
Sheffield Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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
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

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

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
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.
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.