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

5 Stars Hotels in Winsted, Connecticut from CA $239

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Check availability on Winsted 5 Star Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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
Mj
CA $624
CA $774 total
includes taxes & fees
Oct 28 - Oct 29
Belden House & Mews
A stone building with a wooden staircase and a garden with white flowers.
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 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.
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 $787
CA $947 total
includes taxes & fees
Oct 25 - Oct 26
Troutbeck
A hot tub in a backyard with a house, trees, and a clear sky.
A spacious living room with a dining area, large windows, and a chandelier.
A hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.
A beach with a playground and a white building in the background.

3. Las Flores Villa

Las Flores Villa
New Preston
CA $3,818
CA $4,957 total
includes taxes & fees
Oct 1 - Oct 2
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 $478
CA $578 total
Oct 25 - Oct 26
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 $208
CA $239 total
Oct 11 - Oct 12
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
DoubleTree by Hilton Hartford - Bradley Airport
Simsbury 1820 House

Simsbury 1820 House

731 Hopmeadow St Simsbury CT
CA $267
CA $332 total
Sep 28 - Sep 29
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
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 $239
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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