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

5 Stars Hotels in Winsted, Connecticut from CA $207

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Check availability on Winsted 5 Star Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Winsted 5-star hotels

A large, two-story house with a wrap-around porch, a central entrance, and a flag.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.

1. Belden House & Mews

Belden House & Mews
Litchfield Historic District
United States
Anthony
CA $613
CA $762 total
includes taxes & fees
Nov 1 - Nov 2
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 wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.

2. Troutbeck

Troutbeck
Amenia
United States
Charles
CA $958
CA $1,140 total
includes taxes & fees
Oct 18 - Oct 19
Troutbeck
A hot tub in a backyard with a house, trees, and a clear sky.
A beach with a playground and a white building in the background.
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 hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.

3. Las Flores Villa

Las Flores Villa
New Preston
CA $3,832
CA $4,974 total
includes taxes & fees
Oct 17 - Oct 18
Las Flores Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winsted.
Delamar West Hartford

Delamar West Hartford

1 Memorial Road West Hartford CT
CA $393
CA $480 total
Nov 15 - Nov 16
includes taxes & fees
9.8/10 Exceptional! (1,001 reviews)
Delamar West Hartford
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

16 Ella T. Grasso Turnpike Windsor Locks CT
CA $180
CA $207 total
Nov 15 - Nov 16
includes taxes & fees
DoubleTree by Hilton Hartford - Bradley Airport
Simsbury 1820 House

Simsbury 1820 House

731 Hopmeadow St Simsbury CT
CA $249
CA $310 total
Nov 4 - Nov 5
includes taxes & fees
Simsbury 1820 House
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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

Find out more about Winsted

Luxury is the name of the game at the best 5 Stars hotels in Winsted. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Winsted 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Winsted hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Winsted without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Winsted.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winsted?
How much you pay for a 5-star hotel in Winsted depends on factors like when you plan to go and the length of your break. A top tip for landing the best deal? Use our pricing filters to check out all of the available options for your selected dates.
  • Search for the lowest price per night from CA $207
What makes a hotel 5 stars in Winsted?
Flawless guest service is the foundation of every 5-star hotel in Winsted. From the moment you enter the lobby, staff cater to your every need, whether recommending activities or providing in-room massages. Also, hotels must feature upscale amenities to qualify for a 5-star rating. These can include deluxe baths, spas or saunas, swimming pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winsted?
Find an upscale stay that includes your lodging, meals, drinks and entertainment in Winsted with the help of Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the upfront price. This way, you'll be ready to maximize the many perks on offer from the moment you step into the lobby.

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