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

Find 4 Star Hotels in Winsted, CT from $141

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Check availability on Winsted 4 Star Hotels

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Winsted 4-star hotels

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 restaurant with a brick floor, wooden chairs, and tables. There is a bar area with bottles and glasses.

1. Delamar West Hartford

Delamar West Hartford
West Hartford
Canada
Sarah
$355 nightly
$405 total
Nov 1 - Nov 2
Total with taxes and fees
Delamar West Hartford
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A modern reception area with a digital display, a reception desk, and a seating area with patterned ottomans.
A DoubleTree by Hilton hotel with a 'Shade Grill' sign, a well-maintained lawn, and a clear sky at dusk.
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
Soleil
$122 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Hartford - Bradley Airport
A large, historic building with a covered porch and outdoor seating area.
A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.
A sign for the Simsbury House, indicating it is a historic building from 1820.
A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

3. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Kimberly
$190 nightly
$219 total
Nov 2 - Nov 3
Total with taxes and fees
Simsbury 1820 House
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
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.
A spacious living room with a fireplace, a dining area, and a sofa.

4. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
$310 nightly
$357 total
Nov 2 - Nov 3
Total with taxes and fees
The Litchfield Inn
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 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.

5. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
United States
DARRON
$161 nightly
$185 total
Oct 18 - Oct 19
Total with taxes and fees
DoubleTree by Hilton Hotel Bristol, Connecticut
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 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.

6. The White Hart

The White Hart
Salisbury
United States
William
$903 nightly
$1,038 total
Oct 24 - Oct 25
Total with taxes and fees
The White Hart
A dining area with round tables set for two, a fireplace, and a mural on the wall.
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.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
$319 nightly
$350 total
Nov 1 - Nov 2
Total with taxes and fees
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 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.

8. 9 Academy

9 Academy
Salisbury
United States
Kyle
$594 nightly
$683 total
Oct 12 - Oct 13
Total with taxes and fees
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 bedroom with a bed, nightstands, a window, and a wardrobe.
Interior

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 gym with treadmills, elliptical machines, and free weights.
A modern kitchen with stainless steel appliances, a central island with bar stools, and pendant lighting.
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 wooden bench outside a house with a blue door and a white porch.
A dining area with a stone wall, wooden table, and white chairs.
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 bedroom with a fireplace, a bed with a green blanket, a chair, and a dresser.
A cozy living room with a fireplace, leather sofas, and a round coffee table.

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
$481 nightly
$553 total
Nov 4 - Nov 5
Total with taxes and fees
9/10 Wonderful! (10 reviews)
Belden House & Mews
Troutbeck

Troutbeck

515 Leedsville Rd Amenia NY
$550 nightly
$622 total
Nov 3 - Nov 4
Total with taxes and fees
10/10 Exceptional! (5 reviews)
Troutbeck
Las Flores Villa

Las Flores Villa

38 Strawberry Ridge Rd New Preston CT
$3,348 nightly
$3,850 total
Oct 8 - Oct 9
Total with taxes and 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

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

8/10 Good
"Great location by the airport. East to check in and out."
Anna 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hartford - Bradley Airport
Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Lovely comfortable place!!"
Susan 2-night trip
Posted 16 hours ago
Simsbury 1820 House
Delamar West Hartford

Delamar West Hartford

10/10 Excellent
"The staff was amazing. Super helpful and kind. The room was one of the most beautiful and elegant places we’ve stayed at and the hotel amenities, and restaurant was just something I’ll never forget. Thank you for this experience!"
Andrea 3-night trip
Posted 2 days ago
Delamar West Hartford
The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The staff was fantastic. Friendly and Informative. Property was very clean. It was nice having the gym and the breakfast"
Marc 2-night trip
Posted 4 days ago
The Litchfield Inn

Find out more about Winsted

Winsted Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winsted, Connecticut are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winsted 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winsted. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winsted, Connecticut, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winsted hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winsted?
To book a 4-star hotel in Winsted that fits your budget, make use of Expedia's filters. Check out the available options during your getaway dates and use our pricing filter to set your limit. You can also sort your results by the most economical retreat first.
  • Search for the lowest price from $553
What's the difference between 5-star and 4-star hotels in Winsted?
If you decide to spend your vacation at a 4-star hotel in Winsted, you'll typically find lots of conveniences to make sure you're relaxed, such as a gym, pool and restaurant. You can experience high-quality service and upmarket surroundings. Opt for a 5-star hotel and you'll have access to a few extra perks — think concierge assistance, on-site spas and opulent turndown services. You'll most likely get extra amenities and first-class services at a 5-star retreat, though both are awesome options for luxury travelers.
Does Winsted have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where almost everything is included in the one upfront price by using our "All inclusive" filter. Keeping to your budget is a breeze when your meals, accommodations and activities are already taken care of. Eager for more ideas? Check out the incredible offers on Expedia's standard 4-star stays in and around Winsted too.

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