Find hotels in Sheffield, MA from ￥11,890
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Sheffield
Pet friendly
Apartment
Family friendly
Waterpark
Cottage
Cabin
Condo
Check prices for these dates
Tonight
Sep 13 - Sep 14Tomorrow
Sep 14 - Sep 15Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27Our top choices for Sheffield hotels
1. Wilder House Berkshires
Wilder House BerkshiresSheffield
Mark
￥29,613
￥33,078 total
includes taxes & fees
Sep 14 - Sep 15
2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
Bruce
￥28,595
￥31,941 total
includes taxes & fees
Sep 17 - Sep 18
3. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
Sisile
￥15,906
￥17,766 total
includes taxes & fees
Sep 15 - Sep 16
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
￥19,816
￥22,134 total
includes taxes & fees
Sep 20 - Sep 21
5. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
Analisia
￥13,134
￥14,670 total
includes taxes & fees
Sep 14 - Sep 15
6. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
Kevin
￥11,521
￥12,870 total
includes taxes & fees
Sep 14 - Sep 15
7. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
Nicholas
￥16,129
￥18,548 total
includes taxes & fees
Sep 14 - Sep 15
8. Little Cat Lodge
Little Cat LodgeCopake Falls
Kees
￥23,364
￥26,166 total
includes taxes & fees
Sep 14 - Sep 15
9. East Rock Inn
East Rock InnGreat Barrington
ERIK
￥22,719
￥25,377 total
includes taxes & fees
Sep 29 - Sep 30
10. The Little Lion
The Little LionGreat Barrington
Anne
￥17,281
￥19,303 total
includes taxes & fees
Sep 14 - Sep 15
11. Blackberry River Inn
Blackberry River InnNorfolk
Rachel
￥22,351
￥25,703 total
includes taxes & fees
Oct 14 - Oct 15
12. Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
Anna
￥10,645
￥11,890 total
includes taxes & fees
Sep 20 - Sep 21
13. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
￥16,452
￥18,377 total
includes taxes & fees
Sep 27 - Sep 28
14. Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
James
￥10,645
￥11,678 total
includes taxes & fees
Sep 14 - Sep 15
15. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
Linda
￥17,972
￥23,079 total
includes taxes & fees
Sep 15 - Sep 16
16. The Brooks Motel
The Brooks MotelHillsdale
Nelson
￥20,829
￥23,331 total
includes taxes & fees
Sep 15 - Sep 16
17. the Alander
the AlanderCopake
Phil
￥22,197
￥24,861 total
includes taxes & fees
Sep 17 - Sep 18
18. The White Hart
The White HartSalisbury
William
￥52,903
￥60,838 total
includes taxes & fees
Sep 15 - Sep 16
19. Granville House
Granville HouseHousatonic
Nicole
￥34,409
￥38,435 total
includes taxes & fees
Sep 14 - Sep 15
20. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
Kris
￥10,367
￥11,611 total
includes taxes & fees
Sep 14 - Sep 15
Stay near popular Sheffield attractions
Ashley House
Built in 1735, the Ashley House is where Elizabeth Freeman successfully sued for her freedom, helping end slavery in Massachusetts. Tour the historic rooms and learn about this pivotal chapter in American history.
Thom Reed UFO Monument Park
8.0/10 (1 review)
America's first officially documented UFO encounter is commemorated at this riverside park in Sheffield. Explore plaques about the Reed family's 1969 experience while enjoying Housatonic River views.
Bartholomews Cobble
Twin rocky knolls form this National Natural Landmark, home to one of North America's most diverse fern collections. Explore five miles of trails through forests and riverbanks for exceptional wildlife viewing.
Bartholomew's Cobble
10.0/10 (1 review)
This National Natural Landmark features twin rocky knolls and North America's most diverse fern collection. Explore its trails through varied ecosystems while watching for peregrine falcons and rare plants.
Drury Preserve
Explore diverse ecosystems along a serene 2.4-mile trail through hemlock forests and calcareous wetlands. Cross wooden boardwalks to a tranquil pond where great blue herons and other wildlife await.
Lime Kiln Farm Wildlife Sanctuary
This wildlife sanctuary showcases diverse plant species across limestone ridges and conifer forests. Explore trails to spot numerous butterfly species and Pileated Woodpeckers in the tranquil Berkshires landscape.
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.
See all hotels in Sheffield
Top Sheffield Hotel Reviews
Little Cat Lodge
10/10 Excellent
"Little Cat Lodge was an excellent stay. Visited in mid-September so was able to use the heated pool. The food menu at Little Cat is very tasty, good quality and Staff is very friendly. Breakfast was okay, but approx 10-15 minutes to town that has plenty of additional food options, Clean rooms, nice grounds and cool lodge area. The views are of a Ski mountain which is very nice and tranquil."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"
The Yankee Inn
8/10 Good
"Beautiful views, friendly and responsive staff, property well kept. I would have given the highest praise except the indoor pool was closed for painting and maintenance. When I booked there was no notice in the website or Expedia. Since they had an outdoor pool and it was early fall, we swam theredes"
Quality Inn Great Barrington
10/10 Excellent
"Outstanding customer service from Wylie, delicious food, coffee in lobby always available, superb housekeeping staff, quiet room, wide range of television channels including multiple HBO stations. We’re coming back!"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Breakfast room has a wonderful view of the lake. Toaster is difficult to regulate without directions."
The Cornell Inn, Lenox & The Berkshires
10/10 Excellent
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
Quality Inn Lee - Lenox South
8/10 Good
"Therooms were loud on the lower level."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"The staff was extremely friendly. Did see several areas in the room that were dusty. Stains on the wallpaper and some wallpaper chipping off."
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
More cheap stays in Sheffield
Quality Inn Great Barrington
372 Main Street Great Barrington MA
￥15,906
￥17,766 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
￥16,452
￥18,377 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
The Yankee Inn
461 Pittsfield Rd Lenox MA
￥17,819
￥19,904 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
￥19,508
￥21,791 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (206 reviews)
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
￥19,816
￥22,134 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (822 reviews)
The Whitlock
16 Church St Lenox MA
￥22,066
￥24,647 total
Sep 14 - Sep 15
includes taxes & fees
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
