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

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (697)
"My girlfriend and I had an exceptional stay at this motel. Arriving late, we were pleased to find that despite the office being closed, our check-in was made easy with an envelope left for us to access our room. The room itself was delightfully warm upon our arrival, a welcome relief from the chilly night. The bed was incredibly comfortable, offering a restful night's sleep, and the bathroom was a pleasant surprise with its modern upgrades. The hot water was plentiful, enhancing our relaxation....
The price is AED 244
AED 273 total
includes taxes & fees
8 Jan - 9 Jan
Monument Mountain Motel

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (446)
"It was fine for the price and location Would stay there again! "
The price is AED 281
AED 314 total
includes taxes & fees
20 Jan - 21 Jan
The Little Lion

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (705)
"The room was clean and spacious. The parking lot still had a lot of snow and especially ice"
The price is AED 290
AED 324 total
includes taxes & fees
8 Jan - 9 Jan
Howard Johnson by Wyndham Lenox

East Rock Inn

2.0 star property
9.2 out of 10, Wonderful, (14)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is AED 489
AED 547 total
includes taxes & fees
21 Jan - 22 Jan
East Rock Inn

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 AED 220
AED 246 total
includes taxes & fees
8 Jan - 9 Jan
Econo Lodge Lee - Great Barrington

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (513)
"Very clean and staff very helpful"
The price is AED 275
AED 308 total
includes taxes & fees
8 Jan - 9 Jan
Travelodge by Wyndham Great Barrington Berkshires

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
8 Jan - 9 Jan
Wagon Wheel Inn

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (388)
"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 AED 248
AED 268 total
includes taxes & fees
31 Jan - 1 Feb
Berkshire Travel Lodge

Chatham Travel Lodge

2.5 star property
7.4 out of 10, Good, (153)
"Great place, simple and well managed. I travel coast to coast not enough places like this."
The price is AED 404
AED 436 total
includes taxes & fees
14 Jan - 15 Jan
Chatham Travel Lodge

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (958)
"The room and bathroom were very clean. "
The price is AED 217
AED 238 total
includes taxes & fees
11 Jan - 12 Jan
Pleasant Valley Motel West Stockbridge

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

Hitching Post Country Motel

2.5 star property
6.0 out of 10, (40)
"Motel says it all. "
The price is AED 477
AED 549 total
includes taxes & fees
8 Jan - 9 Jan
Hitching Post Country Motel

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"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 AED 264
AED 295 total
includes taxes & fees
14 Jan - 15 Jan
Sunset Inn

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 AED 356
AED 521 total
includes taxes & fees
8 Jan - 9 Jan
Becket Motel

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

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

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

10.0 out of 10, Exceptional, (35)
"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 AED 871
AED 1,863 total
includes taxes & fees
8 Jan - 9 Jan
Cheerful 3-bedroom cottage with woodstove

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"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. The Little Lion: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Sheffield is 9.1 mi (14.6 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 20.7 mi (33.4 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, Bartholomews Cobble, and Mount Everett State Reservation. You’ll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, Hotchkiss Mobile Studio, and The Bookstore. During your trip, here are some other places to visit: Three Mile Pond Wildlife Management Area, Thom Reed UFO Monument Park, 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.