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
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Winsted luxury hotels

A large, historic building with a covered porch and outdoor seating area.
A sign for the Simsbury House, indicating it is a historic building from 1820.
A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
Rp3.253.485
Rp4.050.180 total
includes taxes & fees
1 Nov - 2 Nov
Simsbury 1820 House
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.
A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.
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.
Rp2.773.212
Rp3.189.193 total
includes taxes & fees
29 Oct - 30 Oct
DoubleTree by Hilton Hotel Bristol, Connecticut
An outdoor dining area with tables and chairs, surrounded by plants and trees.
A hotel lobby with a fireplace, seating area, and decorative wall sconces.
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.

3. Delamar West Hartford

Delamar West Hartford
West Hartford
Rp5.622.518
Rp6.823.776 total
includes taxes & fees
1 Nov - 2 Nov
Delamar West Hartford
A bedroom with a large bed, a chair, and a window with curtains.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.
A covered porch with a dining area, a sofa, and decorative wall art.
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.

4. The White Hart

The White Hart
Salisbury
Rp8.060.352
Rp9.269.450 total
includes taxes & fees
7 Oct - 8 Oct
The White Hart
A large, two-story house with a wrap-around porch, a central entrance, and a flag.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A spacious living room with a large sectional sofa, a round coffee table, and a chandelier. There are large windows with curtains, a fireplace, and a view of greenery outside.
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
Rp8.141.770
Rp10.078.796 total
includes taxes & fees
28 Oct - 29 Oct
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 room with a hanging rattan chair, a wooden sofa, a small round table, and a ceiling fan. Large windows provide views of greenery outside.
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.

6. Troutbeck

Troutbeck
Amenia
Rp9.962.484
Rp11.985.820 total
includes taxes & fees
25 Oct - 26 Oct
Troutbeck
A modern kitchen with a dining area, a large window, and a view of the garden.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.
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.

7. 9 Academy

9 Academy
Salisbury
Rp10.624.563
Rp12.218.247 total
includes taxes & fees
4 Oct - 5 Oct
9 Academy
A hot tub in a backyard with a house, trees, and a clear sky.
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.
A spacious living room with a dining area, large windows, and a chandelier.
A beach with a playground and a white building in the background.

8. Las Flores Villa

Las Flores Villa
New Preston
Rp48.313.800
Rp62.718.291 total
includes taxes & fees
2 Oct - 3 Oct
Las Flores Villa
View all properties

Top Winsted Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."
Peter 1-night trip
Posted 3 days ago
Quality Inn Great Barrington
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

8/10 Good
"Good location. Clean room and nice property."
DARWIN F 1-night trip
Posted 3 days ago
Quality Inn Westfield - Springfield
The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The personell at the Inn were excellent, couldn't do enough for you. The room was clean and well maintained. The breakfast was great!!"
Kenneth 1-night trip
Posted 5 days ago
The Litchfield Inn
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"We will be returning in May for our Anniversary. Very pleased with everything…"
Denise 2-night trip
Posted 6 days ago
Avon Old Farms Hotel

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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