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Antique Farmhouse Totally Restored
Antique Farmhouse Totally Restored
9.8 out of 10, Exceptional, (86)

Guesthouse Cabin vacation rentals in Berkshire County
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (5)
The price is AED 1,855
AED 3,188 total
includes taxes & fees
17 Mar - 18 Mar

Whitney by AvantStay | Private Berkshires Estate
Whitney by AvantStay | Private Berkshires Estate
8.2 out of 10, Very Good, (11)

The Race Mountain House
The Race Mountain House
10.0 out of 10, Exceptional, (1)

Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (35)
The price is AED 724
AED 1,666 total
includes taxes & fees
17 Mar - 18 Mar

Berkshire Getaway Walk to Winery, Brewery or Distillery with Peloton!
Berkshire Getaway Walk to Winery, Brewery or Distillery with Peloton!
9.8 out of 10, Exceptional, (6)

PRIVATE PENINSULA 2ac surrounded by water min from hiking skiing theater music
PRIVATE PENINSULA 2ac surrounded by water min from hiking skiing theater music
9.8 out of 10, Exceptional, (36)

Little House in the Woods by Evergreen Home
Little House in the Woods by Evergreen Home
10.0 out of 10, Exceptional, (33)
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.
Find out more about Sheffield
Find out more about Sheffield
Recent reviews of Sheffield hotels
Recent reviews of Sheffield hotels

The Red Lion Inn
5/5 Excellent
"This is a gem in the Berkshires! It is quaint yet cool. We stayed in winter, so nearby attractions were limited for non-skiers but I'd go again for the heated pool, pub, great rooms and wonderful staff!"
A verified traveler stayed at The Red Lion Inn
Posted 12 days ago

Interlaken Inn & Resort
5/5 Excellent
"The staff are so friendly!! Love this place!! Can’t wait to go back!"
A verified traveler stayed at Interlaken Inn & Resort
Posted 3 weeks ago
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Hotels near popular Sheffield Attractions
- Hotels near Magnolia Bluffs Casino
- Hotels near Ashley House
- Hotels near Tanglewood Music Center
- Hotels near National Shrine of the Divine Mercy
- Hotels near Lime Rock Park
- Hotels near Catamount Ski Area
- Hotels near Ski Butternut
- Hotels near Mohawk Mountain Ski Area
- Hotels near Norman Rockwell Museum
- Hotels near Lee Premium Outlets
Sheffield Hotels by Star Rating
Explore more hotels
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- The Cornell Inn, Lenox
- Courtyard by Marriott Lenox Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- Quality Inn
- Interlaken Inn & Resort
- The Little Lion
- Hilton Garden Inn Lenox Pittsfield
- Monument Mountain Motel
- Howard Johnson by Wyndham Lenox
- the Alander
- The Ponds at Foxhollow
- Lakehouse Inn
- Blackberry River Inn
- Chambery Inn
- Pilgrim Inn
- Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
- Pleasant Valley Motel West Stockbridge
- Locust Tree Bed and Breakfast LLC