A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

A two-story house with a front porch, a small garden, and a mailbox.

1. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is CA $243
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Wilder House Berkshires
A two-story house with a front porch, a red door, and a small table.

2. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (46 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is CA $249
CA $574 total
includes taxes & fees
Nov 18 - Nov 19
Cheerful 3-bedroom cottage with woodstove
A Quality Inn sign, a brick building, and a parking lot with cars.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $118 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Great Barrington
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (941 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
The price is CA $84
CA $94 total
includes taxes & fees
Nov 15 - Nov 16
Monument Mountain Motel
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $116
CA $130 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is CA $111
CA $124 total
includes taxes & fees
Nov 13 - Nov 14
Travelodge by Wyndham Great Barrington Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $225
CA $252 total
includes taxes & fees
Dec 6 - Dec 7
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A motel with a gravel driveway leading to a parking area, surrounded by lush green trees and a clear blue sky.

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $169
CA $188 total
includes taxes & fees
Dec 8 - Dec 9
East Rock Inn
A covered porch with white railings and rocking chairs.

9. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $147
CA $169 total
includes taxes & fees
Nov 13 - Nov 14
Locust Tree Bed and Breakfast LLC
A two-story building with a gabled roof and a chimney.

10. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is CA $116
CA $130 total
includes taxes & fees
Nov 29 - Nov 30
The Little Lion
A house with a stone patio and wooden stools.

11. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (157 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is CA $213
CA $239 total
includes taxes & fees
Nov 17 - Nov 18
Little Cat Lodge
A two-story house with a front porch, a garage, and a driveway.

12. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is CA $107
CA $162 total
includes taxes & fees
Nov 14 - Nov 15
Cozy 1-bedroom studio in serene Great Barrington with AC
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

13. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (291 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is CA $233
CA $261 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A white two-story house with a covered driveway leading to an entrance.

14. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (252 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is CA $255
CA $293 total
includes taxes & fees
Nov 8 - Nov 9
Blackberry River Inn
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

15. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 reviews)
"Great experience!"
United States
Sunny
The price is CA $334
CA $420 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires
A balcony with a table and chairs, overlooking a lake and forest.

16. The Cozy Cat Motel

The Cozy Cat Motel
Copake Falls
The price is CA $189
CA $211 total
includes taxes & fees
Nov 8 - Nov 9
The Cozy Cat Motel
A white two-story house with a front door, windows, and a chimney.

17. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is CA $406
CA $491 total
includes taxes & fees
Nov 9 - Nov 10
The Old Inn On The Green
A large, two-story white building with a symmetrical facade, columns, and a central entrance.

18. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is CA $357
CA $399 total
includes taxes & fees
Nov 18 - Nov 19
Granville House
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

19. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is CA $221
CA $316 total
includes taxes & fees
Nov 29 - Nov 30
The Red Lion Inn
A wooden deck with a table and chairs, overlooking a road with a mountain in the distance.

20. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
The price is CA $79
CA $88 total
includes taxes & fees
Dec 2 - Dec 3
Econo Lodge Lee - Great Barrington
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.
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Top Sheffield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"We stayed in an adjacent house owned by the hotel. When we booked we assumed we’d be in the main hotel. The “out” building was unmarked and hard to find. It was dark when we arrived and there were no porch lights. We thought the overall experience was good. Quaint but this building could benefit from some upgrades."
Randall 1-night trip
Posted 1 hour ago
The Red Lion Inn

Find out more about Sheffield

Sheffield Villas information

Number of reviews
3,264
Accommodation
4 Villas
Lowest Price
CA $88
Highest Price
CA $574

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