Title: 5 Stars Hotels in Winchester, St. Louis from CA $160 - Find Cheap Winchester Hotels With 5 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx553248634983495009)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248634983495009.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248634983495009.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d553248634983495009.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248634983495009.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248634983495009.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Winchester 5 Star Hotels Tonight [Feb 18 - Feb 19](https://www.expedia.ca/Hotel-Search?regionId=553248634983495009&startDate=2026-02-18&endDate=2026-02-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 19 - Feb 20](https://www.expedia.ca/Hotel-Search?regionId=553248634983495009&startDate=2026-02-19&endDate=2026-02-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248634983495009&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248634983495009&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester 5-star hotels ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/ef7a5612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/5b370fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/3714f01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/3000000/2860000/2851500/2851438/56a41562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel St Louis [](https://www.expedia.ca/St-Louis-Hotels-Four-Seasons-Hotel-St-Louis.h2851438.Hotel-Information) Downtown St. Louis 9.4/10 Exceptional (1,002 reviews) "Great service, great staff , room service food really good,, great view of the arch and the river. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $566 CA $662 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/St-Louis-Hotels-Four-Seasons-Hotel-St-Louis.h2851438.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/a54897ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/1817cdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/37a3040b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/f50e8b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, St. Louis [](https://www.expedia.ca/St-Louis-Hotels-The-Ritz-Carlton.h6132.Hotel-Information) Clayton 9.2/10 Wonderful (557 reviews) "Excellent hotel with various restaurants and expansive lobby area.. staff very attentive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane M CA $681 CA $794 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/St-Louis-Hotels-The-Ritz-Carlton.h6132.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-Winchester-Hotels.s50-0-d553248634983495009.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winchester-Hotels.s50-0-d553248634983495009.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 Winchester. ![Magnolia Hotel St. Louis, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/9000000/8140000/8132000/8131949/4b87c2a3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Magnolia Hotel St. Louis, a Tribute Portfolio Hotel 421 N 8th St St. Louis MO CA $134 CA $160 total Mar 9 - Mar 10 includes taxes & fees 8.8/10 Excellent! (1,239 reviews) [](https://expedia.ca/St-Louis-Hotels-Magnolia-Hotel-St-Louis.h8131949.Hotel-Information) ![Hyatt Regency St. Louis at The Arch](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency St. Louis at The Arch 315 Chestnut St St. Louis MO CA $203 CA $240 total Feb 28 - Mar 1 includes taxes & fees 8.4/10 Very Good! (4,007 reviews) [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Hilton St. Louis Frontenac](https://images.trvl-media.com/lodging/1000000/10000/2100/2054/68baaab6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton St. Louis Frontenac 1335 S Lindbergh Blvd Frontenac MO CA $178 CA $207 total Mar 1 - Mar 2 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/St-Louis-Hotels-Hilton-St-Louis-Frontenac.h2054.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&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=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248634983495009&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 Winchester Hotel Reviews ## Find out more about Winchester Luxury is the name of the game at the best 5 Stars hotels in Winchester. 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 Winchester 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 Winchester 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 Winchester without giving up even an inch of quality. 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