Sheffield Holidays
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Your Sheffield Holiday
The stress-free way to experience this unique city is with a custom-made Sheffield holiday package. Stay in the neighbourhood of Canann Village Historic District, which is great for dining, culture and shopping or go someplace else — our package deals are all about you. Fill your free time with visits to Ski Butternut, Housatonic River Walk and Lake Buel, some of the things you really should see during a trip to Sheffield. Don't delay exploring this city any longer. Your ultimate Sheffield holiday is only a few clicks away with Expedia.
Sheffield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,400 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Norman Rockwell Museum, Ski Butternut and Bash Bish Falls State Park |
Top hotels in Sheffield
Wilder House Berkshires
48 S Main Street Sheffield MA
Fully refundableReserve now, pay when you stay
The price is £131 per night from 7 Jul to 8 Jul
£131
7 Jul - 8 Jul
includes taxes & fees
9.8/10 Exceptional! (56 reviews)
"Bed was super comfortable. Breakfast was great (love that homemade yogurt) and Laura, the innkeeper, was lovely. Thank you and we can’t wait to come back."
Reviewed on 20 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £121 per night from 7 Jul to 8 Jul
£121
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"I had an excellent experience with the Yankee Inn. The room was updated and the house keeping was excellent. The location was good and the staff was very nice. The breakfast was very good. I would definitely recommend staying here."
Reviewed on 23 Jun 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is £136 per night from 26 Jul to 27 Jul
£136
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (999 reviews)
"We thoroughly enjoyed our stay. The rooms are spacious and beautifully furnished, and having a stove and refrigerator along with a separate living/dining room was a definite plus. The 24/7 coffee and hot chocolate machine in the lobby was another perk, as were the hot tub and large (albeit shallow) ..."
Reviewed on 24 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.
Stay near popular Sheffield attractions
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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. Flight-inclusive packages are ATOL protected.
