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Compare 1,218 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is SAR 574
SAR 641 total
includes taxes & fees
21 May - 22 May
Wilder House Berkshires

Becket Motel

2.5 star property
6.6 out of 10, (55)
"Comfortable stay "
The price is SAR 356
SAR 524 total
includes taxes & fees
12 May - 13 May
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 SAR 1,166
SAR 1,294 total
includes taxes & fees
22 May - 23 May
Manor House Inn

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (100)
"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 SAR 624
SAR 717 total
includes taxes & fees
12 May - 13 May
Blackberry River Inn

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (119)
"Beautiful and rustic, less than 15 minutes to Butternut and Great Barrington."
The price is SAR 783
SAR 983 total
includes taxes & fees
12 May - 13 May
Gedney Farm

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (83)
"Beautiful place to stay "
The price is SAR 1,088
SAR 1,313 total
includes taxes & fees
12 May - 13 May
The Old Inn On The Green

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (378)
"Property is very clean, Bed was very comfortable, Owner is very attentive to stay and Breakfast is Amazing. Fresh eggs from her own hens. Will definitely return."
The price is SAR 394
SAR 453 total
includes taxes & fees
12 May - 13 May
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (41)
"Friendly check in, all as promised."
The price is SAR 488
SAR 561 total
includes taxes & fees
12 May - 13 May
Hitching Post Country Motel

Pilgrim Inn

2.5 star property
5.8 out of 10, (306)
"Very comfortable and in a convenient location"
The price is SAR 259
SAR 289 total
includes taxes & fees
12 May - 13 May
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very friendly staff!"
The price is SAR 379
SAR 424 total
includes taxes & fees
26 May - 27 May
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (381)
"We had a quick overnight in the area & this motel was a good value. Close to the highway & walking distance to restaurants, coffee & town. Check in was easy, staff is very kind & friendly. Our room was very basic but spacious & clean. We slept well. We would definitely stay here again. "
The price is SAR 321
SAR 358 total
includes taxes & fees
12 May - 13 May
Sunset Inn

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 SAR 713
SAR 796 total
includes taxes & fees
12 May - 13 May
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (590)
"Everyone was nice and the service was great"
The price is SAR 243
SAR 271 total
includes taxes & fees
18 May - 19 May
Econo Lodge Lee - Great Barrington

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (131)
"Great scenic location for hiking, etc Property, rooms and hosts are wonderful."
The price is SAR 746
SAR 858 total
includes taxes & fees
12 May - 13 May
Cornwall Inn and Lodge

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (125)
"Very enjoyable comfortable stay"
The price is SAR 1,009
SAR 1,127 total
includes taxes & fees
12 May - 13 May
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great location, friendly staff, and clean/comfortable room!"
The price is SAR 414
SAR 463 total
includes taxes & fees
18 May - 19 May
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, (631)
"Great for Family Vacation...will be back!"
The price is SAR 435
SAR 539 total
includes taxes & fees
12 May - 13 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (257)
"Wonderful Location"
The price is SAR 720
SAR 845 total
includes taxes & fees
25 May - 26 May
Lakehouse Inn

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (630)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 631
SAR 705 total
includes taxes & fees
29 May - 30 May
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (603)
"Great location. Pleasant staff."
The price is SAR 259
SAR 289 total
includes taxes & fees
12 May - 13 May
Wagon Wheel 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.
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Frequently asked questions

Where is the best place to stay in Sheffield?

Wilder House Berkshires is a favorite with Expedia customers. This B&B offers free breakfast and free parking. Race Brook Lodge is another top choice for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Sheffield.

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

Deluxe Queen Room with 2 Queen Beds: This vacation home rental outside of Sheffield is equipped with an outdoor pool, air-conditioning, and cable TV to help you feel comfortable during your stay. 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?

The Yankee, Trademark Collection by Wyndham: Offers 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 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 32 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 Housatonic River and Mount Everett State Reservation exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Magnolia Bluffs Casino and Three Mile Pond Wildlife Management Area. 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.