Hotels in Sheffield

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Tonight
Mar 21 - Mar 22
Tomorrow
Mar 22 - Mar 23
Next weekend
Mar 27 - Mar 29
In two weeks
Apr 3 - Apr 5

Where to stay in Sheffield?

Interior detail
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
  • cleanliness
    Stay at a charming Sheffield B&B with a convenient weekend breakfast service.
The price is $161
$180 total
includes taxes & fees
Mar 23 - Mar 24
Wilder House Berkshires
Double Room | Individually decorated, iron/ironing board, free WiFi
The Berkshire Mountain Inn
The Berkshire Mountain Inn
3.0 star property
Great Barrington
10.0 out of 10, Exceptional, (2 reviews)
The price is $150
$168 total
includes taxes & fees
Mar 23 - Mar 24
The Berkshire Mountain Inn
Lobby
Quality Inn Great Barrington
Quality Inn Great Barrington
2.5 star property
Great 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 $67
$75 total
includes taxes & fees
Apr 5 - Apr 6
Quality Inn Great Barrington
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn
East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (40 reviews)
  • cleanliness
    Set in Great Barrington with hiking trails and river access just moments away.
The price is $133
$148 total
includes taxes & fees
Apr 5 - Apr 6
East Rock Inn
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (834 reviews)
The price is $67
$74 total
includes taxes & fees
Mar 25 - Mar 26
Monument Mountain Motel
Exterior
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 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
Mar 23 - Mar 24
Locust Tree Bed and Breakfast LLC
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Seasonal escape in historic Great Barrington with outdoor pool and fine dining.
The price is $305
$368 total
includes taxes & fees
Mar 23 - Mar 24
The Old Inn On The Green
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (745 reviews)
  • cleanliness
    Located in Great Barrington with free breakfast, WiFi, and parking for easy explorations.
The price is $107
$120 total
includes taxes & fees
Mar 30 - Mar 31
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
Gedney Farm
Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Rustic farm hotel in the Berkshires with on-site dining and peaceful gardens.
The price is $206
$226 total
includes taxes & fees
Mar 23 - Mar 24
Gedney Farm
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (774 reviews)
  • cleanliness
    Rest peacefully near Housatonic River with soundproof rooms and complimentary perks.
The price is $152
$170 total
includes taxes & fees
Mar 29 - Mar 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Restaurant
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Rustic alpine charm by the Catskills with a Nordic-inspired restaurant and sauna.
The price is $169
$189 total
includes taxes & fees
Mar 23 - Mar 24
Little Cat Lodge
Exterior
Prospect Berkshires
Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Relax amid tranquil woods at a Great Barrington retreat with spa services and dining.
The price is $266
$330 total
includes taxes & fees
Mar 30 - Mar 31
Prospect Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (574 reviews)
The price is $75
$84 total
includes taxes & fees
Mar 23 - Mar 24
Travelodge by Wyndham Great Barrington Berkshires
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Relax in a cozy Housatonic B&B with complimentary breakfast and nearby attractions.
The price is $174
$194 total
includes taxes & fees
Mar 23 - Mar 24
Granville House
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
  • cleanliness
    Restful home base near Monument Mountain with easy access to outdoor adventures.
The price is $110
$123 total
includes taxes & fees
Mar 23 - Mar 24
The Little Lion
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (171 reviews)
  • cleanliness
    Relax at this historic B&B in scenic Norfolk, surrounded by nature's tranquility.
The price is $156
$179 total
includes taxes & fees
Mar 25 - Mar 26
Blackberry River Inn
Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel
The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (133 reviews)
  • cleanliness
    Ski lodge convenience near winter sports with comfy rooms and free amenities.
The price is $119
$133 total
includes taxes & fees
Mar 23 - Mar 24
The Brooks Motel
Exterior
The White Hart
The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (147 reviews)
  • cleanliness
    Restored 17th-century inn with garden views, near Mount Frissell.
The price is $250
$287 total
includes taxes & fees
Mar 24 - Mar 25
The White Hart
Exterior
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (210 reviews)
  • cleanliness
    Serene Copake lodge surrounded by natural beauty with American dining onsite.
The price is $140
$157 total
includes taxes & fees
Mar 23 - Mar 24
the Alander
The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy
9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (11 reviews)
  • cleanliness
    Countryside retreat with snowboarding nearby and garden views to complement stay.
The price is $478
$550 total
includes taxes & fees
Mar 23 - Mar 24
9 Academy
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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Top landmarks in Sheffield

Lime Kiln Farm Wildlife Sanctuary

Lime Kiln Farm Wildlife Sanctuary is 1.7 mi (2.7 km) from central Sheffield, why not stop by during your stay.
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Ashley House

If you're planning a bit of sightseeing during your trip, head to Ashley House— just one of the landmarks located 3.5 mi (5.6 km) from central Sheffield.
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Learn more about Sheffield

Sheffield is well-known for its attractions such as Housatonic River and Lime Kiln Farm Wildlife Sanctuary.

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FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Check out reviews of Sheffield hotels guests love

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
Brigid 2-night trip
Posted 3 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

What accommodations do travelers recommend in Sheffield?
Guests like Wilder House Berkshires, Quality Inn Great Barrington and Holiday Inn Express Hotel & Suites Great Barrington by IHG.
Can I book a refundable accommodation in Sheffield?
If you want the flexibility to change your travel plans to Sheffield, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Sheffield if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 24 vacation homes.
What will the weather in Sheffield be like during my vacation?
The warmest months in Sheffield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are July and August.
Why should I book my Sheffield accommodation with Hotels.com?
There are plenty of reasons to book your Sheffield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.