Search Cottages in Sheffield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

Exterior

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (51 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
United States
Allison
The price is 5.078.404 ₫
5.672.577 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Wilder House Berkshires
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (862 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is 2.026.170 ₫
2.263.412 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Monument Mountain Motel
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Great Place!!!"
United States
page
The price is 2.764.755 ₫
3.179.468 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Locust Tree Bed and Breakfast LLC
View from property

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is 1.729.683 ₫
1.937.435 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Berkshire Travel Lodge
Exterior

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is 2.080.149 ₫
2.323.526 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Travelodge by Wyndham Great Barrington Berkshires
Children’s activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is 1.685.184 ₫
1.848.647 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Pleasant Valley Motel West Stockbridge
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is 2.477.559 ₫
2.767.332 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Quality Inn Great Barrington
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (863 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is 2.080.149 ₫
2.323.526 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Howard Johnson by Wyndham Lenox
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (961 reviews)
"Great location and resort. Very happy with accommodation's"
United States
Robert
The price is 3.204.230 ₫
4.167.628 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Berkshire Mountain Lodge
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (970 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
The price is 3.287.859 ₫
3.672.538 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Berkshires Untold
View from room

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is 2.928.007 ₫
3.270.573 ₫ total
includes taxes & fees
23 Jun - 24 Jun
The Yankee Inn
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is 2.501.445 ₫
3.676.467 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Becket Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 4.004.136 ₫
4.392.537 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Shaker Mill Inn
Exterior

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is 3.477.276 ₫
3.884.012 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is 2.317.128 ₫
2.588.233 ₫ total
includes taxes & fees
17 Jun - 18 Jun
The Little Lion
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is 3.226.864 ₫
3.604.451 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Quality Inn Lee - Lenox South
Front of property

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (87 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is 3.423.030 ₫
3.936.485 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Hitching Post Country Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sheffield Hotel Reviews

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Clean room. Easy check-in. Great parking. Great location. Some people"
Loryann 1-night trip
Posted 14 hours ago
Monument Mountain Motel

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
9,981
Accommodation
76 Cottages
Lowest Price
1.848.647 ₫
Highest Price
5.672.577 ₫

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between 1.848.647 ₫ and 5.672.577 ₫ 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 76 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.