Search Resort Hotels in Sheffield from CA $102

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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, (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 $236
CA $264 total
includes taxes & fees
Mar 19 - Mar 20
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 CA $544
CA $955 total
includes taxes & fees
Mar 29 - Mar 30
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, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is CA $322
CA $682 total
includes taxes & fees
Mar 29 - Mar 30
Cheerful 3-bedroom cottage with woodstove

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (830 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
Monument Mountain Motel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CA $189
CA $211 total
includes taxes & fees
Mar 29 - Mar 30
Element Lenox Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"Our second time to stay overnight. Good for the price."
United States
Mercy
The price is CA $114
CA $128 total
includes taxes & fees
Apr 6 - Apr 7
Quality Inn Lee - Lenox South

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is CA $205
CA $228 total
includes taxes & fees
Mar 16 - Mar 17
The Berkshire Mountain Inn

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 $164 total
includes taxes & fees
Mar 28 - Mar 29
Locust Tree Bed and Breakfast LLC

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (870 reviews)
"Everything was 5 stars!"
United States
Simona
The price is CA $95
CA $106 total
includes taxes & fees
Apr 1 - Apr 2
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great hot tub and indoor pool. "
United States
Joan
The price is CA $126
CA $141 total
includes taxes & fees
Mar 22 - Mar 23
The Yankee, Trademark Collection by Wyndham

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (872 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is CA $145
CA $192 total
includes taxes & fees
Apr 6 - Apr 7
Berkshire Mountain Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (839 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is CA $107
CA $120 total
includes taxes & fees
Mar 16 - Mar 17
Howard Johnson by Wyndham Lenox

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (209 reviews)
"This was a cozy, attractive stay with a very well outfitted room, friendly service and nice dining options."
United States
Susan
The price is CA $177
CA $199 total
includes taxes & fees
Mar 15 - Mar 16
the Alander

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)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is CA $125
CA $139 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (744 reviews)
"Simple and clean hotel"
United States
Vitor
The price is CA $146
CA $163 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,001 reviews)
"Clean room, great location"
United States
Andrea
The price is CA $91
CA $102 total
includes taxes & fees
Apr 5 - Apr 6
Quality Inn Great Barrington

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 18 - Mar 19
Travelodge by Wyndham Great Barrington Berkshires

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 $144
CA $159 total
includes taxes & fees
Mar 22 - Mar 23
Shaker Mill Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (169 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is CA $191
CA $220 total
includes taxes & fees
Mar 24 - Mar 25
Blackberry River Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is CA $150
CA $167 total
includes taxes & fees
Mar 29 - Mar 30
The Little Lion
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

Find out more about Sheffield

Sheffield Resorts information

Number of reviews
10,642
Accommodation
4 Resorts
Lowest Price
CA $102
Highest Price
CA $955

Frequently asked questions

What can I expect from a resort vacation in Sheffield?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your stay from convenient food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you envision yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a top resort in Sheffield?
Our highest-rated resort near Sheffield: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 12.2 mi (19.6 km) from Sheffield. Has a sauna, a fitness center, and a terrace.
What can I do in Sheffield?
Housatonic River, Lime Kiln Farm Wildlife Sanctuary, and Magnolia Bluffs Casino are a few of the interesting sights to visit. Drury Preserve and Ashley House are a few additional attractions in the area that you might like.
What's the weather like in Sheffield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Sheffield?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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