A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Sheffield motels

Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
The price is CA $95
CA $106 total
includes taxes & fees
Aug 5 - Aug 6
Berkshire Travel Lodge
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is CA $95
CA $104 total
includes taxes & fees
Jul 19 - Jul 20
Pleasant Valley Motel West Stockbridge
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (583 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $177
CA $198 total
includes taxes & fees
Aug 9 - Aug 10
The Little Lion
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (881 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is CA $156
CA $174 total
includes taxes & fees
Jul 30 - Jul 31
Monument Mountain Motel
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (425 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is CA $125
CA $140 total
includes taxes & fees
Jul 22 - Jul 23
Sunset Inn
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (885 reviews)
"Great place"
United States
Luciane
The price is CA $139
CA $155 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Lenox
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
The price is CA $157
CA $176 total
includes taxes & fees
Jul 21 - Jul 22
Chatham Travel Lodge
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.4 out of 10, Exceptional, (6 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is CA $286
CA $319 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Lake Lodge
WiFi (free), bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (98 reviews)
"Clean...cheap and comfortable bed"
United States
leo
The price is CA $183
CA $210 total
includes taxes & fees
Jul 21 - Jul 22
Hitching Post Country Motel
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is CA $139
CA $155 total
includes taxes & fees
Aug 2 - Aug 3
Travelodge by Wyndham Great Barrington Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (50 reviews)
"Virtual check in. I prefer real staff."
United States
Eleanor
The price is CA $238
CA $265 total
includes taxes & fees
Aug 3 - Aug 4
East Rock Inn
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is CA $148
CA $213 total
includes taxes & fees
Jul 20 - Jul 21
Becket Motel
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (145 reviews)
"Very cute motel off route 23 only a short distance to Great Barrington, very easy to get to staff were very nice and rooms were cleaned and well laid out!"
United States
Alexis
The price is CA $202
CA $226 total
includes taxes & fees
Jul 20 - Jul 21
The Brooks Motel
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
The price is CA $118
CA $132 total
includes taxes & fees
Aug 11 - Aug 12
Econo Lodge Lee - Great Barrington
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The staff were very friendly and helpful. It’s a rustic style hotel room but having the full kitchen was amazing! Great location and cozy room."
Jamie 2-night trip
Posted 11 hours ago
Berkshire Mountain Lodge

Find out more about Sheffield

Sheffield Motels information

Number of reviews
5,450
Accommodation
17 Motels
Lowest Price
CA $104
Highest Price
CA $319

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 29 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. The Little Lion is located 9.1 mi (14.6 km) from the heart of Sheffield. Enjoy access to the picnic area, and freebies including WiFi and parking. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk, and coffee in the lobby are available during your stay. Central Sheffield is 20.7 mi (33.4 km) away. Berkshire Travel Lodge: Enjoy access to the terrace, and freebies including breakfast, WiFi, and parking. Located 17.2 mi (27.7 km) from the heart of Sheffield. Econo Lodge Lee - Great Barrington: Central Sheffield is 12.6 mi (20.3 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Monument Mountain Motel: 6.7 mi (10.8 km) from the heart of Sheffield. Enjoy access to the picnic area, 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, Bartholomews Cobble, and Thom Reed UFO Monument Park. You'll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, Clarke Outdoors, and Laurel Lanes. During your trip, here are some other places to visit: Magnolia Bluffs Casino, Bartholomew's Cobble, 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.

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