Photo by Kim Knox Beckius
Hotels in Winsted
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Americas Best Value Inn Torrington CT
Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (782)
5.6/10
(782)
- Relax in the quaint town of Torrington with easy access to hiking trails.
The price is $102
$102
$117 total
includes taxes & fees
Dec 28 - Dec 29
Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1005)
7.4/10
Good
(1005)
- Unwind in Torrington with fitness center access and complimentary breakfast.
The price is $94
$94
$109 total
includes taxes & fees
Dec 28 - Dec 29
Blackberry River Inn
Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
9.4/10
Exceptional
(165)
- Relax at this historic B&B in scenic Norfolk, surrounded by nature's tranquility.
The price is $164
$164
$189 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
9.6/10
Exceptional
(102)
- Quaint Connecticut bed and breakfast offers hiking trails and complimentary full breakfast.
The price is $140
$140
$155 total
includes taxes & fees
Dec 26 - Dec 27
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)
9.0/10
Wonderful
(413)
- Experience the charm of East Canaan at this bed and breakfast with countryside views.
The price is $105
$105
$121 total
includes taxes & fees
Dec 26 - Dec 27
The Abner Hotel
The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (46)
9.2/10
Wonderful
(46)
- Wake up to historic charm at this Litchfield hotel with a welcoming rooftop terrace.
The price is $217
$217
$250 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Residence Inn by Marriott Hartford Avon
Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (412)
8.8/10
Excellent
(412)
- Relax in Avon with easy access to Hartford's top attractions and golf courses.
The price is $118
$118
$136 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Avon Old Farms Hotel
Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1000)
8.4/10
Very Good
(1000)
The price is $93
$93
$129 total
includes taxes & fees
Dec 29 - Dec 30
Simsbury 1820 House
Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1000)
9.2/10
Wonderful
(1000)
- Peaceful retreat in Simsbury offers historic charm and serene pool escape.
The price is $159
$159
$200 total
includes taxes & fees
Dec 28 - Dec 29
The Litchfield Inn
The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
9.0/10
Wonderful
(963)
- Rural charm and spa offerings await at this peaceful Connecticut retreat.
The price is $274
$274
$315 total
includes taxes & fees
Jan 20 - Jan 21, 2026
PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (178)
7.6/10
Good
(178)
- Experience Terryville comfort with free WiFi and parking at this convenient lodge.
The price is $80
$80
$92 total
includes taxes & fees
Dec 28 - Dec 29
Gedney Farm
Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (133)
9.4/10
Exceptional
(133)
- Rustic farm hotel in the Berkshires with on-site dining and peaceful gardens.
The price is $206
$206
$226 total
includes taxes & fees
Dec 28 - Dec 29
The Farmington Inn & Suites
The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1002)
8.8/10
Excellent
(1002)
- Quiet retreat near Hartford with Victorian charm and a welcoming café.
The price is $99
$99
$131 total
includes taxes & fees
Dec 28 - Dec 29
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
9.2/10
Wonderful
(90)
- Seasonal escape in historic Great Barrington with outdoor pool and fine dining.
The price is $305
$305
$368 total
includes taxes & fees
Dec 28 - Dec 29
Hitching Post Country Motel
Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (81)
6.6/10
(81)
- Wake up to New England charm in this quaint motel set near hiking trails and parks.
The price is $130
$130
$150 total
includes taxes & fees
Dec 26 - Dec 27
Homewood Suites by Hilton Hartford-Farmington
Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
- Serene retreat near Hartford with a tranquil pool and complimentary perks.
The price is $122
$122
$141 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Home2 Suites by Hilton Bristol
Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (171)
9.6/10
Exceptional
(171)
- Home2 Suites offers both comfort and convenience in Bristol with free breakfast.
The price is $122
$122
$140 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
- Swim near Hartford with a hot tub to end your perfect business day.
The price is $122
$122
$141 total
includes taxes & fees
Jan 2 - Jan 3, 2026
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
- Airport convenience meets quiet comfort in Windsor Locks, minutes from Bradley.
The price is $117
$117
$134 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Springhill Suites Marriott Airport
Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1000)
8.6/10
Excellent
(1000)
- Serene airport hub with an indoor pool, just minutes from Bradley International.
The price is $107
$107
$123 total
includes taxes & fees
Dec 28 - Dec 29
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.
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.
Go beyond your typical stay in Winsted
Pet friendly
Cottage
Family friendly
Top landmarks in Winsted
Learn more about Winsted
Winsted is well-known for its attractions such as Highland Lake and Burr Pond State Park.
Photo by Kim Knox Beckius
Open Photo by Kim Knox Beckius
Check out reviews of Winsted hotels guests love
Springhill Suites Marriott Airport
10/10 Excellent
"Room was clean and staff was friendly. Great stay. Traveled as a family of 4"
The Farmington Inn & Suites
10/10 Excellent
"My family and I always stay here for family reunions. It’s so beautiful and well kept. Love their breakfast "
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"The room was super clean and comfortable. Nice television and great bathroom. Highly recommend!"
Hampton Inn & Suites Hartford/Farmington
10/10 Excellent
"Front desk staff was very courteous and helpful. Room was very clean. There was something different each morning for breakfast. Will definitely stay here again. "
Homewood Suites by Hilton Hartford-Farmington
10/10 Excellent
"This was a great facility. The hotel was clean and the staff was extremely friendly. Michael S. at the reception desk was exceptional. He was very helpful, professional and went above and beyond in ensuring our comfort. "
Sheraton Hartford Hotel at Bradley Airport
10/10 Excellent
"So convenient for early departures, great rooms and friendly staff."
Extended Stay America Suites Hartford Farmington
10/10 Excellent
"Clean room, friendly check in."
Holiday Inn Express & Suites Bradley Airport by IHG
10/10 Excellent
" Clean room."
DoubleTree by Hilton Hotel Bristol, Connecticut
10/10 Excellent
"Staff was great, room was clean/bed was comfy. Good location lots to offer with food choices / stores. I would definitely stay again. Thank you. "
Frequently asked questions
What accommodations do travelers like in Winsted?
Guests like Days Inn by Wyndham Torrington.
Can I book a refundable hotel in Winsted?
If you're looking for the flexibility to change your travel plans to Winsted, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winsted if I want a vacation home instead of a traditional hotel?
You'll find 7 vacation homes on our site. In addition, you can choose from 5 apartments.
What will the weather in Winsted be like during my vacation?
The warmest months in Winsted are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are July and October.
Why should I book my Winsted hotel with Hotels.com?
There are plenty of reasons to book your Winsted travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.