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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5
No exact matches found, but these alternatives could be just right

Recommended hotels in Winsted

Exterior
Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Apartment in winsted

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
$174 nightly
The price is $196
Dec 13 - Dec 14
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Exterior
Days Inn by Wyndham Torrington

Motel in Torrington

Days Inn by Wyndham Torrington
2.0 star property
7.4 out of 10, Good, (1003)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$84 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
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
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
$107 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
9.6 out of 10, Exceptional, (163)
"I would stay here again! "
United States
Jael
$119 nightly
The price is $137
Dec 21 - Dec 22
Total with taxes and fees
Home2 Suites by Hilton Bristol
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
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
$108 nightly
The price is $121
Dec 24 - Dec 25
Total with taxes and fees
Hampton Inn Westfield
Exterior
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
$76 nightly
The price is $85
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn Great Barrington
Exterior
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
8.6 out of 10, Excellent, (1000)
"Nice hotel and great staff!"
United States
Brett
$107 nightly
The price is $123
Dec 19 - Dec 20
Total with taxes and fees
Springhill Suites Marriott Airport
Aerial view
Locust Tree Bed and Breakfast LLC

Bed & Breakfast in East Canaan

Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 11 - Dec 12
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
View from property
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
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
$87 nightly
The price is $100
Dec 28 - Dec 29
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville
Exterior
Monument Mountain Motel

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 11 - Dec 12
Total with taxes and fees
Monument Mountain Motel
Exterior
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
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
$93 nightly
The price is $104
Jan 8 - Jan 9, 2026
Total with taxes and fees
Quality Inn Westfield - Springfield
Property grounds
Truman Gillet House Bed & Breakfast

Bed & Breakfast in Granby

Truman Gillet House Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (101)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
$140 nightly
The price is $155
Dec 11 - Dec 12
Total with taxes and fees
Truman Gillet House Bed & Breakfast
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
9.0 out of 10, Wonderful, (1155)
"Good place to stay."
United States
Gregory
$114 nightly
The price is $131
Dec 22 - Dec 23
Total with taxes and fees
Holiday Inn Express & Suites Bradley Airport by IHG
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 11 - Dec 12
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
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
$119 nightly
The price is $137
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Hartford/Airport
Front of property
The Little Lion

Motel in Great Barrington

The Little Lion
3.0 star property
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
$110 nightly
The price is $123
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Little Lion
Exterior
The Farmington Inn & Suites

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
8.8 out of 10, Excellent, (1001)
"Tip quality, charming place to stay."
United States
Nello
$110 nightly
The price is $127
Dec 29 - Dec 30
Total with taxes and fees
The Farmington Inn & Suites
Exterior
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
8.0 out of 10, Very Good, (1002)
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
$81 nightly
The price is $93
Dec 21 - Dec 22
Total with taxes and fees
Extended Stay America Suites Hartford Farmington
Exterior
Avon Old Farms Hotel

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
8.4 out of 10, Very Good, (1000)
"Very nice place to stay"
United States
Alvero
$118 nightly
The price is $136
Dec 28 - Dec 29
Total with taxes and fees
Avon Old Farms Hotel
BBQ/picnic area
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
8.4 out of 10, Very Good, (1000)
"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
$109 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Hartford-Farmington
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 2 days ago
Sheraton Hartford Hotel at Bradley Airport

Find out more about Winsted

Winsted Cottages information

Number of reviews
15,125
Accommodation
79 Cottages
Lowest Price
$74
Highest Price
$196

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