Sheffield Hotels from S$99

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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Top 10 trending Sheffield hotels

Wilder House Berkshires
Premium bedding, individually decorated, individually furnished

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (16)
"Room was very cozy and beautiful. Brad was very helpful and pleasant. The breakfast was delicious. We had a great getaway. Thank you. "
The price is S$201
includes taxes & fees
23 Feb - 24 Feb
Wilder House Berkshires
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
The price is S$183
includes taxes & fees
18 Feb - 19 Feb
Becket Motel
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (97)
"We spent one night and loved the place. It's a beautiful, stately old inn. Our room was nicely appointed and very comfortable. Lucas made us feel at home, and cooked a marvelous breakfast. We'd highly recommend."
The price is S$253
includes taxes & fees
18 Feb - 19 Feb
Blackberry River Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (118)
"Absolutely a wonderful experience. It was just what i was looking for. Truly unique, very comfortable, surrounded by beauty and nature. Gracious host. Win, win. We will be back."
The price is S$410
includes taxes & fees
18 Feb - 19 Feb
Gedney Farm
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (81)
"2nd stay here, even nicer than the first (and the first was amazing!). Canā€™t wait to return to this enchanting inn! "
The price is S$428
includes taxes & fees
18 Feb - 19 Feb
The Old Inn On The Green
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (375)
"The host Heidi was friendly and fun to talk with at breakfast (I was travelling alone). She knows a lot about the area and history which was nice to hear. The house was quiet and clean and I'd stay here again."
The price is S$162
includes taxes & fees
18 Feb - 19 Feb
Locust Tree Bed and Breakfast LLC
Hitching Post Country Motel
Free WiFi, bed sheets

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is S$200
includes taxes & fees
18 Feb - 19 Feb
Hitching Post Country Motel
Pilgrim Inn
Individually decorated, individually furnished, desk, laptop workspace

Pilgrim Inn

2.5 star property
5.8 out of 10, (302)
"room was clean heater was noisy bed was too soft pillow mattress no shampoo dont think they checked on our room after 1st night no coffee, cups room 101"
The price is S$103
includes taxes & fees
19 Feb - 20 Feb
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is S$126
includes taxes & fees
2 Mar - 3 Mar
Quality Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is S$116
includes taxes & fees
1 Mar - 2 Mar
Sunset Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is S$284
includes taxes & fees
18 Feb - 19 Feb
Chambery Inn
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, (585)
"It was close to Butternut on a snowy day. Very good for the value and what it is."
The price is S$103
includes taxes & fees
18 Feb - 19 Feb
Econo Lodge Lee - Great Barrington
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (130)
"A charming spot by the river. A bit rustic, but very comfortable and clean and the host is attentive and friendly. Pretty much what you would expect..."
The price is S$307
includes taxes & fees
18 Feb - 19 Feb
Cornwall Inn and Lodge
Devonfield Inn B&B
Front of property ā€“ evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is S$373
includes taxes & fees
24 Feb - 25 Feb
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean. Very nice location. Would be beautiful in the summer. Would go there again "
The price is S$159
includes taxes & fees
23 Feb - 24 Feb
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires
Property amenity

Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires

3.5 star property
9.0 out of 10, Wonderful, (595)
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"
The price is S$197
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (245)
"We loved the history of the hotel and how well they preserved many features of the property. Loved the suite and view of the lake. Everyone that works there was very kind and attentive."
The price is S$198
includes taxes & fees
21 Feb - 22 Feb
Lakehouse Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (627)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is S$195
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (599)
"Great location. Pleasant staff."
The price is S$103
includes taxes & fees
18 Feb - 19 Feb
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is S$118
includes taxes & fees
18 Feb - 19 Feb
Howard Johnson by Wyndham Lenox
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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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 Life House Berkshires and Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires. 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?

Holiday Inn Club Vacations Oak nā€™ Spruce Resort in the Berkshires: Offers 2 indoor swimming pools, 2 outdoor swimming pools and 2 restaurants. The Red Lion Inn 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 29 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 Mount Everett State Reservation and Housatonic River exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Magnolia Bluffs Casino and Ashley House. 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 19Ā°C, while the coldest months are January and February, with an average of -2Ā°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.