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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

Exterior

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is CA $245
CA $274 total
includes taxes & fees
Mar 12 - Mar 13
Wilder House Berkshires
Exterior

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 CA $546
CA $959 total
includes taxes & fees
Mar 8 - Mar 9
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is CA $323
CA $689 total
includes taxes & fees
Mar 8 - Mar 9
Cheerful 3-bedroom cottage with woodstove
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)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is CA $143
CA $165 total
includes taxes & fees
Mar 8 - Mar 9
Locust Tree Bed and Breakfast LLC
Exterior

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is CA $190
CA $212 total
includes taxes & fees
Mar 12 - Mar 13
Element Lenox Berkshires
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is CA $126
CA $141 total
includes taxes & fees
Mar 27 - Mar 28
Quality Inn Lee - Lenox South
Exterior

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (573 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $102
CA $114 total
includes taxes & fees
Mar 8 - Mar 9
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (826 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (867 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is CA $112
CA $125 total
includes taxes & fees
Mar 23 - Mar 24
Berkshires Untold
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is CA $205
CA $229 total
includes taxes & fees
Mar 9 - Mar 10
The Berkshire Mountain Inn
Front of property

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (217 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is CA $131
CA $147 total
includes taxes & fees
Mar 8 - Mar 9
Chatham Travel Lodge
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, (742 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is CA $146
CA $163 total
includes taxes & fees
Mar 9 - Mar 10
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Porch

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is CA $205
CA $229 total
includes taxes & fees
Mar 6 - Mar 7
Changing Times Boutique Country Lodging
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is CA $126
CA $141 total
includes taxes & fees
Mar 15 - Mar 16
The Yankee, Trademark Collection by Wyndham
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (868 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is CA $145
CA $193 total
includes taxes & fees
Apr 1 - Apr 2
Berkshire Mountain Lodge
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,002 reviews)
"Clean room, great location"
United States
Andrea
The price is CA $91
CA $101 total
includes taxes & fees
Mar 23 - Mar 24
Quality Inn Great Barrington
Interior

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is CA $130
CA $145 total
includes taxes & fees
Mar 8 - Mar 9
Sunset Inn
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is CA $133
CA $149 total
includes taxes & fees
Apr 5 - Apr 6
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (203 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is CA $164
CA $183 total
includes taxes & fees
Mar 8 - Mar 9
the Alander
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is CA $160
CA $176 total
includes taxes & fees
Mar 23 - Mar 24
Shaker Mill Inn
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

Berkshires Untold

Berkshires Untold

6/10 Okay
"The rooms were cute. The location is nice. The heating unit was very loud. It woke me up every time it turned on throughout the night. I couldn't find anyone to help me at 7am the next morning. i locked my key in my room. I am not sure if I'd stay here again."
Celine 1-night trip
Posted 2 days ago
Berkshires Untold

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
9,589
Accommodation
110 Cottages
Lowest Price
CA $101
Highest Price
CA $959

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between CA $101 and CA $959 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 110 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.
What is there to do in Sheffield near my cottage?
After you've checked in to your hotel, get out and discover the incredible things Sheffield has for you to experience. Magnolia Bluffs Casino is a great attraction to add to your itinerary.

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