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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Winsted motels

Desk, free cribs/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1003)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is AED 309
AED 355 total
includes taxes & fees
14 Dec - 15 Dec
Days Inn by Wyndham Torrington
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, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
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, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is AED 275
AED 308 total
includes taxes & fees
11 Dec - 12 Dec
Travelodge by Wyndham Great Barrington Berkshires
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 AED 404
AED 451 total
includes taxes & fees
5 Jan - 6 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 AED 492
AED 550 total
includes taxes & fees
4 Jan - 5 January 2026
East Rock Inn
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 AED 335
AED 497 total
includes taxes & fees
26 Dec - 27 Dec
Becket Motel
Front of property
Hitching Post Country Motel

Hitching Post Country Motel

2.5 star property
Cornwall Bridge
6.6 out of 10, (80)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is AED 477
AED 549 total
includes taxes & fees
14 Dec - 15 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 Winsted Hotel Reviews

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Clean room, staff were friendly, helpful and kind. Quiet even with planes landing right next door. Can't compliment this place enough."
Christine 1-night trip
Posted 1 day ago
Sheraton Hartford Hotel at Bradley Airport

Frequently asked questions

What can I expect from a motel trip to Winsted?
If you can't find a motel in Winsted, let Expedia help you find motels or similar properties from over 777 accommodations in the larger area. Simply filter using our search tools by nightly room rate or cost-saving amenities such as free breakfast and free airport transportation.
What is a motel?
When you stay at a motel, you'll often find free parking and an outdoor pool. With a stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. The word "motel" was invented in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Winsted?
These are some of our customers' top motels in the larger area. Monument Mountain Motel is located 24.6 mi (39.6 km) from the heart of Winsted. Enjoy access to the picnic area, and freebies including WiFi and parking. Days Inn by Wyndham Torrington: A fitness center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Winsted is 8.3 mi (13.4 km) away. The Little Lion: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 26.2 mi (42.1 km) from the heart of Winsted. Travelodge by Wyndham Great Barrington Berkshires: Central Winsted is 25.7 mi (41.4 km) away. Free WiFi, free parking, and laundry facilities are available during your stay. Becket Motel: 23.7 mi (38.2 km) from the heart of Winsted. Enjoy access to the picnic area, and freebies including WiFi and parking.
What can I do in Winsted?
These are some of the parks and outdoorsy places: Highland Lake, Rowley Fields, and Walker Field. You'll find these family-friendly sights in the area: Laurel Lanes, Flamig Farm, and White Memorial Conservation Center. During your trip, here are some other places to visit: Burr Pond State Park, Northwestern Connecticut Community College Library, and Winchester Historical Society.
What's the weather like in Winsted?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Winsted to help you plan yours: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What are my options for getting around Winsted when staying in a motel?
We've gathered some information about local transportation options in Winsted to help you navigate your stay: Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) from the city center. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.