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 HK$1,512
HK$1,689 total
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 HK$1,462
HK$3,455 total
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, (1,004 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 HK$794
HK$886 total
includes taxes & fees
18 Oct - 19 Oct
Quality Inn Great Barrington
Exterior

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is HK$604
HK$674 total
includes taxes & fees
21 Oct - 22 Oct
Monument Mountain Motel
Exterior

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, (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 HK$1,090
HK$1,218 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (447 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is HK$824
HK$947 total
includes taxes & fees
22 Sept - 23 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 HK$588
HK$657 total
includes taxes & fees
22 Sept - 23 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 HK$1,527
HK$1,706 total
includes taxes & fees
24 Sept - 25 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, (55 reviews)
"great place!"
United States
ERIK
The price is HK$1,214
HK$1,356 total
includes taxes & fees
22 Sept - 23 Sept
East Rock Inn
Restaurant

10. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (141 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 HK$1,405
HK$1,574 total
includes taxes & fees
22 Sept - 23 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 HK$812
HK$907 total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
Exterior

12. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (270 reviews)
"Whenever I'm in Copake, I stay at the Alander!"
United States
Phil
The price is HK$1,134
HK$1,270 total
includes taxes & fees
22 Sept - 23 Sept
the Alander
Front of property

13. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (221 reviews)
"The Inn is lovely and charming - and the breakfast was especially great."
United States
Rachel
The price is HK$1,177
HK$1,353 total
includes taxes & fees
22 Sept - 23 Sept
Blackberry River Inn
Exterior

14. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (156 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is HK$1,144
HK$1,281 total
includes taxes & fees
22 Sept - 23 Sept
The Brooks Motel
Terrace/patio

15. 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 HK$883
HK$1,293 total
includes taxes & fees
27 Sept - 28 Sept
Cozy 1-bedroom studio in serene Great Barrington with AC
Exterior

16. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,003 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 HK$860
HK$961 total
includes taxes & fees
19 Oct - 20 Oct
Quality Inn Lee - Lenox South
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 HK$1,757
HK$1,963 total
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, (699 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 HK$544
HK$607 total
includes taxes & fees
27 Sept - 28 Sept
Econo Lodge Lee - Great Barrington
Front of property – evening/night

19. 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 HK$1,800
HK$1,975 total
includes taxes & fees
22 Sept - 23 Sept
Gedney Farm
Exterior

20. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (44 reviews)
"Once I got the cabin I expected it was an amazing stay. Right on the water as shown on the website. I look forward to my next stay."
United States
Kellee
The price is HK$2,577
HK$3,141 total
includes taxes & fees
23 Sept - 24 Sept
Prospect Berkshires
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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"We enjoyed our stay and will likely stay again next time in the areas"
Thomas 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
5,025
Accommodation
111 Cottages
Lowest Price
HK$607
Highest Price
HK$3,455

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between HK$607 and HK$3,455 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were 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 besties, Expedia can help you find the ideal space to get back to nature.
Why book your cottage in Sheffield with Expedia?
We think a getaway should be a walk in the park, so if you're in search of cottages in Sheffield at a nice price, Expedia has your back. Save money and check in to an economical option far from the downtown buzz, or book a 5-star cottage to pamper your loved ones.
How can I find cheap cottages in Sheffield?
With Expedia's handy filter tool, booking cheap cottages in Sheffield has never been simpler. To find accommodation that are very pocket friendly, tailor your search results by budget, amenities and star rating.
What is there to do in Sheffield near my cottage?
After you've checked in to your hotel, get out and discover the incredible things Sheffield has for you to experience. Magnolia Bluffs Casino is a great attraction to add to your itinerary.

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