A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

Exterior

1. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is AU$300
includes taxes & fees
27 Sept - 28 Sept
Wilder House Berkshires
Exterior

2. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (44 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AU$607
includes taxes & fees
12 Oct - 13 Oct
Cheerful 3-bedroom cottage with woodstove
Exterior

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
United States
Kimberly
The price is AU$159
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Great Barrington
Exterior

4. 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, (825 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
The price is AU$195
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

5. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (913 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is AU$121
includes taxes & fees
20 Sept - 21 Sept
Monument Mountain Motel
Exterior

6. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (446 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is AU$170
includes taxes & fees
20 Sept - 21 Sept
Locust Tree Bed and Breakfast LLC
Exterior

7. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is AU$118
includes taxes & fees
23 Sept - 24 Sept
Travelodge by Wyndham Great Barrington Berkshires
Exterior

8. 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, (811 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
The price is AU$305
includes taxes & fees
23 Sept - 24 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior

9. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (54 reviews)
"great place!"
United States
ERIK
The price is AU$223
includes taxes & fees
20 Oct - 21 Oct
East Rock Inn
Restaurant

10. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (140 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
The price is AU$282
includes taxes & fees
21 Sept - 22 Sept
Little Cat Lodge
Front of property

11. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (612 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is AU$162
includes taxes & fees
19 Oct - 20 Oct
The Little Lion
Exterior

12. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (269 reviews)
"Whenever I'm in Copake, I stay at the Alander!"
United States
Phil
The price is AU$227
includes taxes & fees
20 Sept - 21 Sept
the Alander
Front of property

13. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (220 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is AU$233
includes taxes & fees
20 Oct - 21 Oct
Blackberry River Inn
Front of property – evening/night

14. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
The price is AU$340
includes taxes & fees
20 Sept - 21 Sept
Gedney Farm
Exterior

15. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (154 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is AU$213
includes taxes & fees
12 Oct - 13 Oct
The Brooks Motel
Terrace/patio

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

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.6 out of 10, Exceptional, (4 reviews)
"Great location, great property, great host"
United States
Shelly B.
The price is AU$235
includes taxes & fees
27 Sept - 28 Sept
Cozy 1-bedroom studio in serene Great Barrington with AC
Front of property

17. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is AU$352
includes taxes & fees
27 Sept - 28 Sept
Granville House
Desk, iron/ironing board, free cots/infant beds, rollaway beds

18. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (698 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is AU$109
includes taxes & fees
27 Sept - 28 Sept
Econo Lodge Lee - Great Barrington
Exterior

19. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"Great location for a trip to Tanglewood! Clean room, decent bedding, free breakfast, workout room, close to good restaurants. Would stay again"
United States
Wendy
The price is AU$172
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Lee - Lenox South
Property grounds

20. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
United States
James
The price is AU$311
includes taxes & fees
28 Sept - 29 Sept
The Red Lion Inn
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

Berkshires Untold

Berkshires Untold

8/10 Good
"Stayed here for overnight after seeing a show at Tanglewood. Very nice hotel. Clean, comfortable, well-run. Although we didn’t have a chance to use it, they have a cozy bar/restaurant/lounge area. Breakfast is offered but not included. Extremely convenient location for Tanglewood and any other activities in the Lenox area. Very good value. I’d stay there again."
Claire 1-night trip
Posted 9 hours ago
Berkshires Untold

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
5,454
Accommodation
111 Cottages
Lowest Price
AU$109
Highest Price
AU$607

Frequently asked questions

How much do cottages in Sheffield cost?
Expect to pay between AU$109 and AU$607 per night for cottages in Sheffield. Whatever your budget, a wonderful stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Sheffield?
There are 111 cottages in Sheffield. No matter if you're taking a trip with the kids or planning a getaway with your pals, Expedia can help you find the right place to enjoy nature's beauty.
What is there to do in Sheffield near my cottage?
There are lots of superb things to see and do in Sheffield. Discover well-known attractions like Ski Butternut, Bash Bish Falls State Park and Mahaiwe Performing Arts Centre. Umpachene Falls Park, Mount Everett State Reservation and Les Trois Emme Winery are other must-see's.