Title: 5 Stars Hotels in Winsted, Connecticut from CA $197 - Find Cheap Winsted Hotels With 5 Stars | Expedia.ca [Winsted Travel Guide](https://expedia.ca/Winsted.dx3000430645)[Hotels in Winsted](https://expedia.ca/Winsted-Hotels.d3000430645.Travel-Guide-Hotels)[Vacation Rentals in Winsted](https://expedia.ca/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals)[Flights to Winsted](https://expedia.ca/Cheap-Flights-To-Winsted.d3000430645.Travel-Guide-Flights)[Winsted Car Rentals](https://expedia.ca/Car-Rentals-In-Winsted.d3000430645.Car-Rental-Guide)[Winsted Vacation Packages](https://expedia.ca/Winsted.d3000430645.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b24f1cfa2ac11e9ccb5cb3de60b30e98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kim Knox Beckius # 5 Stars Hotels in Winsted, Connecticut from CA $197 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winsted 5 Star Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-10-23&endDate=2025-10-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winsted 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4a6d4a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/b8578f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Century Lodge)](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/30a1b181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/55d845bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Troutbeck Amenia [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information) ![Family House](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/ff59e7a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels, fishing](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/f37bc34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/0802bc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/077958ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa New Preston 10/10 Exceptional (1) CA $1,423 CA $2,196 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winsted-Hotels.s50-0-d3000430645.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winsted-Hotels.s50-0-d3000430645.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winsted. ![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/775bdf7d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hartford - Bradley Airport 16 Ella T. Grasso Turnpike, Windsor Locks, CT CA $171 CA $197 total Oct 29 - Oct 30 includes taxes & fees 8/10 Very Good! (1,019 reviews) [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) ![Delamar West Hartford](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Delamar West Hartford 1 Memorial Road, West Hartford, CT CA $409 CA $491 total Oct 30 - Oct 31 includes taxes & fees 9.6/10 Exceptional! (1,005 reviews) [](https://expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information) ![DoubleTree by Hilton Hotel Bristol, Connecticut](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr, Bristol, CT CA $211 CA $243 total Nov 9 - Nov 10 includes taxes & fees 9/10 Wonderful! (1,008 reviews) [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) Still don't see what you're looking for? [See all properties in Winsted.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000430645&star=50&star=50&amenities=WATER_PARK) 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. ## 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. 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