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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25
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, (56 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is P10,681
P11,931 total
includes taxes & fees
Jul 7 - Jul 8
Wilder House Berkshires
View from room

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is P7,831
P8,747 total
includes taxes & fees
Jul 6 - Jul 7
The Yankee Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (427 reviews)
"Below average B&B"
United States
Larry
The price is P6,464
P7,434 total
includes taxes & fees
Jul 5 - Jul 6
Locust Tree Bed and Breakfast LLC
BBQ/picnic area

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.0 out of 10, Wonderful, (4 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is P11,802
P13,182 total
includes taxes & fees
Jul 30 - Jul 31
Berkshire Lake Lodge
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is P6,960
P7,774 total
includes taxes & fees
Aug 2 - Aug 3
Quality Inn Great Barrington
Exterior

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (120 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is P9,696
P10,831 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Front of property

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (573 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is P6,895
P7,702 total
includes taxes & fees
Jul 5 - Jul 6
The Little Lion
Front of property

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is P9,585
P11,023 total
includes taxes & fees
Jul 5 - Jul 6
Blackberry River Inn
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (998 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is P10,150
P11,338 total
includes taxes & fees
Jul 29 - Jul 30
Berkshires Untold
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very Good, (11 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is P9,007
P10,060 total
includes taxes & fees
Jul 5 - Jul 6
Hideaway Inn Lenox
Exterior

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (49 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is P9,547
P10,664 total
includes taxes & fees
Jul 21 - Jul 22
East Rock Inn
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (876 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is P6,843
P7,644 total
includes taxes & fees
Jul 5 - Jul 6
Monument Mountain Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P11,020
P12,089 total
includes taxes & fees
Jul 8 - Jul 9
Shaker Mill Inn
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,004 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is P10,352
P11,563 total
includes taxes & fees
Jul 6 - Jul 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

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)
"It was a clean, friendly hotel."
United States
Cheri
The price is P8,320
P9,294 total
includes taxes & fees
Aug 2 - Aug 3
Quality Inn Lee - Lenox South
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,011 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is P8,227
P10,564 total
includes taxes & fees
Aug 2 - Aug 3
Berkshire Mountain Lodge
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"Clean room and breakfast"
United States
Raphael
The price is P11,968
P16,119 total
includes taxes & fees
Jul 16 - Jul 17
The Red Lion Inn
Interior

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (418 reviews)
"Nice place for a stay"
United States
Jay
The price is P6,095
P6,808 total
includes taxes & fees
Jul 22 - Jul 23
Sunset 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We stayed overnight in a king suite. It was very well-equipped and spacious and we wished we were staying longer. The staff are very friendly and the location is great - near a grocery store and great specialty market, restaurants, and a short drive to Tanglewood and other attractions. We didn’t use the resort amenities, but will check them out next time!"
Nancy 1-night trip
Posted 3 hours ago
Berkshire Mountain Lodge

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
10,204
Accommodation
73 Cottages
Lowest Price
P6,808
Highest Price
P16,119

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between P6,808 and P16,119 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 73 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 accommodations 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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