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Find Luxury Hotels in Winsted, CT

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Check availability on Winsted Luxury Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winsted luxury hotels

Lobby
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1004)
"Amazing stay"
United States
Marquise
The price is ￥22,254
￥25,592 total
includes taxes & fees
Jan 11 - Jan 12, 2026
DoubleTree by Hilton Hotel Bristol, Connecticut
Front of property
Simsbury 1820 House

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1004)
"Friendly, welcoming, and helpful staff. The room was beautiful and clean. The bar and restaurant were cozy; drinks and food delicious. "
United States
Christina
The price is ￥24,799
￥31,209 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Simsbury 1820 House
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is ￥45,312
￥52,109 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Litchfield Inn
Lunch and dinner served
Delamar West Hartford

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1002)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is ￥48,491
￥58,105 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Delamar West Hartford
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is ￥77,010
￥88,561 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9 Academy
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (144)
"Great charming place, friendly, helpful staff"
United States
David
The price is ￥39,648
￥45,595 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White Hart
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

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)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ￥47,571
￥57,405 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Old Inn On The Green
In-room safe, desk, blackout drapes, iron/ironing board
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.2 out of 10, Very Good, (1003)
"Clean room, staff, amenities "
United States
Jae
The price is ￥18,103
￥20,818 total
includes taxes & fees
Jan 30 - Jan 31, 2026
DoubleTree by Hilton Hartford - Bradley Airport
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

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Basic, clean, well-kept. "
Justin 3-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Frequently asked questions

Are you looking for a luxury hotel for your Winsted vacation?
Winsted has some interesting things to see and do including Highland Lake and Burr Pond State Park, so you might want to take in the local sights during your visit.
What's the best high-end hotel 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 travelers looking for an elegant place to stay.
When can I expect good weather in Winsted?
Planning for the weather is a good way to make your trip to Winsted relaxing and enjoyable, especially when you're splurging. 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 there to see and do in Winsted?
Experience Winsted and visit Highland Lake, Burr Pond State Park, and Northwestern Connecticut Community College Library. If you have some spare time during your trip, you might want to check out Laurel Lanes and American Mural Project.