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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, (46 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$179 nightly
The price is $200
May 19 - May 20
Total with taxes and fees
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.
$629 nightly
The price is $703
May 10 - May 11
Total with taxes and fees
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.
$450 nightly
The price is $503
May 10 - May 11
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
$89 nightly
The price is $100
May 14 - May 15
Total with taxes and fees
The Yankee Inn

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (849 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
$76 nightly
The price is $85
May 10 - May 11
Total with taxes and fees
Monument Mountain Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
United States
Barbara
$102 nightly
The price is $112
May 13 - May 14
Total with taxes and fees
Shaker Mill Inn

Best Outdoors near the Berkshires

Best Outdoors near the Berkshires
Winchester
9.8 out of 10, Exceptional, (16 reviews)
"Great stay and wonderful house. "
United States
Rachel B.
$128 nightly
The price is $144
May 10 - May 11
Total with taxes and fees
Best Outdoors near the Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"Great location "
United States
Edith
$110 nightly
The price is $123
May 19 - May 20
Total with taxes and fees
Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (925 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
$111 nightly
The price is $124
May 24 - May 25
Total with taxes and fees
Berkshire Mountain Lodge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (932 reviews)
"Great stay!"
United States
Aditya
$108 nightly
The price is $121
May 10 - May 11
Total with taxes and fees
Berkshires Untold

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
$167 nightly
The price is $187
May 17 - May 18
Total with taxes and fees
Element Lenox Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (578 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
$74 nightly
The price is $82
May 19 - May 20
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
$110 nightly
The price is $123
May 10 - May 11
Total with taxes and fees
The Little Lion

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (177 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
$152 nightly
The price is $175
May 12 - May 13
Total with taxes and fees
Blackberry River Inn

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
"Great value"
United States
Ralph
$78 nightly
The price is $87
May 18 - May 19
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
$105 nightly
The price is $121
May 10 - May 11
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (92 reviews)
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
United States
Haley
$118 nightly
The price is $132
May 17 - May 18
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,008 reviews)
"Very friendly staff and conviently located"
United States
Dawn
$76 nightly
The price is $85
May 31 - Jun 1
Total with taxes and fees
Quality Inn Great Barrington

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
$190 nightly
The price is $212
May 10 - May 11
Total with taxes and fees
The Berkshire Mountain Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,005 reviews)
"Staff was friendly, room was clean and the beds were comfortable. Dog friendly also. Good breakfast selection. I would stay there again."
United States
Lillian
$116 nightly
The price is $130
May 19 - May 20
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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 Condo Rentals information

Number of reviews
9,976
Accommodation
11 Condo Rentals
Lowest Price
$82
Highest Price
$503

Frequently asked questions

Why book your condo in Sheffield with Expedia?
Booking a condo in Sheffield is as simple as clicking on your travel dates and selecting an option that meets your needs. On the lookout for something upscale or budget friendly, or a property that also comes with a pool and a hot tub? Use Expedia's search filters to narrow your results even further and find your perfect match.
How can I find cheap condos in Sheffield?
With Expedia's helpful filter tool, comparing cheap condos in Sheffield is a breeze. To discover properties that'll make your hip pocket happy, narrow down your search by amenities, budget and star rating.
What is there to do in Sheffield near my condo?
After you've unpacked your bags, venture out and explore the awesome things Sheffield has for you to experience. Magnolia Bluffs Casino is a great attraction to add to your must-do list.

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