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

4 Stars Hotels in Winsted, Connecticut from CA $237

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Check availability on Winsted 4 Star Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winsted 4-star hotels

An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A DoubleTree by Hilton hotel with a 'Shade Grill' sign, a well-maintained lawn, and a clear sky at dusk.
A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.
A bar area with high stools, a counter, and a television mounted on the wall.

1. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
United States
Hayley
CA $206
CA $237 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hartford - Bradley Airport
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 multi-level interior with a grand staircase, a chandelier, and a checkered floor.
A spacious lobby with a reception desk, seating area, and a large, round, woven coffee table.

2. Delamar West Hartford

Delamar West Hartford
West Hartford
Canada
Sarah
CA $497
CA $600 total
includes taxes & fees
Sep 27 - Sep 28
Delamar West Hartford
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
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.
A modern lobby with a reception desk, seating area, and a large decorative light fixture.

3. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
United States
DARRON
CA $225
CA $259 total
includes taxes & fees
Oct 18 - Oct 19
DoubleTree by Hilton Hotel Bristol, Connecticut
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.

4. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Michael
CA $258
CA $321 total
includes taxes & fees
Sep 30 - Oct 1
Simsbury 1820 House
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
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.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

5. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
CA $426
CA $490 total
includes taxes & fees
Sep 24 - Sep 25
The Litchfield Inn
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
CA $483
CA $556 total
includes taxes & fees
Sep 28 - Sep 29
The White Hart
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 white two-story house with a front door, windows, and a chimney.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
CA $463
CA $559 total
includes taxes & fees
Oct 1 - Oct 2
The Old Inn On The Green
A modern kitchen with a dining area, a large window, and a view of the garden.
A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.
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.

8. 9 Academy

9 Academy
Salisbury
United States
Kyle
CA $727
CA $836 total
includes taxes & fees
Sep 27 - Sep 28
9 Academy
A deck with a table and chairs, an umbrella, and a grill.
A living room with a sofa, armchair, coffee table, TV stand, and a door leading to a balcony.
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 poolside area with lounge chairs and umbrellas, surrounded by trees and a fence.
A modern kitchen with stainless steel appliances, a central island with bar stools, and pendant lighting.
A gym with treadmills, elliptical machines, and free weights.

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 stone wall, wooden table, and white chairs.
A wooden bench outside a house with a blue door and a white porch.
A dining area with a wooden table and chairs, a bookshelf with decorative items, and a view of the outdoors through a window.

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 cozy living room with a fireplace, leather sofas, and a round coffee table.
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
CA $738
CA $906 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (10 reviews)
Belden House & Mews
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
CA $723
CA $875 total
Sep 27 - Sep 28
includes taxes & fees
Troutbeck
Las Flores Villa

Las Flores Villa

38 Strawberry Ridge Rd New Preston CT
CA $3,789
CA $4,919 total
Oct 2 - Oct 3
includes taxes & fees
Las Flores Villa
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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

Simsbury 1820 House

Simsbury 1820 House

8/10 Good
"Excellent stay."
Michael 1-night trip
Posted 1 day ago
Simsbury 1820 House
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent
"Very nice place"
Jose Juan 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Good location. Shuttle offered to wedding. Good venue for after party."
Katherine 2-night trip
Posted 5 days ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Find out more about Winsted

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Winsted are calling your name. Known for providing first-rate service in amazing locations, each of the Winsted 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Winsted. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Winsted, Connecticut, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Winsted hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winsted?
To find a 4-star hotel in Winsted that matches your budget, take advantage of Expedia's handy search filters. Check out what's available during your travel dates and use our pricing filter to set your maximum rate. You can also sort your results by the most wallet-friendly option first.
  • Search for the lowest price from CA $875
What's the difference between 5-star and 4-star hotels in Winsted?
Treat yourself to refined living during your Winsted getaway by checking in to a 4-star hotel. As well as featuring upscale accommodations, these properties are typically packed with amenities such as large beds, bathrobes and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and unforgettable one. 24-hour front desk, elegant furnishings and gourmet dining are a few of the superior conveniences and services you'll likely be able to enjoy.
Does Winsted have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next getaway in Winsted where everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.

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