Title: Book the Best Winner LUXURY Hotels - Upscale Hotels in Winner, SD | Expedia.ca

[Hotels in Winner](https://expedia.ca/Winner-Hotels.d175746.Travel-Guide-Hotels)[Vacation Rentals in Winner](https://expedia.ca/Winner-Vacation-Rentals.d175746.Travel-Guide-VacationRentals)[Flights to Winner](https://expedia.ca/Cheap-Flights-To-Winner.d175746.Travel-Guide-Flights)[Winner Car Rentals](https://expedia.ca/Car-Rentals-In-Winner.d175746.Car-Rental-Guide)[Winner Vacation Packages](https://expedia.ca/Winner.d175746.Destination-Travel-Guides)

![Aerial View of Winner, South Dakota in Winter](https://images.trvl-media.com/place/175746/88f45c4b-56bf-41e0-ab6e-f73f4f08d246.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find luxury hotels in Winner, SD

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## Check availability on Winner Luxury Hotels

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-12-26&endDate=2025-12-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Top Winner Hotel Reviews

![Trade Winds Motel](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/b25751e5_y.jpg)

### Trade Winds Motel

10/10 Excellent

"Staff was very nice. Rooms were very clean and comfortable. You can tell they take pride in their property. I will stay there anytime I’m in the area. "

[](https://expedia.ca/Valentine-Hotels-Trade-Winds-Motel.h1658963.Hotel-Information)

![Gerrys Motel](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/9eeec6b9_y.jpg)

### Gerrys Motel

10/10 Excellent

"Yes everything is great 👍😃"

[](https://expedia.ca/Chamberlain-Hotels-Gerrys-Motel.h14882226.Hotel-Information)

## Frequently asked questions

### Are you looking for a luxury hotel for your stay in Winner?

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