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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct
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 €170
includes taxes & fees
7 Jul - 8 Jul
Wilder House Berkshires
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is €613
includes taxes & fees
29 Jun - 30 Jun
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is €440
includes taxes & fees
28 Jun - 29 Jun
Cheerful 3-bedroom cottage with woodstove
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 €141
includes taxes & fees
7 Jul - 8 Jul
The Yankee Inn
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is €130
includes taxes & fees
29 Jun - 30 Jun
Quality Inn Great Barrington
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (874 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 €109
includes taxes & fees
5 Jul - 6 Jul
Monument Mountain Motel
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, (424 reviews)
"Below average B&B"
United States
Larry
The price is €106
includes taxes & fees
28 Jun - 29 Jun
Locust Tree Bed and Breakfast LLC
Front of property

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (570 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is €118
includes taxes & fees
7 Jul - 8 Jul
The Little Lion
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is €91
includes taxes & fees
12 Jul - 13 Jul
Econo Lodge Lee - Great Barrington
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (999 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 €158
includes taxes & fees
26 Jul - 27 Jul
Berkshire Mountain 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, (587 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 €87
includes taxes & fees
29 Jun - 30 Jun
Travelodge by Wyndham Great Barrington Berkshires
Front of property

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (91 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is €131
includes taxes & fees
4 Jul - 5 Jul
Hitching Post Country Motel
Lounge

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (231 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is €168
includes taxes & fees
1 Jul - 2 Jul
the Alander
Exclusive Cottage

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (189 reviews)
"beautiful inn"
United States
Maura
The price is €158
includes taxes & fees
28 Jun - 29 Jun
Blackberry River Inn
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is €149
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Lee - Lenox South
BBQ/picnic Area

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is €159
includes taxes & fees
29 Jun - 30 Jun
Berkshire Lake Lodge
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, (113 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is €162
includes taxes & fees
7 Jul - 8 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 €177
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill Inn
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is €88
includes taxes & fees
29 Jun - 30 Jun
Howard Johnson by Wyndham Lenox
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 €201
includes taxes & fees
8 Jul - 9 Jul
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

10/10 Excellent
"I usually stay here and yes staff are nice and rooms are decent but I’ve seen a decline in amenities. Maybe the expense of things - bathrobe in room, water and snacks were what I was used to seeing .in the room."
Kimberly 1-night trip
Posted 6 hours ago
Berkshires Untold

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
10,171
Accommodation
119 Cottages
Lowest Price
€66
Highest Price
€218

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between €66 and €218 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 119 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.