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Recommended hotels in Sheffield

Bed & Breakfast in Sheffield

Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (39)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is AU$274
includes taxes & fees
21 Dec - 22 Dec
Wilder House Berkshires
10.0 out of 10, Exceptional, (41)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AU$766
includes taxes & fees
4 Jan - 5 Jan 2026
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (9)
"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 AU$1,064
includes taxes & fees
21 Dec - 22 Dec
Guesthouse Cabin vacation rentals in Berkshire County

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is AU$157
includes taxes & fees
1 Jan - 2 Jan 2026
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is AU$181
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.0 star property
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is AU$134
includes taxes & fees
19 Dec - 20 Dec
Howard Johnson by Wyndham Lenox

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AU$169
includes taxes & fees
8 Jan - 9 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is AU$175
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox

Bed & Breakfast in East Canaan

Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AU$182
includes taxes & fees
17 Jan - 18 Jan 2026
Locust Tree Bed and Breakfast LLC

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
8.4 out of 10, Very good, (1003)
"Room was clean and comfortable; location was good with a breakfast restaurant next door. The in-house breakfast was OK, but we preferred an upgrade. Receptionist staff member was professional and pleasant. "
United States
Patrick
The price is AU$140
includes taxes & fees
11 Jan - 12 Jan 2026
Quality Inn Lee - Lenox South

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
The price is AU$228
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (805)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is AU$235
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is AU$228
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is AU$216
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield
2.0 star property
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is AU$127
includes taxes & fees
21 Dec - 22 Dec
Travelodge by Wyndham Great Barrington Berkshires

Lodge in Pittsfield

Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (789)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is AU$201
includes taxes & fees
11 Jan - 12 Jan 2026
Berkshire Mountain Lodge

Lodge in Copake

the Alander
2.5 star property
9.0 out of 10, Wonderful, (189)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is AU$202
includes taxes & fees
23 Dec - 24 Dec
the Alander

Bed & Breakfast in West Stockbridge

Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
The price is AU$181
includes taxes & fees
21 Dec - 22 Dec
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very good, (1000)
"Clean room, nice location "
United States
Devron
The price is AU$128
includes taxes & fees
31 Dec - 1 Jan 2026
Quality Inn Great Barrington
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

Find out more about Sheffield

Sheffield Caravan Parks information

Number of reviews
12,006
Accommodation
0 Caravan Parks
Lowest Price
AU$127
Highest Price
AU$1,064

Frequently asked questions

What makes Sheffield caravan parks special?
If you're planning a trip to Sheffield, booking a spot at a caravan park is an excellent way to get to know the area. Travellers like this area for both its casinos and its local tours. After you've settled in at the caravan park in Sheffield, get out into nature and make it a memorable trip.
What's there to see in Sheffield?
If you're looking for some ways to explore Sheffield while making the most of your travel budget, this destination has lots to offer. Spots where you'll find natural beauty on display include Housatonic River. Other places not to be missed include Magnolia Bluffs Casino, Three Mile Pond Wildlife Management Area and Ashley House.
What's it like staying in a Sheffield caravan park?
Staying at a motorhome park is a convenient choice for your trip to Sheffield. This type of accommodation offers a roomy space to park your motorhome and stay overnight where you're often surrounded by beautiful scenery. You and your friends can make use of the amenities provided by many caravan parks, such as charging stations, Wi-Fi and barbecue areas.

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