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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Motels in Sheffield

Howard Johnson by Wyndham Lenox
Stylish motel with a central entrance and two wings, featuring individual rooms with doors and windows.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is NZ$148
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
Econo Lodge Lee - Great Barrington
Relax in comfort with a large bed, two bedside tables, and a balcony with a view.

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is NZ$120
includes taxes & fees
24 Aug - 25 Aug
Econo Lodge Lee - Great Barrington
Monument Mountain Motel
Comfortable retreat with a neatly made bed, wall-mounted lamps, and a convenient nightstand.

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (736)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel
Hitching Post Country Motel
Experience the tranquil atmosphere of the Hitching Post Motel, surrounded by lush greenery and beautifully maintained gardens.

Hitching Post Country Motel

2.5 star property
6.6 out of 10, (59)
"It was all I needed Hosts were very gracious. "
The price is NZ$251
includes taxes & fees
12 Aug - 13 Aug
Hitching Post Country Motel
Berkshire Travel Lodge
Enjoy a refreshing swim in our pool, surrounded by lush greenery and a serene landscape.

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (431)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
The price is NZ$127
includes taxes & fees
12 Aug - 13 Aug
Berkshire Travel Lodge
Travelodge by Wyndham Great Barrington Berkshires
Relax in this inviting room with a large bed, flat-screen TV, and comfortable chair.

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (537)
"Excellent location, friendly service, clean, comfortable room."
The price is NZ$141
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
The Little Lion
Guests can enjoy a serene outdoor setting with a tranquil lawn and a charming two-story building in the background.

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (527)
"Comfy, quiet, and clean "
The price is NZ$279
includes taxes & fees
1 Sept - 2 Sept
The Little Lion
Pleasant Valley Motel West Stockbridge
Orchids bloom in a serene, well-maintained setting.

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (991)
"Clean and convenient. Great value."
The price is NZ$128
includes taxes & fees
17 Aug - 18 Aug
Pleasant Valley Motel West Stockbridge
Wagon Wheel Inn
Enjoy a serene outdoor setting with two picnic tables on a well-maintained lawn.

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is NZ$223
includes taxes & fees
12 Aug - 13 Aug
Wagon Wheel Inn
Chatham Travel Lodge
Stroll through the serene garden, surrounded by lush greenery and vibrant flowers beneath a charming pergola.

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (190)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night stopover."
The price is NZ$218
includes taxes & fees
12 Aug - 13 Aug
Chatham Travel Lodge
Sunset Inn
Enjoy a refreshing swim in our pool surrounded by a tiled edge.

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is NZ$196
includes taxes & fees
18 Aug - 19 Aug
Sunset Inn
The Brooks Motel
Two beds with white bedding, a unique wall paneling, and a cozy reading area.

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (94)
"Basic, clean and good value for the money."
The price is NZ$264
includes taxes & fees
20 Aug - 21 Aug
The Brooks Motel
East Rock Inn
Enjoy cooking in this well-equipped kitchen with a central island and bar stools, featuring a refrigerator, microwave, and oven.

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is NZ$279
includes taxes & fees
1 Sept - 2 Sept
East Rock Inn
Becket Motel
Stunning residential building with a flat roof and symmetrical facade, featuring six windows and a central door.

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is NZ$233
includes taxes & fees
20 Aug - 21 Aug
Becket Motel
Lantern House Motel
Surrounded by a white picket fence, this serene gazebo features a central lantern and comfortable seating for relaxation.

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
Relax in style with two Adirondack chairs and a small table on a patio.

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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Top Sheffield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We love the Red Lion. And had two excellent meals around our trips to Tanglewood concerts. We stayed at the Stevens house room 184. Sunny, sweet, fridge downstairs was helpful to store picnic items/wine. But the bed is soft and the bathtub was plastic insert which was unexpected for the cost per night, but more so the smell of mildew. "
Anonymous traveller 2-night trip
Posted 2 days ago
The Red Lion Inn

Frequently asked questions

What can I expect from a motel trip to Sheffield?
If you're having a hard time finding motels in Sheffield, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 35 hotels and other accommodation options. Simply use our search tools to filter by price per night or money-saving amenities such as free parking and free airport transport.
What are motels like?
Motel properties often have free parking, and many have outdoor pools. Often one or two storeys high, motel properties usually have exterior corridors overlooking the car park or an outdoor pool. The first motels popped up in the 1920s as a convenient place to stay for the tired traveller taking a road trip along the major roadways of America.
What are the best motels in Sheffield?
Here are some of our customers' favourite motels to choose from in the larger area. Howard Johnson by Wyndham Lenox is located 33.4 km from the heart of Sheffield. Enjoy access to the 24-hour front desk, and freebies including WiFi and self-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. Wagon Wheel Inn: Enjoy access to the coffee/tea in common areas, and freebies including WiFi and self-parking. Located 20.8 mi (33.5 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 such as breakfast, WiFi and self-parking are available during your stay. 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 self-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, Hoffman's Pottery and Charles H. Baldwin & Sons. During your trip, here are some other places to visit: Magnolia Bluffs Casino, Lime Kiln Farm Wildlife Sanctuary and Three Mile Pond Wildlife Management Area.
What's the seasonal weather like in Sheffield?
Weather can make or break a road trip, 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are my options for getting around Sheffield while 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) from the city centre. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.