Sheffield Holidays
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Top hotels in Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
Fully refundableReserve now, pay when you stay
The price is €166 per night from 20 May to 21 May
€166
20 May - 21 May
includes taxes & fees
9.8/10 Exceptional! (48 reviews)
Very comfortable bed, that was mostly what I cared about. I got my beauty sleep)
Reviewed on 11 May 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €103 per night from 24 May to 25 May
€103
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (933 reviews)
Clean and great job staffing
Reviewed on 15 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is €120 per night from 19 May to 20 May
€120
19 May - 20 May
includes taxes & fees
9/10 Wonderful! (945 reviews)
Very nice as long as you know 1) it’s a roadside 2-story motel (the kind you drive your car in front of your door) facing a very busy 4-lanes of traffic road so lots of traffic noise and 2) getting onto property is a left or right turn from the above mentioned busy road with no turn lane. It’s a ...
Reviewed on 15 May 2026
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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