Sheffield Hotels
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26 Aug - 27 AugTomorrow
27 Aug - 28 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Sheffield hotels
1. Wilder House Berkshires
Wilder House BerkshiresSheffield
Jennifer
€184
includes taxes & fees
27 Aug - 28 Aug
2. Quality Inn Great Barrington
Quality Inn Great BarringtonGreat Barrington
Sisile
€89
includes taxes & fees
15 Sept - 16 Sept
3. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
€118
includes taxes & fees
23 Sept - 24 Sept
4. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
Regina
€103
includes taxes & fees
27 Aug - 28 Aug
5. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
John
€82
includes taxes & fees
1 Sept - 2 Sept
6. East Rock Inn
East Rock InnGreat Barrington
ERIK
€132
includes taxes & fees
22 Sept - 23 Sept
7. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
Elspeth
€76
includes taxes & fees
1 Sept - 2 Sept
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
Lisa
€154
includes taxes & fees
7 Sept - 8 Sept
9. The Little Lion
The Little LionGreat Barrington
Anne
€108
includes taxes & fees
1 Sept - 2 Sept
10. Little Cat Lodge
Little Cat LodgeCopake Falls
Kees
€211
includes taxes & fees
27 Aug - 28 Aug
11. Blackberry River Inn
Blackberry River InnNorfolk
Rachel
€187
includes taxes & fees
27 Aug - 28 Aug
13. The Red Lion Inn
The Red Lion InnStockbridge
Patricia
€193
includes taxes & fees
8 Sept - 9 Sept
14. The Brooks Motel
The Brooks MotelHillsdale
Nelson
€140
includes taxes & fees
15 Sept - 16 Sept
15. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
€105
includes taxes & fees
15 Sept - 16 Sept
16. Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
Anna
€68
includes taxes & fees
7 Sept - 8 Sept
17. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Rinat
€122
includes taxes & fees
15 Sept - 16 Sept
19. Granville House
Granville HouseHousatonic
Nicole
€263
includes taxes & fees
3 Sept - 4 Sept
20. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
Catherine
€329
includes taxes & fees
1 Sept - 2 Sept
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.
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.
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.
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
Berkshire Mountain Lodge
10/10 Excellent
"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"It was much better than expected. Subtle lighting in the room was a nice touch. Clean and very comfortable bedding and bathroom. Everything in the fitness room was was clean and operational. The breakfast was superb. A very enjoyable stay."
The Yankee Inn
8/10 Good
"Almost two hotels in one. Several structures. One nicely updated, all check-ins, breakfast. Our stay was in an older building… while it was clean there was a musty smell. The room was very dated and the ac was loud… Time to upgrade that building."
Hampton Inn & Suites Berkshires-Lenox
10/10 Excellent
"We were there for one night and it worked out great. Nice breakfast!"
Quality Inn Lee - Lenox South
8/10 Good
"Clean room, surprisingly comfortable bed. Convenient, functional, for a short stay."
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"I liked the balcony overlooking the lake"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Wilder House Berkshires
10/10 Excellent
"Breakfast was delicious and everyone was so nice there."
More cheap stays in Sheffield
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
€76
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Quality Inn Great Barrington
372 Main Street Great Barrington MA
€89
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
€105
15 Sept - 16 Sept
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
€114
24 Sept - 25 Sept
includes taxes & fees
Hideaway Inn Lenox
11 Old Stockbridge Rd Lenox MA
€133
7 Sept - 8 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
€146
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
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