Find hotels in Sheffield, MA from ļæ„12,446
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Sheffield
Family friendly
Check prices for these dates
Our top choices for Sheffield hotels
1. Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (59 reviews)
"Great stay and the breakfast was fantastic"
Jennifer
The price is ļæ„28,744
ļæ„32,106 total
includes taxes & fees
Aug 10 - Aug 11
2. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Lynn
The price is ļæ„21,636
ļæ„24,167 total
includes taxes & fees
Aug 2 - Aug 3
3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (798 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
Lisa
The price is ļæ„31,870
ļæ„35,599 total
includes taxes & fees
Aug 25 - Aug 26
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (796 reviews)
"very responsive staff excellent check in and check out"
Kathleen
The price is ļæ„22,939
ļæ„25,623 total
includes taxes & fees
Aug 23 - Aug 24
5. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
8.8 out of 10, Excellent, (435 reviews)
"Below average B&B"
Larry
The price is ļæ„17,192
ļæ„19,771 total
includes taxes & fees
Jul 31 - Aug 1
6. Little Cat Lodge
Little Cat LodgeCopake Falls
9.6 out of 10, Exceptional, (110 reviews)
"Absolutely loved our stay. The staff were warm and welcoming, the lodge is so cute & well put together, & the restaurant is delicious. We will definitely be back!"
Jolie
The price is ļæ„36,103
ļæ„40,435 total
includes taxes & fees
Aug 23 - Aug 24
7. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
9.0 out of 10, Wonderful, (888 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens)
Loved the place."
Yekaterina
The price is ļæ„18,199
ļæ„20,329 total
includes taxes & fees
Aug 17 - Aug 18
8. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.4 out of 10, Good, (599 reviews)
"They had some kind of family party going on. The whole family would gather by the pool and have their meals, full tables with trays of food. My daughter was not able to use the pool and that was the main reason for us staying there. Otherwise fine. Oh the smoke alarm went off once too"
Kerri
The price is ļæ„16,209
ļæ„18,106 total
includes taxes & fees
Aug 3 - Aug 4
9. Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (199 reviews)
"Excellent breakfast, very nice staff."
Leslie
The price is ļæ„31,109
ļæ„35,775 total
includes taxes & fees
Aug 3 - Aug 4
10. East Rock Inn
East Rock InnGreat Barrington
9.6 out of 10, Exceptional, (51 reviews)
"Virtual check in. I prefer real staff."
Eleanor
The price is ļæ„24,955
ļæ„27,875 total
includes taxes & fees
Aug 20 - Aug 21
11. The Little Lion
The Little LionGreat Barrington
8.6 out of 10, Excellent, (594 reviews)
"This place was a gem. Itās small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If Iām in the area again, I would definitely stay here."
Linda
The price is ļæ„20,630
ļæ„23,044 total
includes taxes & fees
Aug 25 - Aug 26
12. the Alander
the AlanderCopake
9.0 out of 10, Wonderful, (252 reviews)
"Very charming and well maintained"
Jerry
The price is ļæ„27,834
ļæ„31,174 total
includes taxes & fees
Aug 20 - Aug 21
13. Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (140 reviews)
"Beautiful property, relaxing landscape."
Jane
The price is ļæ„38,990
ļæ„42,772 total
includes taxes & fees
Aug 5 - Aug 6
14. The White Hart
The White HartSalisbury
9.8 out of 10, Exceptional, (151 reviews)
"Itās an exceptional place in every aspect. "
William
The price is ļæ„56,217
ļæ„64,649 total
includes taxes & fees
Aug 10 - Aug 11
15. Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
8.2 out of 10, Very Good, (306 reviews)
"Great staff and location!"
