Sheffield Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
The price is Rp3.506.283 per night from 22 Jun to 23 Jun
Rp3.506.283
Rp3.916.604 total
22 Jun - 23 Jun
includes taxes & fees
9.8/10 Exceptional! (52 reviews)
"Great stay and the breakfast was fantastic"
Reviewed on 6 Jun 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is Rp2.308.303 per night from 9 Jul to 10 Jul
Rp2.308.303
Rp2.984.694 total
9 Jul - 10 Jul
includes taxes & fees
9/10 Wonderful! (971 reviews)
"rented for 2 nights. Apt was clean and climate control worked as expected. Nicely equipped location is good."
Reviewed on 9 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is Rp2.022.506 per night from 11 Jun to 12 Jun
Rp2.022.506
Rp2.259.131 total
11 Jun - 12 Jun
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub ..."
Reviewed on 8 Jun 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
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
