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
The price is £144 per night from 18 May to 19 May
£144
18 May - 19 May
includes taxes & fees
9.8/10 Exceptional! (47 reviews)
Loved everything!
Reviewed on 27 Apr 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is £88 per night from 24 May to 25 May
£88
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (928 reviews)
When we arrived we were hit with a $150 hold for incidentals but were told we could not get a receipt for it or one at checkout. We pay housekeeping fees yet the room instructions state to remove linens and used towels and place them in the tub before leaving. If i wanted to do housekeeping I'd stay ...
Reviewed on 10 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £93 per night from 14 May to 15 May
£93
14 May - 15 May
includes taxes & fees
9/10 Wonderful! (934 reviews)
Great room, quaint hotel. Nice bar, lounge area. Great staff, very helpful
Reviewed on 10 May 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. Flight-inclusive packages are ATOL protected.
