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
Fully refundableReserve now, pay when you stay
The price is NZ$290 per night from 3 Nov to 4 Nov
NZ$290
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (37 reviews)
Room and indoor/outdoor common areas were beautiful. Inn keeper and owner were super nice and friendly. We loved our stay.
Reviewed on 20 Oct 2025
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
The price is NZ$1,246 per night from 26 Oct to 27 Oct
NZ$1,246
26 Oct - 27 Oct
includes taxes & fees
10/10 Exceptional! (9 reviews)
This was exactly what we were looking for. The property was magnificent the cabin cozy, fully stocked. We plan on coming back soon.
Reviewed on 27 Aug 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$220 per night from 3 Nov to 4 Nov
NZ$220
3 Nov - 4 Nov
includes taxes & fees
8.8/10 Excellent! (716 reviews)
Yes, everything was very well set up. Thanks.
Reviewed on 19 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.
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