Stacie
The price is ļæ„44,059
ļæ„50,668 total
includes taxes & fees
Aug 25 - Aug 26
16. The Berkshire Mountain Inn
The Berkshire Mountain InnGreat Barrington
9.0 out of 10, Wonderful, (15 reviews)
"Friendly staff and attention to detail making our stay in a charming inn special"
Kristen
The price is ļæ„47,072
ļæ„52,579 total
includes taxes & fees
Aug 5 - Aug 6
17. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very Good, (1,010 reviews)
"great location
very clean
friendly staff"
Jeanne
The price is ļæ„21,987
ļæ„24,559 total
includes taxes & fees
Aug 26 - Aug 27
18. Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
6.4 out of 10, (679 reviews)
"Good location to towns in area"
William
The price is ļæ„12,967
ļæ„14,484 total
includes taxes & fees
Aug 4 - Aug 5
19. The Red Lion Inn
The Red Lion InnStockbridge
8.8 out of 10, Excellent, (1,011 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
Antoinette G.
The price is ļæ„28,730
ļæ„39,407 total
includes taxes & fees
Aug 24 - Aug 25
20. Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
Peter
The price is ļæ„11,346
ļæ„12,446 total
includes taxes & fees
Aug 9 - Aug 10
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
Stay near popular Sheffield attractions
Learn more about Sheffield
Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.
More cheap stays in Sheffield
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is ļæ„21,636 per night from Aug 2 to Aug 3
ļæ„21,636
ļæ„24,167 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- Castles in Berkshire County
- Cheap Hotels in Stockbridge
- Green Hotels in Sheffield
- Farmstay in The Berkshires
- Resorts in Mount Washington
- Guest Houses in Monterey
- Cheap Hotels in Lenox
- Hinsdale Hotels
- Hotels near Jiminy Peak Mountain Resort
- Luxury Hotels in The Berkshires
- Resorts in Becket
- Inns in Lenox
- Plainfield Hotels
- Resorts in Monterey
- Rv Parks in Lee
- Peru Hotels
- Pittsfield Hotels
- B&B in Berkshire County
- Apartments in Florence
- Rv Parks in Monterey
- B&B in The Berkshires
- Otis Hotels
- Chicopee Hotels
- Cheap Hotels in South Lee
- Resorts in Granville
- Lenox Hotels
- Resorts in Peru
- Aparthotels in Sheffield
- Motels in Savoy
- Monterey Hotels
- Resorts in Otis
- Hotels near Ski Butternut
- Motels in Monterey
- Luxury Hotels in Lenox
- Hotel with a Concierge Hotels in Savoy
- Resorts in Stockbridge
- Hotels near Smith College
- Ashley Falls Hotels
- Cabin Rentals in Plainfield
- Northampton Hotels
- Inns in Sandisfield
- Condo Rentals in Sheffield
- Hotels near Tanglewood Music Center
- Motels in Westfield
- Luxury Hotels in Chester
- Mount Washington Hotels
- Holyoke Hotels
- Hotels near Mount Greylock State Reservation Visitor Center
- Resorts in Savoy
- Inns in Williamsburg
- Housatonic Hotels
- Pet-Friendly Hotels in Pittsfield
- Hotels near Holyoke Mall
- Resorts in The Berkshires
- Aparthotels in Lee
- B&B in Westfield
- Farmstay in Windsor
- Cheap Hotels in Peru
- Aparthotels in Chester
- Cottages in Washington
- Resorts in Williamsburg
- Hotels near Mount Holyoke College
- Inns in The Berkshires
- Hotels near MGM Springfield
- B&B in Sheffield
- Springfield Hotels
- Hotels near Springfield Union Station
- Hotels near Colonial Theater
- Cheap Hotels in Mount Washington
- South Egremont Hotels
- Villas in Otis
- Boutique Hotels in The Berkshires
- Apartments in Sheffield
- Aparthotels in Savoy
- Boutique Hotels in Cummington
- Cheap Hotels in Westfield
- B&B in Peru
- Luxury Hotels in Peru
- Richmond Hotels
- All-Inclusive Hotel Hotels in Becket
- Family Hotels in Monterey
- Stockbridge Hotels
- B&B in Lenox
- Luxury Hotels in Monterey
- Aparthotels in Otis
- Cheap Hotels in Southfield
- Pet-Friendly Hotels in Holyoke
- Business Hotels in Lenox
- Resorts in Goshen
- Lodges in Windsor
- Resorts in Worthington
- Hotels near Williams College
- Guest Houses in Stockbridge
- Motels in Otis
- Motels in Southfield
- Hotels near Mount Greylock
- Resorts in Washington
