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

5 Stars Hotels in Winsted, Connecticut from CA $197

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winsted 5 Star Hotels

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Winsted 5-star hotels

Exterior

1. Belden House & Mews

Belden House & Mews
5.0 star property
Litchfield Historic District
8.8 out of 10, Excellent, (8 reviews)
"This hotel was terrific top to bottom"
United States
laura
The price is CA $584
CA $727 total
includes taxes & fees
Sep 2 - Sep 3
Belden House & Mews
Exterior

2. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (4 reviews)
"Outstanding!!"
United States
Charles
The price is CA $619
CA $757 total
includes taxes & fees
Aug 9 - Aug 10
Troutbeck
Exterior

3. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
Las Flores Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
The price is CA $472 per night from Aug 30 to Aug 31
CA $472
CA $564 total
Aug 30 - Aug 31
includes taxes & fees
Still don't see what you're looking for?
See all properties in Winsted.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 $197

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.

Explore a world of travel with Expedia