Photo by Kim Knox Beckius

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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Winsted hotels

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

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1004)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is AU$159
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Torrington
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is AU$180
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Room, 2 Queen Beds, Refrigerator
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (816)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is AU$174
includes taxes & fees
13 Jan - 14 Jan 2026
Hampton Inn Westfield
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1003)
"Clean room, nice location "
United States
Devron
The price is AU$127
includes taxes & fees
29 Dec - 30 Dec
Quality Inn Great Barrington
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (805)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AU$182
includes taxes & fees
20 Dec - 21 Dec
Locust Tree Bed and Breakfast LLC
Exterior
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (166)
"I would stay here again! "
United States
Jael
The price is AU$211
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites by Hilton Bristol
Lobby
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (903)
"Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet."
United States
Gloria
The price is AU$156
includes taxes & fees
8 Jan - 9 Jan 2026
Quality Inn Westfield - Springfield
Lobby
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (911)
"Great place stayed several times."
United States
Marlene D
The price is AU$166
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Plainville
Free daily buffet breakfast
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1000)
"Nice hotel and great staff!"
United States
Brett
The price is AU$185
includes taxes & fees
19 Dec - 20 Dec
Springhill Suites Marriott Airport
Free daily buffet breakfast
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1004)
"The room is very clean and the front desk staff were very warm and welcoming"
United States
Devon
The price is AU$206
includes taxes & fees
15 Jan - 16 Jan 2026
Hampton Inn Hartford/Airport
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

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 AU$126
includes taxes & fees
21 Dec - 22 Dec
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
Windsor Locks
9.0 out of 10, Wonderful, (1158)
"Good place to stay."
United States
Gregory
The price is AU$197
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express & Suites Bradley Airport by IHG
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

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 AU$185
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Deluxe Studio, Multiple Beds, Non Smoking
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1006)
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
The price is AU$129
includes taxes & fees
28 Dec - 29 Dec
Extended Stay America Suites Hartford Farmington
Staircase
The Farmington Inn & Suites

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1000)
"Staff was very friendly and helpful. Rooms are lovely, good breakfast, beds are so comfortable. Always happy to stay here."
United States
Erin
The price is AU$177
includes taxes & fees
28 Dec - 29 Dec
The Farmington Inn & Suites
Property grounds
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is AU$234
includes taxes & fees
16 Jan - 17 Jan 2026
Truman Gillet House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, pool loungers
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (410)
"Good hotel but expensive "
United States
Christopher
The price is AU$190
includes taxes & fees
22 Dec - 23 Dec
Residence Inn by Marriott Hartford Avon
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is AU$227
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Interior
Avon Old Farms Hotel

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1000)
"Very nice place to stay"
United States
Alvero
The price is AU$204
includes taxes & fees
28 Dec - 29 Dec
Avon Old Farms Hotel
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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Stay near popular Winsted attractions

Highland Lake

Highland Lake's crystal-clear waters span 445 acres across three bays, perfect for boating and fishing enthusiasts. Enjoy smallmouth bass fishing or kayak along Connecticut's scenic shoreline.
See properties

Northwestern Connecticut Community College

NCCC houses Connecticut's only Veterinary Technology Program on its historic campus dating to 1895. Explore the Learning Resource Centre or attend one of the college's cultural events showcasing local talent.
See properties

Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

See all hotels in Winsted
A tractor up a tree! And, there's a picnic table underneath.
Photo by Kim Knox Beckius
Open Photo by Kim Knox Beckius

Top Winsted Hotel Reviews

Recent Reviews in Winsted

Delamar West Hartford

Delamar West Hartford

10/10 Excellent
"Yes"
Karen 2-night trip
Posted 2 days ago
Delamar West Hartford

More cheap accommodation in Winsted

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

1 Batterson Park Rd Farmington CT
The price is AU$129 per night from 28 Dec to 29 Dec
AU$129
28 Dec - 29 Dec
includes taxes & fees
7.8/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Winsted?
The Farmington Inn & Suites, located 18 mi (29 km) from the heart of Winsted, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Extended Stay America Suites Hartford Farmington and Holiday Inn Express & Suites Bradley Airport by IHG. See all available top hotels, or vacation rentals in Winsted.
What are some of the best holiday rentals that Winsted has to offer?
Peace and quiet on the lake: This holiday home rental outside of Winsted is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Winsted.
If I need to cancel my hotel reservation in Winsted, will I receive a refund?
Yes, you'll find most room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winsted.
What's the best luxury place to stay in Winsted?
Rock Hall Luxe Lodging is a luxury B&B with spa services and in-room fireplaces, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Winsted.
What are some accommodation options with pools in Winsted?
Holiday Inn Express & Suites Bradley Airport by IHG: Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and Hampton Inn & Suites Hartford/Farmington are two additional hotels with an on-site pool. View all hotels with pools in Winsted.
What's it like staying in Winsted?
Travellers to Winsted will find plenty to explore and enjoy. In Winsted, there are 19 hotels and other accommodation options to choose from. Find out more about Winsted.
What should I see while I'm in Winsted?
Favourite places to visit include Highland Lake, The Marina at Highland Lake and Burr Pond State Park. A couple of additional sights to add to your itinerary are Northwestern Connecticut Community College Library and American Mural Project. Take a look at what more there is to see and do in Expedia's Winsted guide.
What's the seasonal weather like in Winsted?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winsted are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

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