Sheffield Holidays
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Sheffield Holiday
Our pick of the best Sheffield Hotel Deals
Wilder House Berkshires
48 S Main Street Sheffield MA
The price is NZ$311 per night from 15 Dec to 16 Dec
NZ$311
15 Dec - 16 Dec
includes taxes & fees
9.6/10 Exceptional! (38 reviews)
Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you!
Reviewed on 10 Nov 2025
Antique Farmhouse Totally Restored
Sheffield MA
9.6/10 Exceptional! (60 reviews)
Remarkable house! I'm still agape at the beauty of the spalted maple woodwork in the kitchen and front area of the place! Plenty of wood for the stoves kept us really warm. Feeding your Highland cows was a highlight for the little folks!
Reviewed on 5 Dec 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$144 per night from 24 Dec to 25 Dec
NZ$144
24 Dec - 25 Dec
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Great stay there!! Very friendly staff
Reviewed on 9 Dec 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.
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