Title: Book the Best Winona LUXURY Hotels - Upscale Hotels in Winona, MS | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d7891.Travel-Guide-Hotels)[Vacation Rentals in Winona](https://expedia.ca/Winona-Vacation-Rentals.d7891.Travel-Guide-VacationRentals)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d7891.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.ca/Winona.d7891.Destination-Travel-Guides) ![Winona County Courthouse](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.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 Winona Luxury Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-03-22&endDate=2026-03-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-03-23&endDate=2026-03-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-03-27&endDate=2026-03-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-04-03&endDate=2026-04-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Winona Hotel Reviews ## Frequently asked questions ### Are you searching for a great accommodation for your luxury trip to Winona? ### When can I expect good weather in Winona? ### What's there to see and do in Winona? ## Explore a world of travel with Expedia - 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