Sheffield Packages (Flight + Hotel)
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- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
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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 ฿5,250 per night from 15 Apr to 16 Apr
฿5,250
฿5,864 total
15 Apr - 16 Apr
includes taxes & fees
9.8/10 Exceptional! (44 reviews)
Only discomfort was a hard rug on my barefeet. So I'll remember to bring slippers. Otherwise, the ambiance, service, friendliness, access was wonderful. What a lovely place!
Reviewed on 3 Apr 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ฿2,832 per night from 4 May to 5 May
฿2,832
฿3,893 total
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (894 reviews)
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.
Reviewed on 31 Mar 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿3,006 per night from 6 Apr to 7 Apr
฿3,006
฿3,358 total
6 Apr - 7 Apr
includes taxes & fees
9/10 Wonderful! (886 reviews)
this is a MOTEL. nothing indicates, in fact, photos are very misleading. Noisy if you are in front on busy highway. AND, allow pets...when asked for room in back, not facing noise, I almost gagged, ok, I did gag at the smell of furry animals that were guests in that room for sure! Fridge needed defrosting ...
Reviewed on 3 Apr 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.
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
