hotels in Sheffield
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Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (42 reviews)
cleanliness Stay at a charming Sheffield B&B with a convenient weekend breakfast service.
The price is $182
$203 total
includes taxes & fees
Jan 19 - Jan 20

Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.4 out of 10, Very Good, (1,000 reviews)
cleanliness Explore the serene setting of Great Barrington with hiking trails and ski slopes nearby.
The price is $70
$79 total
includes taxes & fees
Feb 5 - Feb 6

Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (816 reviews)
The price is $67
$74 total
includes taxes & fees
Jan 19 - Jan 20

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)
cleanliness Rest peacefully near Housatonic River with soundproof rooms and complimentary perks.
The price is $135
$151 total
includes taxes & fees
Jan 29 - Jan 30

Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (413 reviews)
cleanliness Experience the charm of East Canaan at this bed and breakfast with countryside views.
The price is $105
$121 total
includes taxes & fees
Jan 16 - Jan 17

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, (719 reviews)
cleanliness Located in Great Barrington with free breakfast, WiFi, and parking for easy explorations.
The price is $107
$120 total
includes taxes & fees
Jan 22 - Jan 23

East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (37 reviews)
cleanliness Set in Great Barrington with hiking trails and river access just moments away.
The price is $139
$155 total
includes taxes & fees
Jan 19 - Jan 20

The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (90 reviews)
cleanliness Seasonal escape in historic Great Barrington with outdoor pool and fine dining.
The price is $305
$368 total
includes taxes & fees
Jan 18 - Jan 19

Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (134 reviews)
cleanliness Rustic farm hotel in the Berkshires with on-site dining and peaceful gardens.
The price is $206
$226 total
includes taxes & fees
Jan 18 - Jan 19

Prospect Berkshires
Prospect BerkshiresEgremont
9.6 out of 10, Exceptional, (18 reviews)
cleanliness Relax amid tranquil woods at a Great Barrington retreat with spa services and dining.
The price is $186
$241 total
includes taxes & fees
Jan 25 - Jan 26

Little Cat Lodge
Little Cat LodgeCopake Falls
9.4 out of 10, Exceptional, (66 reviews)
cleanliness Rustic alpine charm by the Catskills with a Nordic-inspired restaurant and sauna.
The price is $189
$212 total
includes taxes & fees
Jan 19 - Jan 20

Granville House
Granville HouseHousatonic
10.0 out of 10, Exceptional, (92 reviews)
cleanliness Relax in a cozy Housatonic B&B with complimentary breakfast and nearby attractions.
The price is $174
$194 total
includes taxes & fees
Jan 16 - Jan 17

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (566 reviews)
The price is $75
$84 total
includes taxes & fees
Jan 19 - Jan 20

The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (548 reviews)
cleanliness Restful home base near Monument Mountain with easy access to outdoor adventures.
The price is $110
$123 total
includes taxes & fees
Jan 18 - Jan 19

Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (166 reviews)
cleanliness Relax at this historic B&B in scenic Norfolk, surrounded by nature's tranquility.
The price is $164
$189 total
includes taxes & fees
Jan 19 - Jan 20

The Brooks Motel
The Brooks MotelHillsdale
7.4 out of 10, Good, (124 reviews)
cleanliness Ski lodge convenience near winter sports with comfy rooms and free amenities.
The price is $129
$144 total
includes taxes & fees
Jan 19 - Jan 20

The White Hart
The White HartSalisbury
9.6 out of 10, Exceptional, (145 reviews)
cleanliness Restored 17th-century inn with garden views, near Mount Frissell.
The price is $245
$281 total
includes taxes & fees
Jan 19 - Jan 20

the Alander
the AlanderCopake
9.0 out of 10, Wonderful, (197 reviews)
cleanliness Serene Copake lodge surrounded by natural beauty with American dining onsite.
The price is $140
$157 total
includes taxes & fees
Jan 19 - Jan 20

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.0 out of 10, Wonderful, (818 reviews)
cleanliness Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.
The price is $113
$145 total
includes taxes & fees
Jan 19 - Jan 20
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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Sheffield is well-known for its attractions such as Housatonic River and Magnolia Bluffs Casino.

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Wilder House Berkshires
10/10 Excellent





































































