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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug
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, (45 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is £122
includes taxes & fees
29 Apr - 30 Apr
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)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
United States
Tom S.
The price is £516
includes taxes & fees
26 Apr - 27 Apr
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, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is £368
includes taxes & fees
6 May - 7 May
Cheerful 3-bedroom cottage with woodstove
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, (416 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is £89
includes taxes & fees
26 Apr - 27 Apr
Locust Tree Bed and Breakfast LLC
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (911 reviews)
"Such a cool and affordable place to stay in the Berkshires. Great lobby/bar with a good restaurant."
United States
Kathy
The price is £80
includes taxes & fees
3 May - 4 May
Berkshires Untold
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)
"Great location "
United States
Edith
The price is £90
includes taxes & fees
26 Apr - 27 Apr
Quality Inn Lee - Lenox South
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is £52
includes taxes & fees
28 Apr - 29 Apr
Monument Mountain Motel
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (915 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is £85
includes taxes & fees
29 Apr - 30 Apr
Berkshire Mountain Lodge
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (851 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is £65
includes taxes & fees
27 Apr - 28 Apr
Howard Johnson by Wyndham Lenox
Exterior

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is £147
includes taxes & fees
3 May - 4 May
Element Lenox Berkshires
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is £142
includes taxes & fees
26 Apr - 27 Apr
The Berkshire Mountain Inn
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, (576 reviews)
"Clean"
United States
Brian
The price is £62
includes taxes & fees
28 Apr - 29 Apr
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (91 reviews)
"Clean rooms, friendly staff, pool was very clean and so is the hot tub. Breakfast was okay. Overall our stay was excellent. Highly recommended."
United States
Camille
The price is £108
includes taxes & fees
25 May - 26 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is £82
includes taxes & fees
27 Apr - 28 Apr
Shaker Mill Inn
Exterior

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is £55
includes taxes & fees
3 May - 4 May
Pleasant Valley Motel West Stockbridge
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,001 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is £62
includes taxes & fees
29 Apr - 30 Apr
Quality Inn Great Barrington
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place- beautiful views "
United States
Yanis
The price is £94
includes taxes & fees
11 May - 12 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is £278
includes taxes & fees
27 Apr - 28 Apr
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Front of property

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (556 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is £91
includes taxes & fees
26 Apr - 27 Apr
The Little Lion
Exterior

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
United States
Matthew F.
The price is £287
includes taxes & fees
29 Apr - 30 Apr
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
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
"The rooms also have a refrigerator. Everyone and everything was excellent! Very relaxing atmosphere and lots of outdoor seating and fire pits. "
Cathy 1-night trip
Posted 4 hours ago
Berkshires Untold

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
7,978
Accommodation
115 Cottages
Lowest Price
£52
Highest Price
£516

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between £52 and £516 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 115 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.