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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

Resorts in Winsted

No exact matches found, but these alternatives could be just right

Recommended hotels in Winsted

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, (1002)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is AED 309
AED 355 total
includes taxes & fees
10 Dec - 11 Dec
Days Inn by Wyndham Torrington
Exterior
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3.0 star property
Bristol
9.6 out of 10, Exceptional, (163)
"I would stay here again! "
United States
Jael
The price is AED 438
AED 503 total
includes taxes & fees
21 Dec - 22 Dec
Home2 Suites by Hilton Bristol
Exterior
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, (705)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is AED 375
AED 418 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn Westfield

Hampton Inn Westfield

2.5 star property
Westfield
8.4 out of 10, Very Good, (815)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is AED 379
AED 423 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Westfield
Free daily buffet breakfast
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 star property
Windsor
9.0 out of 10, Wonderful, (1001)
"Rooms were clean and beds were super comfy. Free shuttle was a huge bonus as well. Definitely recommend! "
United States
RANDA
The price is AED 361
AED 416 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Hartford/Airport
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
Free daily buffet breakfast
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1005)
"Staff gave me a warm welcome and checked me in right away. The room was spacious and clean. I loved my stay and I will be back!"
United States
savannah
The price is AED 393
AED 452 total
includes taxes & fees
19 Dec - 20 Dec
Springhill Suites Marriott Airport
Lobby
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"Clean room, nice location "
United States
Devron
The price is AED 278
AED 310 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn
Lobby
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
Plainville
8.6 out of 10, Excellent, (908)
"Yes, the room was clean. Staff was very nice and we look forward to our next stay"
United States
Liza Marie
The price is AED 320
AED 367 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Plainville
Terrace/patio
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 AED 386
AED 443 total
includes taxes & fees
9 Dec - 10 Dec
Locust Tree Bed and Breakfast LLC
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
10 Dec - 11 Dec
Travelodge by Wyndham Great Barrington Berkshires
Lobby
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 AED 340
AED 380 total
includes taxes & fees
8 Jan - 9 January 2026
Quality Inn Westfield - Springfield
Exterior
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, (1161)
"Good place to stay."
United States
Gregory
The price is AED 433
AED 498 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express & Suites Bradley Airport by IHG
BBQ/picnic area
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
Farmington
8.4 out of 10, Very Good, (1003)
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
United States
Catherine
The price is AED 400
AED 460 total
includes taxes & fees
4 Jan - 5 January 2026
Homewood Suites by Hilton Hartford-Farmington
Exterior
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 star property
Farmington
8.8 out of 10, Excellent, (1004)
"Clean room and great staff"
United States
Beth
The price is AED 397
AED 456 total
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn & Suites Hartford/Farmington
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
1 Jan - 2 January 2026
The Little Lion
Property grounds
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
Granby
9.6 out of 10, Exceptional, (101)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is AED 514
AED 571 total
includes taxes & fees
9 Dec - 10 Dec
Truman Gillet House Bed & Breakfast
Interior
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 star property
Avon
8.4 out of 10, Very Good, (1005)
"Very nice place to stay"
United States
Alvero
The price is AED 474
AED 625 total
includes taxes & fees
9 Dec - 10 Dec
Avon Old Farms Hotel
Deluxe Studio, Multiple Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets
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 AED 291
AED 334 total
includes taxes & fees
14 Dec - 15 Dec
Extended Stay America Suites Hartford Farmington
Lobby
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 AED 466
AED 521 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Clean room and great staff"
Beth 3-night trip
Posted 4 days ago
Hampton Inn & Suites Hartford/Farmington

Frequently asked questions

What is Winsted like for a resort vacation?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your vacation from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a favorite resort in Winsted?
Our top-rated resort near Winsted: Lakeview Cottage with Dock, Kayaks - 17.2 mi (27.8 km) from Winsted.
What can I do in Winsted?
Discover the shopping possibilities at Ledgebrook Plaza, or bring the kids to Action Wildlife Foundation for some family fun. For more to see in the area, you can spend time at Highland Lake or Burr Pond State Park.
What's the weather like in Winsted?
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's the best way to get to and around Winsted?
Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) away from the city center. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.