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

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Recommended hotels in Sheffield

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 564
AED 631 total
includes taxes & fees
23 Jun - 24 Jun
Wilder House Berkshires

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is AED 1,469
AED 2,536 total
includes taxes & fees
25 Jun - 26 Jun
Guesthouse Cabin vacation rentals in Berkshire County

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AED 871
AED 1,850 total
includes taxes & fees
28 Jun - 29 Jun
Cheerful 3-bedroom cottage with woodstove

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is AED 467
AED 522 total
includes taxes & fees
23 Jun - 24 Jun
The Yankee Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 547
AED 600 total
includes taxes & fees
23 Jun - 24 Jun
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,012 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is AED 380
AED 425 total
includes taxes & fees
25 Jun - 26 Jun
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (873 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is AED 283
AED 316 total
includes taxes & fees
24 Jun - 25 Jun
Monument Mountain Motel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (997 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is AED 515
AED 658 total
includes taxes & fees
22 Jul - 23 Jul
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (111 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is AED 606
AED 677 total
includes taxes & fees
7 Jul - 8 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (228 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is AED 551
AED 617 total
includes taxes & fees
23 Jun - 24 Jun
the Alander

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (472 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is AED 248
AED 278 total
includes taxes & fees
29 Jun - 30 Jun
Berkshire Travel Lodge

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is AED 519
AED 580 total
includes taxes & fees
24 Jun - 25 Jun
Berkshire Lake Lodge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (990 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is AED 606
AED 676 total
includes taxes & fees
12 Jul - 13 Jul
Berkshires Untold

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (86 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is AED 559
AED 626 total
includes taxes & fees
25 Jun - 26 Jun
Little Cat Lodge

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
"Below average B&B"
United States
Larry
The price is AED 386
AED 444 total
includes taxes & fees
24 Jun - 25 Jun
Locust Tree Bed and Breakfast LLC

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is AED 485
AED 542 total
includes taxes & fees
24 Jun - 25 Jun
Quality Inn Lee - Lenox South

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is AED 364
AED 406 total
includes taxes & fees
23 Jun - 24 Jun
Howard Johnson by Wyndham Lenox

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is AED 290
AED 324 total
includes taxes & fees
23 Jun - 24 Jun
Econo Lodge Lee - Great Barrington

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
The price is AED 532
AED 612 total
includes taxes & fees
5 Jul - 6 Jul
Blackberry River Inn

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (227 reviews)
"Very clean. Updated "
United States
jennifer
The price is AED 411
AED 460 total
includes taxes & fees
23 Jun - 24 Jun
Chatham Travel Lodge
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 Sheffield Hotel Reviews

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between AED 278 and AED 2,536 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Sheffield?
There are 117 cottages in Sheffield. No matter if you're taking a trip with the kids or planning a getaway with your besties, Expedia can help you find the ideal space to get back to nature.
Why book your cottage in Sheffield with Expedia?
We think a getaway should be a walk in the park, so if you're in search of cottages in Sheffield at a nice price, Expedia has your back. Save money and check in to an economical option far from the downtown buzz, or book a 5-star cottage to pamper your loved ones.
How can I find cheap cottages in Sheffield?
With Expedia's handy filter tool, booking cheap cottages in Sheffield has never been simpler. To find accommodations that are very pocket friendly, tailor your search results by budget, amenities and star rating.

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