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

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Check availability on Winsted 4 Star Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Winsted 4-star hotels

An outdoor dining area with tables and chairs, surrounded by plants and trees.
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.
A hotel lobby with a fireplace, seating area, and decorative wall sconces.

1. Delamar West Hartford

Delamar West Hartford
West Hartford
Canada
Sarah
9.028.969 ₫
10.904.874 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Delamar West Hartford
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.
A modern reception area with a digital display, a reception desk, and a seating area with patterned ottomans.
A bar area with high stools, a counter, and a television mounted on the wall.

2. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
United States
Hayley
3.186.210 ₫
3.664.141 ₫ total
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hartford - Bradley Airport
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 modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.

3. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
3.763.577 ₫
4.328.114 ₫ total
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hotel Bristol, Connecticut
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A long wooden table with potted plants and candle holders in a modern interior setting.
A spacious living room with a fireplace, a dining area, and a sofa.
A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

4. The Litchfield Inn

The Litchfield Inn
Litchfield
United States
Sandra
8.141.026 ₫
9.362.180 ₫ total
includes taxes & fees
30 Aug - 31 Aug
The Litchfield Inn
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 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.

5. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Thomas
4.408.027 ₫
5.519.163 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Simsbury 1820 House
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 dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

6. The White Hart

The White Hart
Salisbury
United States
William
8.953.881 ₫
10.296.898 ₫ total
includes taxes & fees
10 Sept - 11 Sept
The White Hart
A modern kitchen with a dining area, a large window, and a view of the garden.
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.
A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

7. 9 Academy

9 Academy
Salisbury
United States
Gina
15.483.813 ₫
17.806.385 ₫ total
includes taxes & fees
20 Sept - 21 Sept
9 Academy
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
8.313.927 ₫
10.032.467 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green
A deck with a table and chairs, an umbrella, and a grill.
A bedroom with a bed, nightstands, a window, and a wardrobe.
A dining area with a round table set for four, a radiator, and a view into a bedroom.

9. Connecticut Retreat: Steps to Historic Downtown!

Connecticut Retreat: Steps to Historic Downtown!
Morris
United States
Michael
Connecticut Retreat: Steps to Historic Downtown!
A spacious outdoor area with a ping pong table, seating, and a view of a lake.
A modern apartment with a dining area, kitchen, and living room.
A gym with treadmills, elliptical machines, and free weights.
A poolside area with lounge chairs and umbrellas, surrounded by trees and a fence.

10. Landing Apartments West Windsor

Landing Apartments West Windsor
Windsor
Landing Apartments West Windsor
A living room with a stone fireplace, a leather sofa, and a wooden coffee table.
A dining area with a wooden table and chairs, a bookshelf with decorative items, and a view of the outdoors through a window.
A bedroom with a large bed, wooden wardrobe, and a television on a stand.
A dining area with a stone wall, wooden table, and white chairs.

11. Walk to Memorial Park: Pet-friendly Bethlehem Home

Walk to Memorial Park: Pet-friendly Bethlehem Home
Bethlehem
United States
Dana Power-Lewis
Walk to Memorial Park: Pet-friendly Bethlehem Home
A stone archway leading to a dining area with a round table and chairs, a vase with flowers, and a view of greenery through large windows.
A swimming pool with clear water, surrounded by lush greenery and yellow flowers.
A pool table with balls and cues, a wooden cabinet, and a window with a view of a balcony.
A bedroom with a fireplace, a bed with a green blanket, a chair, and a dresser.

12. Rock Hall Luxe Lodging

Rock Hall Luxe Lodging
Winsted
United States
Jessica
Rock Hall Luxe Lodging
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winsted.
Belden House & Mews

Belden House & Mews

31 North Street Litchfield CT
11.865.490 ₫
14.688.433 ₫ total
22 Sept - 23 Sept
includes taxes & fees
Belden House & Mews
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
12.827.051 ₫
15.553.721 ₫ total
31 Aug - 1 Sept
includes taxes & fees
Troutbeck
Las Flores Villa

Las Flores Villa

38 Strawberry Ridge Rd New Preston CT
Get ratesLas Flores Villa
Still don't see what you're looking for?
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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.

Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

See all hotels in Winsted
A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Top Winsted Hotel Reviews

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

8/10 Good
"The staff was very polite and helpful"
Michelle 1-night trip
Posted 7 hours ago
DoubleTree by Hilton Hartford - Bradley Airport
The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"Charming older hotel. Wish there were more tv options"
Eric 1-night trip
Posted 14 hours ago
The Litchfield Inn
Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets could be updated."
Jill 3-night trip
Posted 6 days ago
Simsbury 1820 House

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winsted?
We can help you quickly find the ideal 4-star hotel for your holiday in Winsted. Use our filter tool to fine-tune your search by things like price, amenities and hotel star rating and get access to awesome deals in a few clicks.
  • Search for the lowest price from 14.688.433 ₫
What's the difference between 5-star and 4-star hotels in Winsted?
Treat yourself to luxury living during your Winsted holiday by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these properties are typically filled with amenities, including complimentary bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant furnishings and gourmet dining are just the start of the superior services and conveniences you'll likely get access to.
Does Winsted have any 4-star all-inclusive resorts?
Enjoy a stress-free holiday experience where almost everything is included in the one rate by using our "All inclusive" filter. Keeping to your budget is simple when your room, food, activities and entertainment are already taken care of. Eager for more ideas? Browse the terrific offers on Expedia's standard 4-star stays in and around Winsted.

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