Sheffield Hotels from S$91

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6 Jul - 7 Jul
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7 Jul - 8 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 trending Sheffield hotels

Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
The price is S$278
includes taxes & fees
10 Jul - 11 Jul
Wilder House Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Nice place to stay. Good breakfast. "
The price is S$229
includes taxes & fees
13 Jul - 14 Jul
The Yankee, Trademark Collection by Wyndham
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (485)
"Had a fantastic stay, love this property. Cant wsit to go back"
The price is S$249
includes taxes & fees
15 Jul - 16 Jul
The Constance by the Lenox Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place"
The price is S$253
includes taxes & fees
13 Jul - 14 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is S$263
includes taxes & fees
21 Jul - 22 Jul
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (665)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is S$237
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold
Lobby

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (624)
"Great place stay after an evening at Tanglewood!"
The price is S$562
includes taxes & fees
11 Jul - 12 Jul
Berkshires Untold
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is S$347
includes taxes & fees
4 Aug - 5 Aug
The Red Lion Inn
the Alander
American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (139)
"Loved our stay, staff very attentive and helpful!! "
The price is S$220
includes taxes & fees
14 Jul - 15 Jul
the Alander
The Brooks Motel
1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (81)
"Easy process. Clean room with comforable bed."
The price is S$182
includes taxes & fees
7 Jul - 8 Jul
The Brooks Motel
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (604)
"Good location. Nice for an evening after a show at Tanglewood. "
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (711)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is S$295
includes taxes & fees
8 Jul - 9 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (559)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is S$302
includes taxes & fees
13 Jul - 14 Jul
Courtyard by Marriott Lenox Berkshires
Chatham Travel Lodge
Exterior

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (177)
"Very conveniently located, clean and affordable "
The price is S$160
includes taxes & fees
7 Jul - 8 Jul
Chatham Travel Lodge
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is S$282
includes taxes & fees
15 Jul - 16 Jul
The Dewey
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (247)
"Wonderful ambience and people!"
The price is S$289
includes taxes & fees
15 Jul - 16 Jul
The Whitlock
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (502)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is S$154
includes taxes & fees
7 Jul - 8 Jul
Locust Tree Bed and Breakfast LLC
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (367)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (634)
"great place to stay"
The price is S$236
includes taxes & fees
10 Jul - 11 Jul
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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Family-friendly hotels in Sheffield you'll enjoy

Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (604)
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington

Hotels with a spa in Sheffield may fit your trip

Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (367)
Chambery 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.

Learn more about Sheffield

Love casinos and history? Get away to Sheffield!

See all hotels in Sheffield

Frequently asked questions

Where is the best place to stay in Sheffield?

Wilder House Berkshires is one of the top choices for your stay based on our traveller data. This B&B offers free breakfast and free parking. Two other options for your trip to the area are Quality Inn and Howard Johnson by Wyndham Lenox. See all available top hotels, or vacation rentals in Sheffield.

If I need to cancel my hotel reservation in Sheffield, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.

What are some accommodation options with pools in Sheffield?

Howard Johnson by Wyndham Lenox: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Yankee, Trademark Collection by Wyndham are a couple of other choices that feature an on-site pool. View all hotels with pools in Sheffield.

What's it like staying in Sheffield?

Visitors can enjoy all that Sheffield has to offer, including the casinos and local tours. In Sheffield, there are 32 hotels and other accommodation options to choose from. Find out more about Sheffield.

What are the top places to visit in Sheffield?

The picturesque setting of Housatonic River and Mount Everett State Reservation exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Magnolia Bluffs Casino and Thom Reed UFO Monument Park. Take a look at what more there is to see and do in Expedia's Sheffield guide.

What's the seasonal weather like in Sheffield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.