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12 Dec - 14 Dec
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Motels in Sheffield

Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
2 Dec - 3 Dec
Howard Johnson by Wyndham Lenox
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (560)
"The staff were very friendly and accommodating "
United States
Tom
The price is SAR 281
SAR 314 total
includes taxes & fees
3 Dec - 4 Dec
Travelodge by Wyndham Great Barrington Berkshires
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
The price is SAR 259
SAR 289 total
includes taxes & fees
2 Dec - 3 Dec
Wagon Wheel Inn
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is SAR 328
SAR 366 total
includes taxes & fees
2 Dec - 3 Dec
Sunset Inn
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is SAR 413
SAR 461 total
includes taxes & fees
1 Jan - 2 January 2026
The Little Lion
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is SAR 462
SAR 516 total
includes taxes & fees
16 Dec - 17 Dec
East Rock Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
The price is SAR 199
SAR 219 total
includes taxes & fees
1 Jan - 2 January 2026
Pleasant Valley Motel West Stockbridge
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
The Brooks Motel
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (648)
"Great place. , good staff "
United States
ketul
The price is SAR 220
SAR 246 total
includes taxes & fees
15 Dec - 16 Dec
Econo Lodge Lee - Great Barrington
Exterior
Chatham Travel Lodge

Chatham Travel Lodge

2.5 star property
Old Chatham
7.8 out of 10, Good, (211)
" Nice"
United States
Katherine
The price is SAR 435
SAR 487 total
includes taxes & fees
2 Dec - 3 Dec
Chatham Travel Lodge
Front of property
Becket Motel

Becket Motel

2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is SAR 335
SAR 500 total
includes taxes & fees
9 Dec - 10 Dec
Becket Motel
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (458)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is SAR 257
SAR 287 total
includes taxes & fees
2 Dec - 3 Dec
Berkshire Travel Lodge
Front of property
Hitching Post Country Motel

Hitching Post Country Motel

2.5 star property
Cornwall Bridge
6.6 out of 10, (79)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is SAR 488
SAR 561 total
includes taxes & fees
2 Dec - 3 Dec
Hitching Post Country Motel
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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Top Sheffield Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Great stay, great breakfast"
Peter 1-night trip
Posted 1 day ago
Hampton Inn & Suites Berkshires-Lenox

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 34 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 are some of Expedia customers' favorite motels in the larger area. Howard Johnson by Wyndham Lenox is located 20.7 mi (33.4 km) from the heart of Sheffield. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Monument Mountain Motel: Free WiFi, free parking, and a picnic area are available during your stay. Central Sheffield is 6.7 mi (10.8 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. The Brooks Motel: Central Sheffield is 9.2 mi (14.9 km) away. Free WiFi and free parking are available during your stay, along with room amenities like comfy beds. Travelodge by Wyndham Great Barrington Berkshires: 8.3 mi (13.4 km) from the heart of Sheffield. Enjoy access to the laundry facilities, and freebies including WiFi and parking.
What things can I to do in Sheffield?
These are some of the parks and outdoorsy places: Housatonic River, Thom Reed UFO Monument Park, and Bartholomews Cobble. 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 Mount Everett State Reservation.
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.