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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept
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, (50 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
United States
Allison
The price is NZ$324
includes taxes & fees
7 June - 8 June
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 NZ$1,147
includes taxes & fees
2 June - 3 June
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 NZ$828
includes taxes & fees
1 June - 2 June
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, (1,001 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is NZ$235
includes taxes & fees
3 June - 4 June
The Yankee Inn
Exterior

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is NZ$173
includes taxes & fees
23 June - 24 June
Quality Inn Great Barrington
Exterior

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (859 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 NZ$144
includes taxes & fees
2 June - 3 June
Monument Mountain Motel
Exterior

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
The price is NZ$235
includes taxes & fees
1 June - 2 June
Berkshire Lake Lodge
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (960 reviews)
"Great location and resort. Very happy with accommodation's"
United States
Robert
The price is NZ$264
includes taxes & fees
3 June - 4 June
Berkshire Mountain Lodge
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (457 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NZ$251
includes taxes & fees
1 June - 2 June
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, (99 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 NZ$252
includes taxes & fees
4 June - 5 June
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (965 reviews)
"Friendly good location"
United States
Vivian
The price is NZ$200
includes taxes & fees
3 June - 4 June
Berkshires Untold
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, (580 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 NZ$147
includes taxes & fees
1 June - 2 June
Travelodge by Wyndham Great Barrington Berkshires
Front of property

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (184 reviews)
"beautiful inn"
United States
Maura
The price is NZ$278
includes taxes & fees
14 June - 15 June
Blackberry River Inn
View from property

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (467 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 NZ$123
includes taxes & fees
1 June - 2 June
Berkshire Travel Lodge
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 NZ$211
includes taxes & fees
2 June - 3 June
Quality Inn Lee - Lenox South
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (860 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is NZ$147
includes taxes & fees
1 June - 2 June
Howard Johnson by Wyndham Lenox
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 NZ$185
includes taxes & fees
2 June - 3 June
The Little Lion
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Best that can be said is that it was clean. The shower was ok. No on-site staff, we had to check in using a Ring doorbell and bad phone connection. The baseboard heat control required me to get on the floor and crawl into the corner of the room behind the fridge. And the room didn’t look at all like the picture on Expedia. Stay here if you have no other choice."
United States
Andrew
The price is NZ$219
includes taxes & fees
3 June - 4 June
Becket 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 NZ$202
includes taxes & fees
3 June - 4 June
Locust Tree Bed and Breakfast LLC
Exterior

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, (766 reviews)
"Above average hotel breakfast. Very clean hotel."
United States
Helen
The price is NZ$254
includes taxes & fees
9 June - 10 June
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"Immaculately clean, comfortable bed; the two most important things. We've stayed at more charming places in Great Barrington, but our usual B&B required two nights and we only wanted one. Nothing fancy, no frills, but ultimately quite satisfactory. We would stay here again. P.S. we found some charm and a nice breakfast at the Holli Cafe."
Justine 1-night trip
Posted 10 hours ago
Monument Mountain Motel

Find out more about Sheffield

Sheffield Cottages information

Number of reviews
10,346
Accommodation
117 Cottages
Lowest Price
NZ$123
Highest Price
NZ$1,147

Frequently asked questions

How much do cottages in Sheffield cost?
Cottages in Sheffield range between NZ$123 and NZ$1,147 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 117 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.
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.