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Top hotels and accommodation in Sheffield

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (394)
"Nice property! a little dated but overall great for 1 night"
The price is NZ$200
includes taxes & fees
27 July - 28 July
Locust Tree Bed and Breakfast LLC

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Good basic convenient accommodation in a heavily touristy area."
The price is NZ$187
includes taxes & fees
6 Aug - 7 Aug
Quality Inn

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (26)
"Always perfect! "
The price is NZ$399
includes taxes & fees
27 July - 28 July
Wilder House Berkshires

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (731)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (525)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is NZ$224
includes taxes & fees
30 July - 31 July
Berkshire Mountain Lodge

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (118)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is NZ$316
includes taxes & fees
28 July - 29 July
Blackberry River Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (534)
"Small Room. Terrible beds. Awful bathroom. Horrible shower. "
The price is NZ$164
includes taxes & fees
27 July - 28 July
Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (765)
"Was great loved the jacuzzi tub "
The price is NZ$183
includes taxes & fees
27 July - 28 July
Howard Johnson by Wyndham Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Good lodgings in a great area to visit."
The price is NZ$297
includes taxes & fees
31 July - 1 Aug
Hampton Inn & Suites Berkshires-Lenox

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is NZ$328
includes taxes & fees
27 July - 28 July
Holiday Inn Express & Suites Pittsfield - Berkshires

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (27)
"Nice , new , quiet and clean room. Bed was very comfortable . Missed the human touch of having a traditional office to call when lost and ideas where to eat, etc. "
The price is NZ$254
includes taxes & fees
11 Aug - 12 Aug
East Rock Inn

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Loved the Yankee Inn!"
The price is NZ$236
includes taxes & fees
27 July - 28 July
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (640)
"We enjoyed the unique character and flavor of the hotel!"
The price is NZ$746
includes taxes & fees
25 July - 26 July
Berkshires Untold

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (985)
"Clean and convenient. Great value."
The price is NZ$126
includes taxes & fees
29 July - 30 July
Pleasant Valley Motel West Stockbridge

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (566)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is NZ$375
includes taxes & fees
24 Aug - 25 Aug
Courtyard by Marriott Lenox Berkshires

the Alander

2.5 star property
9.0 out of 10, Wonderful, (147)
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
The price is NZ$286
includes taxes & fees
29 July - 30 July
the Alander

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (416)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is NZ$309
includes taxes & fees
30 July - 31 July
Shaker Mill Inn

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (612)
"Convenient location for my trip"
The price is NZ$127
includes taxes & fees
27 July - 28 July
Wagon Wheel Inn

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful location!"
The price is NZ$360
includes taxes & fees
30 July - 31 July
The Black Swan Lee - Lenox, Ascend Hotel Collection
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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Stay near top Sheffield attractions

Magnolia Bluffs Casino

Magnolia Bluffs Casino

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

Learn more about Sheffield

Love casinos and history? Get away to Sheffield!

Top Sheffield Hotel Reviews

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 traveller data. This B&B offers free breakfast and free parking. Two other options for your trip to the area are Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Berkshires Untold. See all available top hotels, or vacation rentals in Sheffield.

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

Antique Farmhouse Totally Restored : This highly rated holiday home rental in Sheffield is located in a rural location, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 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 are some accommodation options with pools in Sheffield?

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Berkshire Mountain Lodge and The Red Lion Inn are a couple of other choices that feature an on-site pool. View all hotels with pools 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 34 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 Housatonic River and Mount Everett State Reservation 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.