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Check prices for these dates

Tonight
21 Feb - 22 Feb
Tomorrow
22 Feb - 23 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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Compare 1,192 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Wilder House Berkshires
Breakfast meal

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 AED 592
AED 661 total
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 AED 338
AED 501 total
includes taxes & fees
22 Feb - 23 Feb
Becket Motel
Blackberry River Inn
Breakfast meal

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (98)
"So charming, friendly staff, perfectly comfortable. We had the best stay. "
The price is AED 604
AED 694 total
includes taxes & fees
24 Feb - 25 Feb
Blackberry River Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (118)
"A perfect little getaway! "
The price is AED 915
AED 1,124 total
includes taxes & fees
24 Feb - 25 Feb
Gedney Farm
The Old Inn On The Green
Room

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (82)
"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "
The price is AED 973
AED 1,175 total
includes taxes & fees
23 Feb - 24 Feb
The Old Inn On The Green
Locust Tree Bed and Breakfast LLC
Exterior

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 AED 386
AED 444 total
includes taxes & fees
22 Feb - 23 Feb
Locust Tree Bed and Breakfast LLC
Hitching Post Country Motel
Front of property

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is AED 477
AED 549 total
includes taxes & fees
22 Feb - 23 Feb
Hitching Post Country Motel
Pilgrim Inn
Front of property

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 AED 253
AED 283 total
includes taxes & fees
24 Feb - 25 Feb
Pilgrim Inn
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is AED 309
AED 345 total
includes taxes & fees
9 Mar - 10 Mar
Quality Inn
Sunset Inn
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 AED 264
AED 295 total
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 AED 698
AED 779 total
includes taxes & fees
23 Feb - 24 Feb
Chambery Inn
Econo Lodge Lee - Great Barrington
Exterior

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 AED 220
AED 246 total
includes taxes & fees
23 Feb - 24 Feb
Econo Lodge Lee - Great Barrington
Cornwall Inn and Lodge
Property grounds

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 AED 731
AED 841 total
includes taxes & fees
22 Feb - 23 Feb
Cornwall Inn and Lodge
Devonfield Inn B&B
Room

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is AED 915
AED 1,022 total
includes taxes & fees
4 Mar - 5 Mar
Devonfield Inn B&B
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, (1000)
"Two adults and a baby to enjoy winter wonderland: it worked very well! Very close to everything! "
The price is AED 403
AED 450 total
includes taxes & fees
4 Mar - 5 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (596)
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"
The price is AED 437
AED 540 total
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (247)
"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 AED 463
AED 543 total
includes taxes & fees
22 Feb - 23 Feb
Lakehouse Inn
Hilton Garden Inn Lenox Pittsfield
Exterior

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 AED 480
AED 536 total
includes taxes & fees
24 Feb - 25 Feb
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Exterior

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (599)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
22 Feb - 23 Feb
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is AED 290
AED 324 total
includes taxes & fees
23 Feb - 24 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 traveler data. This B&B offers free breakfast and free parking. Other good choices for your trip to the area are Life House Berkshires and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires. See all available top hotels, or vacation rentals in Sheffield.

What are some of the best vacation home rentals that Sheffield has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of Sheffield is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Sheffield.

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

Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.

Where can I learn more about changing or cancelling my trip to Sheffield?

To access more information about changing or cancelling your trip to Sheffield, go to https://www.expedia.com/service/.

What's the best place to stay near Ashley House?

Sheffield 1802 House is one of the top choices for your stay based on our traveler data, and this 3.5-star B&B offers free breakfast and free parking. It's located 3.2 mi (5.1 km) from Ashley House. Another good option is Locust Tree Bed and Breakfast, located 3.8 mi (6.2 km) away.

What about the best place to stay near Magnolia Bluffs Casino?

One of the top choices for your stay is Sheffield 1802 House, located 1.6 mi (2.6 km) from Magnolia Bluffs Casino, and this 3.5-star B&B offers free breakfast and free parking.

What are some accommodations with pools in Sheffield?

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires: Offers 2 indoor pools, 2 outdoor pools, and 2 restaurants. The Red Lion Inn and The Yankee, Trademark Collection by Wyndham are a couple of other choices that offer an onsite pool. View all hotels with pools in Sheffield.

What is the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

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 accommodations to choose from. Find out more about Sheffield.

What should I see while I'm 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 agenda are Magnolia Bluffs Casino and Ashley House. Check out what more to see and do in Expedia's Sheffield guide.

What's the weather like in Sheffield?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.