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

Wilder House Berkshires

2 out of 5
48 S Main Street, Sheffield, MA
The price is AU$259 per night from 27 Oct to 28 Oct
AU$259
27 Oct - 28 Oct
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
"Clean room comfortable bed"

Reviewed on 9 Oct 2025

Wilder House Berkshires
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
The price is AU$1,109 per night from 30 Oct to 31 Oct
AU$1,109
30 Oct - 31 Oct
includes taxes & fees
10/10 Exceptional! (9 reviews)
"This was exactly what we were looking for. The property was magnificent the cabin cozy, fully stocked. We plan on coming back soon."

Reviewed on 27 Aug 2025

Guesthouse Cabin vacation rentals in Berkshire County
Antique Farmhouse Totally Restored

Antique Farmhouse Totally Restored

Sheffield
9.8/10 Exceptional! (58 reviews)
"The property was beautiful. Very spacious, inside and out."

Reviewed on 17 Aug 2025

Antique Farmhouse Totally Restored
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.