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Compare 16 Motels in Sheffield with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (703)
"Manager was helpful. The heating system was loud and although the manager tried to fix it , the noise disrupted sleep. "
The price is SAR 297
SAR 331 total
includes taxes & fees
1 Jan - 2 January 2025
Howard Johnson by Wyndham Lenox
Monument Mountain Motel
Room

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (691)
"went for a quick ski overnight. the motel was very clean, in good shape, quiet, pleasant check in/out experience, free coffee, everything in the room worked, the water was hot the pressure was good there was a fridge and microwave and blowdryer, comfy bed, plenty of hanging closet space, a little table and chair area by the front window, a nice view of the playground, good heating unit, and very convenient to everything you need and want to do here, and most of all affordable including my...
The price is SAR 250
SAR 279 total
includes taxes & fees
1 Jan - 2 January 2025
Monument Mountain Motel
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (443)
"The location was great, and being pet friendly was a Pius."
The price is SAR 287
SAR 321 total
includes taxes & fees
6 Jan - 7 January 2025
The Little Lion
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (581)
"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 252 total
includes taxes & fees
25 Dec - 26 Dec
Econo Lodge Lee - Great Barrington
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (512)
"Room was very clean and reception most welcome, and a very reasonable price and stay."
The price is SAR 259
SAR 290 total
includes taxes & fees
29 Dec - 30 Dec
Travelodge by Wyndham Great Barrington Berkshires
Chatham Travel Lodge
Balcony

Chatham Travel Lodge

2.5 star property
7.4 out of 10, Good, (151)
"Clean and comfortable. Staff pleasant helpful and attentive. Should have grab bars in shower and instructions to operate TV."
The price is SAR 361
SAR 389 total
includes taxes & fees
25 Dec - 26 Dec
Chatham Travel Lodge
Hitching Post Country Motel
Front of property

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is SAR 488
SAR 562 total
includes taxes & fees
25 Dec - 26 Dec
Hitching Post Country Motel
Wagon Wheel Inn
Exterior

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is SAR 259
SAR 290 total
includes taxes & fees
25 Dec - 26 Dec
Wagon Wheel Inn
Berkshire Travel Lodge
Exterior

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (387)
"Not the Ritz Carlton, but the manager was courteous and the room was clean and in decent shape. I'd stay there again."
The price is SAR 247
SAR 267 total
includes taxes & fees
6 Jan - 7 January 2025
Berkshire Travel Lodge
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (956)
"Well located near attractions "
The price is SAR 221
SAR 243 total
includes taxes & fees
28 Dec - 29 Dec
Pleasant Valley Motel West Stockbridge
The Brooks Motel
Room

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (64)
"Room extremely cold. One tiny register for a king suite. Took at least 10 minutes for shower hot water to heat up."
The Brooks Motel
East Rock Inn
Front of property

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (13)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is SAR 458
SAR 511 total
includes taxes & fees
6 Jan - 7 January 2025
East Rock Inn
Sunset Inn
Outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (376)
"When we arrived, the receptionist was pleasant and kind, our room was ready. When we asked for more towels, we did not have to wait for more than 5 minutes and we had them. The restaurant next door, Rose's cafe, is amazing!"
The price is SAR 300
SAR 335 total
includes taxes & fees
31 Dec - 1 January 2025
Sunset Inn
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
The price is SAR 346
SAR 512 total
includes taxes & fees
28 Dec - 29 Dec
Becket Motel
Lantern House Motel
Room

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
Iron Masters - Inn on Main
Front of property

Iron Masters - Inn on Main

2.5 star property
Iron Masters - Inn on Main
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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Other property types in Sheffield

Antique Farmhouse Totally Restored
Sunrise lights up the front of the house. Moon sets over the mountain.

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored
Cheerful 3-bedroom cottage with woodstove
great kitchen for cooking in

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (33)
"We stayed at this home about the same time last year and we were so happy with everything about it, we jumped at the opportunity to stay there again. The house has absolutely everything you'd need and is close to Canaan, CT and Great Barrington, MA and everything the Bershires have to offer. Sabrina is a great host and responded within minutes to any questions I had. We HIGHLY recommend this home."
The price is SAR 890
SAR 1,905 total
includes taxes & fees
5 Jan - 6 January 2025
Cheerful 3-bedroom cottage with woodstove
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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.

Frequently asked questions

What can I expect from a motel trip to Sheffield?
If you can’t find a motel in Sheffield, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 28 hotels and other accommodations. Simply filter using our search tools by price per night or cost-saving amenities such as free breakfast and free airport transportation.
What are motels like?
Motels often offer free parking, and many also feature an outdoor pool. Often one or two stories tall, motel properties usually have exterior corridors overlooking the parking lot or an outdoor pool. Motels began in the 1920s as a convenient place to stay for the weary traveler taking a road trip along America’s major roadways.
What are the best motels in Sheffield?
Here you’ll find some of Expedia customers’ favorite motels to choose from in the larger area. Howard Johnson by Wyndham Lenox: Free WiFi, free parking, and a 24-hour front desk are available during your stay. Central Sheffield is 20.7 mi (33.4 km) away. The Little Lion: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 9.1 mi (14.6 km) from the heart of Sheffield. Travelodge by Wyndham Great Barrington Berkshires: Central Sheffield is 8.3 mi (13.4 km) away. Free WiFi, free parking, and laundry facilities are available during your stay. Econo Lodge Lee - Great Barrington: 12.6 mi (20.3 km) from the heart of Sheffield. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking.
What things can I to do in Sheffield?
These are some of the parks and outdoorsy places: Housatonic River, Mount Everett State Reservation, and Thom Reed UFO Monument Park. You’ll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, The Bookstore, and Berkshire Scenic Railway Museum. During your trip, here are some other places to visit: Magnolia Bluffs Casino, Three Mile Pond Wildlife Management Area, and Lime Kiln Farm Wildlife Sanctuary.
What's the weather like in Sheffield?
Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Sheffield to help you plan yours: 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.
What are my options for getting around Sheffield when staying in a motel?
We’ve gathered some information about local transportation options in Sheffield to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.