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May 14 - May 15
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Top hotels and accommodation in Sheffield

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 NZ$263
includes taxes & fees
15 May - 16 May
Lakehouse Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is NZ$462
includes taxes & fees
16 May - 17 May
Chambery Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (26)
"Cozy, comfortable, feels like you are staying at someone’s home that you love, but, lol with privacy! Breakfast is fabulous and eggs are made to order!"
The price is NZ$347
includes taxes & fees
20 May - 21 May
Blackberry River Inn
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Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (382)
"Perfect little country inn tucked in the Berkshires, convenient to the highway but off the beaten path on a quiet rural road. Our first floor suite was spacious, inviting, comfortable, and clearly designed with care. Would definitely return next time we’re in the area. "
The price is NZ$250
includes taxes & fees
16 May - 17 May
Shaker Mill Inn
Junior Suite
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 NZ$603
includes taxes & fees
15 May - 16 May
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 NZ$263
includes taxes & fees
15 May - 16 May
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 NZ$230
includes taxes & fees
27 May - 28 May
Race Brook Lodge
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (647)
"Employees were excellent. Very nice location to stay. Pool was nice and well kept "
The price is NZ$282
includes taxes & fees
28 May - 29 May
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)
"Even though it’s an older hotel I would definitely stay here again because of the service and location. Well appointed rooms and nice small lake area and common areas. The staff were so helpful and friendly- even found us a great place to walk!"
The price is NZ$188
includes taxes & fees
21 May - 22 May
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, (465)
"Great location. Shopping resorts restaurants"
The price is NZ$275
includes taxes & fees
20 May - 21 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (592)
"Great overnight stay. Cleanest place ever. "
The price is NZ$123
includes taxes & fees
16 May - 17 May
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 NZ$201
includes taxes & fees
15 May - 16 May
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 NZ$395
includes taxes & fees
15 May - 16 May
Little Cat Lodge
Outdoor pool, pool loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (882)
"."
The price is NZ$290
includes taxes & fees
16 May - 17 May
The Red Lion Inn
Standard Room
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 NZ$261
includes taxes & fees
20 May - 21 May
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 NZ$204
includes taxes & fees
16 May - 17 May
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 NZ$234
includes taxes & fees
10 Jun - 11 Jun
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)
"Nicely located to Lenox. Friendly greeting and very pleasant overreview of property. I was Upgraded to King room with no charge as hotel wasn't full. Large spacious period decor, with large soaking tub in generous barhriom. Sound travels through hallways, guest rooms and rooms above, as bedroom has areas rugs on hard wood floors. If you are a light sleeper, ask for top floor. "
The price is NZ$181
includes taxes & fees
16 May - 17 May
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 NZ$257
includes taxes & fees
23 May - 24 May
Apple Tree Inn
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Frequently asked questions

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'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 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 Thom Reed UFO Monument Park. 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 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.