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

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Sheffield motels

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

1. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (905 reviews)
"This motel is simple but has everything that you need for an inexpensive stay near Great Barrington."
United States
Charlie
The price is CA $118
CA $132 total
includes taxes & fees
Sep 7 - Sep 8
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

2. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (610 reviews)
"Very basic. Clean linens and good bed, though mattress on the very firm side. Carpeting in halls and carpets and upholstery in room were very stained and shabby. For the price, even in this expensive area, we think guests should have a cleaner, less shabby experience! Staff were lovely though."
United States
Elspeth
The price is CA $116
CA $130 total
includes taxes & fees
Sep 24 - Sep 25
Travelodge by Wyndham Great Barrington Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

3. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (53 reviews)
"great place!"
United States
ERIK
The price is CA $204
CA $228 total
includes taxes & fees
Sep 30 - Oct 1
East Rock Inn
A large house with a balcony and a grassy yard.

4. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (606 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is CA $153
CA $171 total
includes taxes & fees
Sep 24 - Sep 25
The Little Lion
A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

5. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (152 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is CA $182
CA $204 total
includes taxes & fees
Sep 3 - Sep 4
The Brooks Motel
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

6. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (693 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $96
CA $107 total
includes taxes & fees
Sep 13 - Sep 14
Econo Lodge Lee - Great Barrington
A group of people performing yoga in an outdoor setting with grass and trees.

7. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,005 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $103
CA $113 total
includes taxes & fees
Sep 8 - Sep 9
Pleasant Valley Motel West Stockbridge
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

8. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (439 reviews)
"Host was very pleasant and extremely help with directions. Would definitely recommend"
United States
Joann
The price is CA $119
CA $133 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Inn

9. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (506 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is CA $94
CA $105 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Travel Lodge
A calm lake at dusk with a wooden dock and two chairs facing the water.

10. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (13 reviews)
"excellent lakeside view"
United States
mike
The price is CA $193
CA $215 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Lake Lodge
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (907 reviews)
"Stay again"
United States
irene
The price is CA $108
CA $121 total
includes taxes & fees
Sep 24 - Sep 25
Howard Johnson by Wyndham Lenox
A building with a flat roof, multiple windows, and a satellite dish.

12. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
The price is CA $130
CA $192 total
includes taxes & fees
Sep 8 - Sep 9
Becket Motel
A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

13. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (109 reviews)
"Classic 50's/60's motor lodge format. Clean and comfortable. The free WiFi is good to have because cellular data coverage is very sparse."
United States
Chris
The price is CA $180
CA $207 total
includes taxes & fees
Sep 8 - Sep 9
Hitching Post Country Motel
A wooden deck with white railings and hanging flower baskets.

14. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (240 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is CA $155
CA $174 total
includes taxes & fees
Sep 8 - Sep 9
Chatham Travel Lodge
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."
Barbara 1-night trip
Posted 7 hours ago
Berkshires Untold

Find out more about Sheffield

Sheffield Motels information

Number of reviews
5,032
Accommodation
17 Motels
Lowest Price
CA $105
Highest Price
CA $228

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 32 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 free parking, 24-hour front desk, and coffee in the lobby. The Little Lion: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Sheffield is 9.1 mi (14.6 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. 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. 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, Thom Reed UFO Monument Park, and Bartholomews Cobble. You'll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, Charles H. Baldwin & Sons, and Ebenezer II Gifts and Antiques. During your trip, here are some other places to visit: Three Mile Pond Wildlife Management Area, Ashley House, 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.

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