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 4.267.080 ₫ per night from 27 Oct to 28 Oct
4.267.080 ₫
4.766.327 ₫ total
27 Oct - 28 Oct
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
"Clean room comfortable bed"
Reviewed on 9 Oct 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is 2.454.954 ₫ per night from 2 Nov to 3 Nov
2.454.954 ₫
3.330.621 ₫ total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (678 reviews)
"Great lodge with 1 bedroom suites and fully stocked kitchens"
Reviewed on 7 Oct 2025
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is 2.304.724 ₫ per night from 2 Nov to 3 Nov
2.304.724 ₫
2.574.378 ₫ total
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (746 reviews)
"Nice place to stay, the outdoor areas around the lobby were great places to hang out and talk with friends. The staff were very hard working and very responsive."
Reviewed on 6 Oct 2025
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.
Popular places to visit
Magnolia Bluffs Casino
Why not roll the dice with a visit to Magnolia Bluffs Casino during your time in Sheffield? Discover the area's breweries or seek out the hiking trails.
Ashley House
You can learn about the history of Sheffield when you stop by Ashley House. Discover the area's breweries or seek out the hiking trails.
