A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

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Check availability on Winsted Luxury Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winsted luxury hotels

A large, historic building with a covered porch and outdoor seating area.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.
A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.
A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
฿5,892
฿7,356 total
includes taxes & fees
4 Nov - 5 Nov
Simsbury 1820 House
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.
A spacious lobby with large windows, a central plant, and multiple hanging lights.
A modern lobby with a reception desk, seating area, and a large decorative light fixture.

2. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
  • Upscale suburban retreat offers saltwater indoor pool, rejuvenating hot tub, and exceptional dining.
฿5,471
฿6,292 total
includes taxes & fees
25 Oct - 26 Oct
DoubleTree by Hilton Hotel Bristol, Connecticut
A bedroom with a large bed, a chair, and a window with curtains.
A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.
A covered porch with a dining area, a sofa, and decorative wall art.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

3. The White Hart

The White Hart
Salisbury
฿30,278
฿34,819 total
includes taxes & fees
24 Oct - 25 Oct
The White Hart
An outdoor dining area with tables and chairs, surrounded by plants and trees.
A multi-level interior with a grand staircase, a chandelier, and a checkered floor.
A restaurant with a brick floor, wooden chairs, and tables. There is a bar area with bottles and glasses.
A spacious lobby with a reception desk, seating area, and a large, round, woven coffee table.

4. Delamar West Hartford

Delamar West Hartford
West Hartford
฿11,082
฿13,417 total
includes taxes & fees
12 Nov - 13 Nov
Delamar West Hartford
A large, two-story house with a wrap-around porch, a central entrance, and a flag.
A modern house with a white exterior, two wooden doors, and a grey awning.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A dining area with a round table, chairs, a fireplace, and a variety of plants.

5. Belden House & Mews

Belden House & Mews
Litchfield Historic District
฿15,303
฿18,943 total
includes taxes & fees
1 Nov - 2 Nov
Belden House & Mews
A stone building with a wooden staircase and a garden with white flowers.
A garden pathway surrounded by various flowering plants and a wooden structure in the background.
A spacious hotel room with a large bed, a sitting area with a sofa and chairs, a dining table, and a kitchen area with cabinets and a coffee machine.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.

6. Troutbeck

Troutbeck
Amenia
฿18,218
฿21,955 total
includes taxes & fees
9 Nov - 10 Nov
Troutbeck
A modern kitchen with a dining area, a large window, and a view of the garden.
A modern kitchen with a wooden dining table, chairs, a pendant light, and a black countertop with a coffee maker and a plant.
A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

7. 9 Academy

9 Academy
Salisbury
฿19,908
฿22,895 total
includes taxes & fees
26 Oct - 27 Oct
9 Academy
A hot tub in a backyard with a house, trees, and a clear sky.
A hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.
A beach with a playground and a white building in the background.
A living room with a sofa, ottoman, glass coffee table, and a patterned rug. There are two lamps, a decorative statue, and a framed artwork on the wall.

8. Las Flores Villa

Las Flores Villa
New Preston
฿90,806
฿117,880 total
includes taxes & fees
18 Oct - 19 Oct
Las Flores Villa
View all properties

Top Winsted Hotel Reviews

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Super convenient location; a very short walk to the terminal and security checkpoint. Room was nice and the bed was comfy. Check-in was easy and the bar/restaurant staff were friendly. The only negative is the cost, but you pay for the convenience. We’d stay again."
Suzanne 1-night trip
Posted 7 hours ago
Sheraton Hartford Hotel at Bradley Airport
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"The front desk staff was so amazing. They helped us from the moment of our arrival. Will definitely stay there again !!!"
Cindy 2-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut
The Farmington Inn & Suites

The Farmington Inn & Suites

8/10 Good
"The room was nice though a few stains on the bathroom ceiling and the floor creaked a lot when the people above walked around but overall it was very nice. I was looking forward to waffles for breakfast but they were out of batter and I didn’t have a lot of time to wait and find someone to refill it. I enjoyed my stay and would stay again though I thought it was a bit pricey."
Donna 1-night trip
Posted 21 hours ago
The Farmington Inn & Suites
The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"Quite simply excellent. This was an overnight stop on our Fall Foliage tour of New England this year. It is not often that I can't think of something that could be improved but nothing comes to mind about this place."
John 1-night trip
Posted 21 hours ago
The Litchfield Inn
Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Lovely comfortable place!!"
Susan 2-night trip
Posted 7 days ago
Simsbury 1820 House

Frequently asked questions

Are you looking for a luxury hotel for your Winsted holiday?
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 travellers 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 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.
What's there to see and do in Winsted?
Experience Winsted and visit Highland Lake, Burr Pond State Park and The Marina at Highland Lake. If you have some spare time during your trip, you might want to check out Northwestern Connecticut Community College Library and American Mural Project.

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