Title: 5 Stars Hotels in Wingdale, New York from CA $164 - Find Cheap Wingdale Hotels With 5 Stars | Expedia.ca [Wingdale Travel Guide](https://expedia.ca/Wingdale.dx553248635975862760)[Hotels in Wingdale](https://expedia.ca/Wingdale-Hotels.d553248635975862760.Travel-Guide-Hotels)[Vacation Rentals in Wingdale](https://expedia.ca/Wingdale-Vacation-Rentals.d553248635975862760.Travel-Guide-VacationRentals)[Flights to Wingdale](https://expedia.ca/Cheap-Flights-To-Wingdale.d553248635975862760.Travel-Guide-Flights)[Wingdale Car Rentals](https://expedia.ca/Car-Rentals-In-Wingdale.d553248635975862760.Car-Rental-Guide)[Wingdale Vacation Packages](https://expedia.ca/Wingdale.d553248635975862760.Destination-Travel-Guides) ![Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out. #culture #culturephotocontest](https://images.trvl-media.com/place/553248635975862760/53b940fc-0a65-4ebe-8069-f8f2064c6482.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Anna Arsenault # 5 Stars Hotels in Wingdale, New York from CA $164 - ![](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 Wingdale 5 Star Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-12-11&endDate=2025-12-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wingdale 5-star hotels ![Couples treatment rooms, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/5296f0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/a6c73ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/8d38e888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/afc72d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Inn & Spa, Auberge Collection [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) Washington 9.2/10 Wonderful (55) "Incredible place - will definitely return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $873 CA $1,068 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/2026466d.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 [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information) 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) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/3527e7ae.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 [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) New Preston 10/10 Exceptional (1) [](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-Wingdale-Hotels.s50-0-d553248635975862760.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Wingdale-Hotels.s50-0-d553248635975862760.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 Wingdale. ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Zero Degrees Danbury 15 Milestone Road Danbury CT CA $200 CA $230 total Dec 20 - Dec 21 includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Poughkeepsie Convention Center 40 Civic Center Plz Poughkeepsie NY CA $140 CA $164 total Dec 16 - Dec 17 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Litchfield Inn 432 Bantam Road Litchfield CT CA $321 CA $369 total Dec 15 - Dec 16 includes taxes & fees 9/10 Wonderful! (958 reviews) [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) Still don't see what you're looking for? [See all properties in Wingdale.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&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=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248635975862760&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. ## Learn more about Wingdale Head to sights like Dover Veterans Memorial Library and Harlem Valley Golf Club as you discover Wingdale. [See all hotels in Wingdale](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&adults=2®ionId=553248635975862760) ![Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out. #culture #culturephotocontest](https://images.trvl-media.com/place/553248635975862760/53b940fc-0a65-4ebe-8069-f8f2064c6482.jpg?impolicy=fcrop&w=224&h=399&p=1&q=high) Photo by Anna Arsenault ## Top Wingdale Hotel Reviews ## Find out more about Wingdale Luxury is the name of the game at the best 5 Stars hotels in Wingdale. 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 Wingdale 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 Wingdale 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 Wingdale without giving up even an inch of quality. 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