Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Sheffield on Hotels.com. These Sheffield hotels consistently deliver on quality, location and traveler experience. Last updated on .
Hotels in Sheffield
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Sep 9 - Sep 10Tomorrow
Sep 10 - Sep 11This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Where to stay in Sheffield?
1. Wilder House Berkshires
Wilder House BerkshiresSheffield
CNY1,293
CNY1,445 total
includes taxes & fees
Sep 13 - Sep 14
2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
CNY1,249
CNY1,395 total
includes taxes & fees
Sep 13 - Sep 14
3. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
CNY695
CNY776 total
includes taxes & fees
Sep 13 - Sep 14
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
CNY886
CNY989 total
includes taxes & fees
Sep 15 - Sep 16
5. Little Cat Lodge
Little Cat LodgeCopake Falls
CNY1,201
CNY1,346 total
includes taxes & fees
Sep 10 - Sep 11
6. Gedney Farm
Gedney FarmGreat Barrington
CNY1,540
CNY1,689 total
includes taxes & fees
Sep 10 - Sep 11
7. East Rock Inn
East Rock InnGreat Barrington
CNY979
CNY1,093 total
includes taxes & fees
Sep 10 - Sep 11
8. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
CNY704
CNY810 total
includes taxes & fees
Sep 10 - Sep 11
9. Blackberry River Inn
Blackberry River InnNorfolk
CNY1,006
CNY1,157 total
includes taxes & fees
Sep 10 - Sep 11
10. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
CNY574
CNY641 total
includes taxes & fees
Sep 10 - Sep 11
11. The Little Lion
The Little LionGreat Barrington
CNY755
CNY843 total
includes taxes & fees
Sep 10 - Sep 11
12. Granville House
Granville HouseHousatonic
CNY1,503
CNY1,679 total
includes taxes & fees
Sep 13 - Sep 14
13. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
CNY503
CNY562 total
includes taxes & fees
Sep 10 - Sep 11
14. Prospect Berkshires
Prospect BerkshiresEgremont
CNY2,042
CNY2,506 total
includes taxes & fees
Sep 30 - Oct 1
15. The White Hart
The White HartSalisbury
CNY2,310
CNY2,657 total
includes taxes & fees
Sep 16 - Sep 17
17. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
CNY2,214
CNY2,671 total
includes taxes & fees
Sep 13 - Sep 14
18. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
CNY679
CNY758 total
includes taxes & fees
Sep 30 - Oct 1
20. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
CNY785
CNY1,008 total
includes taxes & fees
Sep 13 - Sep 14
Go beyond your typical stay in Sheffield
Pet friendly
Family friendly
Cottage
Top landmarks in Sheffield
Ashley House
If you're planning a bit of sightseeing during your trip, head to Ashley House— just one of the landmarks located 3.5 mi (5.6 km) from central Sheffield.
Thom Reed UFO Monument Park
8.0/10 (1 review)
Thom Reed UFO Monument Park is 1 mi (1.5 km) from central Sheffield, why not stop by during your stay. Want to stretch your legs some more? Head to Umpachene Falls Park, located nearby.
Bartholomews Cobble
Bartholomews Cobble is 4.2 mi (6.8 km) from central Sheffield, why not stop by during your stay. Want to stretch your legs some more? Head to Umpachene Falls Park and Eddy Field, both nearby.
Bartholomew's Cobble
10.0/10 (1 review)
Bartholomew's Cobble is 3.8 mi (6.1 km) from central Sheffield, why not stop by during your stay.
Drury Preserve
Drury Preserve is 2.5 mi (3.9 km) from central Sheffield, why not stop by during your stay.
Lime Kiln Farm Wildlife Sanctuary
Lime Kiln Farm Wildlife Sanctuary is 1.7 mi (2.7 km) from central Sheffield, why not stop by during your stay.
Learn more about Sheffield
Sheffield is well-known for its attractions such as Housatonic River and Three Mile Pond Wildlife Management Area.
See all hotels in Sheffield
Check out reviews of Sheffield hotels guests love
Little Cat Lodge
10/10 Excellent
"Beautiful and peaceful little lodge with easy access to all the wonderful things in the area (Catamount, Lakes etc..). Pool is very tranquil and each room has Mountain views. The lodge is artfully designed as well, providing a luxury feeling. I only wish 1) the indoor common area was open for guests at any time (but I assume this is a cost/staff issue) 2) there as espessso / coffee/ tea available for guests at a wider ranger of hours (only available at continental breakfast or kureg in room). But these would only be added luxuries and did not materially detract from absolutely delightful stay!!"
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
8/10 Good
"Parking lot too small for busy times"
The Yankee Inn
10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
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."
Wilder House Berkshires
10/10 Excellent
"Just a beautiful home with clean, comfortable rooms and an amazing Innkeeper. Breakfasts are elegant and delicious. We stayed here in 2025 and returned in 2026 for Labor Day weekend. Will hopefully repeat in 2027."
Quality Inn Lee - Lenox South
8/10 Good
"Very clean property with kind staff. Nice room, decent complimentary coffee, breakfast offerings not for me."
Hideaway Inn Lenox
10/10 Excellent
"We reserved this Inn because of its close proximity to Tanglewood. Easy check-in and check-out. The queen bed was super comfortable. Room clean. It was nice to have coffee available 24/7. Would stay here again!"
Berkshires Untold
10/10 Excellent
"We only stayed one evening, but the attention to detail was beautiful and the staff was friendly. Would definitely stay again."
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