Sheffield Hotels from S$97

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Top 10 trending Sheffield hotels

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
The price is S$220
includes taxes & fees
30 Jun - 1 Jul
Wilder House Berkshires

Becket Motel

2.5 star property
6.6 out of 10, (55)
"Comfortable stay "
The price is S$188
includes taxes & fees
29 Jun - 30 Jun
Becket Motel

Manor House Inn

3.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent bed and breakfast, room was clean and comfortable."
The price is S$423
includes taxes & fees
23 Jun - 24 Jun
Manor House Inn

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (108)
"Very helpful and friendly staff"
The price is S$246
includes taxes & fees
24 Jun - 25 Jun
Blackberry River Inn

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"
Gedney Farm

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$450
includes taxes & fees
23 Jun - 24 Jun
The Old Inn On The Green

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (386)
"A positively delightful B&B in a beautiful town. "
The price is S$155
includes taxes & fees
23 Jun - 24 Jun
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

2.5 star property
6.2 out of 10, (49)
"It was all I needed Hosts were very gracious. "
The price is S$192
includes taxes & fees
23 Jun - 24 Jun
Hitching Post Country Motel

Pilgrim Inn

2.5 star property
5.8 out of 10, (308)
"Great location but no staff at check-in or checkout!"
The price is S$118
includes taxes & fees
23 Jun - 24 Jun
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Friendly staff, easy parking"
The price is S$154
includes taxes & fees
7 Jul - 8 Jul
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (381)
"The room was clean and perfect for our stay."
The price is S$134
includes taxes & fees
9 Jul - 10 Jul
Sunset Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"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

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (599)
"Affordable"
The price is S$97
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Lee - Great Barrington

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (134)
"Great scenic location for hiking, etc Property, rooms and hosts are wonderful."
The price is S$295
includes taxes & fees
23 Jun - 24 Jun
Cornwall Inn and Lodge

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (126)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Very good service and breakfast!"
The price is S$183
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is S$198
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The price is S$330
includes taxes & fees
13 Jul - 14 Jul
The Ponds at Foxhollow

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is S$300
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$282
includes taxes & fees
25 Jun - 26 Jun
Hilton Garden Inn Lenox Pittsfield
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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Learn more about Sheffield

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Frequently asked questions

Where is the best place to stay in Sheffield?

Located 5.7 mi (9.2 km) from the heart of Sheffield, Quality Inn is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are The Yankee, Trademark Collection by Wyndham and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG. 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?

The Yankee, Trademark Collection by Wyndham: Provides a seasonal outdoor pool, an indoor pool and buffet. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Red Lion Inn 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.