Sheffield Holidays
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Your Sheffield Holiday
Our holiday packages to Sheffield allow you to customise your own adventure. Tailor your getaway to your style and interests and make the most of your time in this interesting city. If taking in sights is part of the programme during your trip to Sheffield, stop by leading attractions like Ski Butternut, Housatonic River Walk and Mahaiwe Performing Arts Centre. Stop dreaming and start travelling. Check out the many options on Expedia today and put your Sheffield holiday plans in motion!
Sheffield Holiday
Sheffield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,400 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Ski Butternut, Norman Rockwell Museum and Bash Bish Falls State Park |
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 AU$278 per night from 22 June to 23 June
AU$278
22 June - 23 June
includes taxes & fees
9.8/10 Exceptional! (52 reviews)
"Great stay and the breakfast was fantastic"
Reviewed on 6 June 2026
Antique Farmhouse Totally Restored
Sheffield MA
9.8/10 Exceptional! (98 reviews)
"This is our third visit to the farmhouse in Sheffield and we plan to be back again if it’s available. The house has everything you could possibly need or want with lots of space and an outstanding fully equipped kitchen Robin, our host makes it easy for us to wanna come back."
Reviewed on 2 June 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 21 June to 22 June
AU$224
21 June - 22 June
includes taxes & fees
9/10 Wonderful! (966 reviews)
"It is set off the road in the woods. Beautiful grounds with places to sit outside and relax. The rooms are big , clean, have full kitchens, and comfy beds. The magic coffee machine in the lobby makes great coffee for free and is always open to use. The pool is large and great and the outdoor hot ..."
Reviewed on 6 June 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.
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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.
