Sheffield Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Sheffield
Pet friendly
Check prices for these dates
Top 10 trending Sheffield hotels

Wilder House Berkshires
Wilder House Berkshires
9.6 out of 10, Exceptional, (25)
The price is P13,081
P14,611 total
includes taxes & fees
Jul 31 - Aug 1

Becket Motel
Becket Motel
6.6 out of 10, (55)
The price is P5,634
P8,180 total
includes taxes & fees
Jul 8 - Jul 9

Manor House Inn
Manor House Inn
9.2 out of 10, Wonderful, (135)
The price is P16,675
P18,509 total
includes taxes & fees
Jul 10 - Jul 11

Blackberry River Inn
Blackberry River Inn
9.4 out of 10, Exceptional, (111)
The price is P9,366
P10,771 total
includes taxes & fees
Jul 2 - Jul 3

Gedney Farm
Gedney Farm
9.2 out of 10, Wonderful, (120)

The Old Inn On The Green
The Old Inn On The Green
9.2 out of 10, Wonderful, (84)
The price is P16,337
P19,714 total
includes taxes & fees
Jul 2 - Jul 3
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.
Save an average of 15% on thousands of hotels when you're signed in
Learn more about Sheffield
Love casinos and history? Get away to Sheffield!

More cheap stays in Sheffield
More cheap stays in Sheffield

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is P6,656 per night from Jul 23 to Jul 24
P6,656
P7,435 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Near an Attraction
Near an Attraction
Recent Reviews in Sheffield
Recent Reviews in Sheffield

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
5/5 Excellent
"Always stay here for an annual friends trip. Conveniently located for many attractions in the Berkshires."
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Hotels Near Sheffield, Massachusetts
- New England Hotels
- Upstate New York Hotels
- Lenox Hotels
- Hudson Hotels
- Great Barrington Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Hudson Valley Hotels
- Stockbridge Hotels
- Lee Hotels
- Litchfield Hotels
- Torrington Hotels
- Appalachian Mountains Hotels
- Kent Hotels
- Red Hook Hotels
- Copake Hotels
- Lakeville Hotels
- Otis Hotels
- Western Massachusetts Hotels
- Salisbury Hotels
More ways to book
Expedia's Latest Trends
Hotels