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Compare 1,182 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (13)
"A stunning Bed and Breakfast! Good alliance between old and new :) - exquisite decor. "
The price is SAR 508
SAR 568 total
includes taxes & fees
23 Jan - 24 Jan
Wilder House Berkshires

Race Brook Lodge

2.0 star property
8.6 out of 10, Excellent, (30)
"Amazing experience in every aspect!"
Race Brook Lodge

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is SAR 588
SAR 676 total
includes taxes & fees
20 Jan - 21 Jan
Blackberry River Inn

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 SAR 888
SAR 1,097 total
includes taxes & fees
19 Jan - 20 Jan
Gedney Farm

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!). Can’t wait to return to this enchanting inn! "
The price is SAR 994
SAR 1,200 total
includes taxes & fees
19 Jan - 20 Jan
The Old Inn On The Green

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (374)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is SAR 394
SAR 453 total
includes taxes & fees
19 Jan - 20 Jan
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is SAR 488
SAR 561 total
includes taxes & fees
19 Jan - 20 Jan
Hitching Post Country Motel

Pilgrim Inn

2.5 star property
5.8 out of 10, (299)
"Room was clean and spacious. Loved it had a microwave and refrigerator. Didn’t like the check-in and check-out process. No one at front desk to communicate with. "
The price is SAR 184
SAR 205 total
includes taxes & fees
21 Jan - 22 Jan
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice and clean rooms, great variety of free breakfast selections"
The price is SAR 313
SAR 349 total
includes taxes & fees
3 Feb - 4 Feb
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"Quick and easy check in! The manager was friendly and helpful. "
The price is SAR 288
SAR 322 total
includes taxes & fees
22 Jan - 23 Jan
Sunset Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"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
19 Jan - 20 Jan
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (582)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is SAR 225
SAR 251 total
includes taxes & fees
19 Jan - 20 Jan
Econo Lodge Lee - Great Barrington

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (126)
"My daughter and I had a lovely weekend attending a wedding - staying at the Cornwall inn was like being home, coming back to the NWC and staying at a comfortable inn was perfect"
The price is SAR 747
SAR 859 total
includes taxes & fees
19 Jan - 20 Jan
Cornwall Inn and Lodge

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (121)
"Great location "
The price is SAR 1,009
SAR 1,127 total
includes taxes & fees
26 Jan - 27 Jan
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Close to Dunkin"
The price is SAR 380
SAR 424 total
includes taxes & fees
24 Jan - 25 Jan
The Black Swan Lee - Lenox, Ascend Hotel Collection

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (585)
"Great place for a quiet winter break. Kitchen was well-equipped and everything was in working order and spotlessly clean"
The price is SAR 446
SAR 551 total
includes taxes & fees
27 Jan - 28 Jan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (239)
"Amazing breakfast!"
The price is SAR 525
SAR 616 total
includes taxes & fees
24 Jan - 25 Jan
Lakehouse Inn

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is SAR 867
SAR 969 total
includes taxes & fees
14 Feb - 15 Feb
The Ponds at Foxhollow by Capital Vacations

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (623)
"Excellent place "
The price is SAR 540
SAR 603 total
includes taxes & fees
29 Jan - 30 Jan
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is SAR 259
SAR 289 total
includes taxes & fees
19 Jan - 20 Jan
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?

Race Brook Lodge is one of the top choices for your stay based on our traveler data. This hotel offers 2 bars and a restaurant. Other good choices for your trip to the area are Life House Berkshires and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Sheffield.

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

Peace and quiet on the lake: This vacation home rental outside of Sheffield is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. 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?

Race Brook Lodge : Features 2 bars, a seasonal outdoor pool, and free self parking. The Yankee, Trademark Collection by Wyndham and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel 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 27 hotels and other accommodations to choose from. Find out more about Sheffield.

What should I see while I'm in Sheffield?

Natural beauty is on display at Bartholomews Cobble, Mount Everett State Reservation, and Housatonic River. A couple of additional sights to add to your agenda are Three Mile Pond Wildlife Management Area and Thom Reed UFO Monument Park. 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.