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

Winsted Hotel Guide - Luxury Hotels in Winsted, Connecticut

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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 grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.
A sign for the Simsbury House, indicating it is a historic building from 1820.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
€200
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 modern lobby with a reception desk, seating area, and a large decorative light fixture.
A spacious lobby with large windows, a central plant, and multiple hanging lights.
A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead 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.
€157
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 spacious lobby with a reception desk, seating area, and a large, round, woven coffee table.
A multi-level interior with a grand staircase, a chandelier, and a checkered floor.
A hotel lobby with a fireplace, seating area, and decorative wall sconces.

3. Delamar West Hartford

Delamar West Hartford
West Hartford
€337
includes taxes & fees
1 Nov - 2 Nov
Delamar West Hartford
A large, two-story house with a wrap-around porch, a central entrance, and a flag.
A dining area with a round table, chairs, a fireplace, and a variety of plants.
A modern house with a white exterior, two wooden doors, and a grey awning.
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.

4. Belden House & Mews

Belden House & Mews
Litchfield Historic District
€497
includes taxes & fees
28 Oct - 29 Oct
Belden House & Mews
A bedroom with a large bed, a chair, and a window with curtains.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
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.

5. The White Hart

The White Hart
Salisbury
€457
includes taxes & fees
7 Oct - 8 Oct
The White Hart
A stone building with a wooden staircase and a garden with white flowers.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.
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.

6. Troutbeck

Troutbeck
Amenia
€591
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 dining area, a sofa, and a TV mounted on the wall.
A modern kitchen with a wooden dining table, chairs, a pendant light, and a black countertop with a coffee maker and a plant.

7. 9 Academy

9 Academy
Salisbury
€603
includes taxes & fees
4 Oct - 5 Oct
9 Academy
View all properties

Top Winsted Hotel Reviews

Avon Old Farms Hotel

Avon Old Farms Hotel

8/10 Good
"The hotel is a classic, but it needs some upgrades and maintenance. The window openers are falling apart. It needs more outlets for chargers. The toilets should be upgraded to comfort height. The bar is magnificent as is the food. The phones are not answered quickly enough which indicates a lack of sufficient staff."
Lea 3-night trip
Posted 5 hours ago
Avon Old Farms Hotel
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

8/10 Good
"Everything was great and of course it’s connected to the airport so very easy. However I had a handicapped accessible bath"
David 1-night trip
Posted 5 hours ago
Sheraton Hartford Hotel at Bradley Airport
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

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.