Find hotels in Sheffield, MA from ₩90,973

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May 14 - May 15
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May 15 - May 16
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May 17 - May 19
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May 24 - May 26

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Compare 1,145 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (152)
"The Lakehouse Inn is really cute, right on a lake with wonderful waterfront spaces. The bathroom situation is more European--toilet and shower in the bathroom, sink outside. There was no tub, not a problem for me but good to be aware of. The morning breakfast was delicious! I was greeted with a white wine sangria. It's conveniently located for roaming around Stockbridge, Great Barrington, etc. Close to the Norman Rockwell museum, Hancock Shaker Village, Edith Wharton estate. Would absolutely...
The price is ₩184,721
₩216,650 total
includes taxes & fees
May 15 - May 16
Lakehouse Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is ₩327,297
₩365,591 total
includes taxes & fees
Jun 2 - Jun 3
Chambery Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (26)
"Lucas was very accommodating and helpful. Pleasant and great place to stay. Great fresh breakfast!!"
The price is ₩248,346
₩285,598 total
includes taxes & fees
May 20 - May 21
Blackberry River Inn
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Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (382)
"This is a lovely place to say. Very warm and welcoming. The staff was very helpful and even brought a little doggy basket for my dog. It included a blanket, dog bowls treats and more!! Had a very very nice time. "
The price is ₩187,492
₩205,679 total
includes taxes & fees
May 15 - May 16
Shaker Mill Inn
Junior Suite | Premium bedding, individually decorated, desk, iron/ironing board
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (96)
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again. "
The price is ₩444,603
₩496,628 total
includes taxes & fees
May 22 - May 23
The Barrington
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (134)
"This is a charming and very pleasant place to stay."
The price is ₩194,189
₩216,912 total
includes taxes & fees
May 22 - May 23
Brook Farm Inn
Exterior
Race Brook Lodge
2.0 star property
9.4 out of 10, Exceptional, (8)
"It was quiet setting by the rooms are run down "
The price is ₩169,834
₩189,704 total
includes taxes & fees
May 27 - May 28
Race Brook Lodge
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (647)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"
The price is ₩207,982
₩232,315 total
includes taxes & fees
May 28 - May 29
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1001)
"My Family and I had a really great time. The staff were accommodating. The ambience was natural and peaceful. The air fresh and clean...and the lake, totally awesome. The building front is not as impressive but once you get inside, it is a completely immersive experience. The restaurant experience was splendid. Wasn't sure whether i would like it, but boy did I. :) will definitely return. "
The price is ₩138,374
₩154,563 total
includes taxes & fees
May 20 - May 21
The Black Swan Lee - Lenox, Ascend Hotel Collection
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (464)
"Great location. Shopping resorts restaurants"
The price is ₩190,153
₩226,081 total
includes taxes & fees
May 20 - May 21
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (592)
"Great stay for one night. "
The price is ₩90,973
₩101,616 total
includes taxes & fees
May 20 - May 21
Monument Mountain Motel
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (321)
"Great B&B … everything is easy, clean, friendly owners, great breakfast! "
The price is ₩143,641
₩165,187 total
includes taxes & fees
May 22 - May 23
Locust Tree Bed and Breakfast LLC
Seasonal outdoor pool
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (8)
"Booked a weekend stay at Little Cat Lodge for a girlfriends trip. The lodge was very cute and had just about everything we needed. Complimentary breakfast was also much appreciated. 3 women shared a 2-bed bedroom and it was great for size- we loved our little balcony. Would definitely recommend this spot! "
The price is ₩300,962
₩325,040 total
includes taxes & fees
May 27 - May 28
Little Cat Lodge
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (882)
"Stay was great"
The price is ₩186,390
₩238,766 total
includes taxes & fees
May 21 - May 22
The Red Lion Inn
Standard Room | Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is ₩192,616
₩215,152 total
includes taxes & fees
May 22 - May 23
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (384)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is ₩150,481
₩168,087 total
includes taxes & fees
May 22 - May 23
The Briarcliff Motel
Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"It was a great place to stay for the night. "
The price is ₩164,196
₩192,578 total
includes taxes & fees
Jun 10 - Jun 11
The Cornell Inn, Lenox
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Front of property
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (199)
"safe, clean, perfect location. Communicative hosts who ensured that someone would be on location when I arrived late. Continental breakfast was extensive and healthy. Will definitely be visiting again. "
The price is ₩133,519
₩149,140 total
includes taxes & fees
May 16 - May 17
The Lenox Collection
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very Good, (212)
"Absolutely gorgeous room. Wonderful staff, I felt like royalty. "
The price is ₩169,218
₩211,936 total
includes taxes & fees
May 23 - May 24
Apple Tree Inn
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See all available properties in Sheffield
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.

More cheap stays in Sheffield

Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA
The price is ₩90,973 per night from May 20 to May 21
₩90,973
per night
May 20 - May 21
8.8/10 Excellent! (591 reviews)

Stay near popular Sheffield attractions

Image for Magnolia Bluffs Casino

Magnolia Bluffs Casino

Why not roll the dice with a visit to Magnolia Bluffs Casino during your travels in Sheffield? Discover the area's breweries or seek out the hiking trails.

See properties
Magnolia Bluffs Casino

Sheffield hotels information

Number of reviews
4,986
Accommodation
1,145 hotels
Lowest Price
₩90,973
Highest Price
₩444,603

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 The Red Lion Inn and Life House 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 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 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 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 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 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.