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)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find luxury hotels in Winner, SD

![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![deals illustration](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)

![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check availability on Winner Luxury Hotels

Tonight

[Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Winner Luxury Hotels

## Top Winner Hotel Reviews

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

### Gerrys Motel

10/10 Excellent

"We have stayed here several times and the rooms are always spotless. Nice hot shower with good pressure. Little bar and restaurant right beside motel. Great price for no frills motel. Owners are very nice."

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

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

### Trade Winds Motel

10/10 Excellent

"Check in was quick. Parking was right outside the door. Comfortable bed and pillows. The breakfast was adequate. The staff was friendly and helpful "

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

## Frequently asked questions

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

> Amenities are an important consideration when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winner offers. Winner has some interesting things to see and do including Winner City Pool and Winner Country Club, so you might want to take in the local sights during your visit.

### When can I expect good weather in Winner?

> Planning for the weather is a good way to make your trip to Winner relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Winner are December, March, April, and February, with each month seeing an average of 7 inches of snowfall.

### What's there to see and do in Winner?

> Experience Winner and visit Winner City Pool, Winner Country Club, and Tripp County Veteran's Memorial. If you have a bit of extra time while you're in the area, you might want to check out Beaulieu Lake.

## Explore a world of travel with Expedia

-   Lodging
-   Flights
-   Packages
-   Cars
-   Vacation Rental
-   Other
-   More ways to book

-   [3 Star Hotels in Chamberlain](https://www.expedia.ca/3Star-Chamberlain-Hotels.s30-0-d6059499.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Dixon](https://www.expedia.ca/5Star-Dixon-Hotels.s50-0-d6352575.Travel-Guide-Filter-Hotels)
-   [Antelope Hotels](https://www.expedia.ca/Antelope-Hotels.d553248634983527139.Travel-Guide-Hotels)
-   [Farmstay in Burke](https://www.expedia.ca/Burke-Agritourism.d553248634983107572-aaAgritourism.Travel-Guide-Accommodation)
-   [Cottages in Burke](https://www.expedia.ca/Burke-Cottages.d553248634983107572-aaCottages.Travel-Guide-Accommodation)
-   [Burke Hotels](https://www.expedia.ca/Burke-Hotels.d553248634983107572.Travel-Guide-Hotels)
-   [Lodges in Burke](https://www.expedia.ca/Burke-Lodges.d553248634983107572-aaLodges.Travel-Guide-Accommodation)
-   [B&B in Chamberlain](https://www.expedia.ca/Chamberlain-Bed-And-Breakfast.d6059499-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cheap Hotels in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-Cheap-Hotels.0-0-d6059499-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-Family-Hotel.0-0-d6059499-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-Hotels-With-Bar.0-0-d6059499-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-LGBT-Friendly-Hotel.0-0-d6059499-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-Luxury-Hotel.0-0-d6059499-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Chamberlain](https://www.expedia.ca/Chamberlain-Hotels-Pet-Friendly-Hotel.0-0-d6059499-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Chamberlain Hotels](https://www.expedia.ca/Chamberlain-Hotels.d6059499.Travel-Guide-Hotels)
-   [Motels in Chamberlain](https://www.expedia.ca/Chamberlain-Motels.d6059499-aaMotels.Travel-Guide-Accommodation)
-   [Colome Hotels](https://www.expedia.ca/Colome-Hotels.d553248634983088372.Travel-Guide-Hotels)
-   [Farmstay in Dallas](https://www.expedia.ca/Dallas-Agritourism.d553248634983379016-aaAgritourism.Travel-Guide-Accommodation)
-   [Motels in Dallas](https://www.expedia.ca/Dallas-Motels.d553248634983379016-aaMotels.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Adults-Only-Resorts.0-0-d243-tAdultsOnlyResorts.Hotel-Filter-Destinations)
-   [Beach Hotel Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Beach-Hotel.0-0-d243-tBeachHotel.Hotel-Filter-Destinations)
-   [Casino Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Casino-Hotel.0-0-d243-tCasinoHotel.Hotel-Filter-Destinations)
-   [Cheap Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Cheap-Hotels.0-0-d243-tCheapHotels.Hotel-Filter-Destinations)
-   [Hotels & Resorts for Couples in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Couples-Resorts-Hotels.0-0-d243-tCouplesResortsHotels.Hotel-Filter-Destinations)
-   [Golf Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Golf-Hotel.0-0-d243-tGolfHotel.Hotel-Filter-Destinations)
-   [Honeymoon Resorts and in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Honeymoon-Hotels.0-0-d243-tHoneymoonHotels.Hotel-Filter-Destinations)
-   [Hotels with a Lazy River in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Hotels-With-A-Lazy-River.0-0-d243-tHotelswithaLazyRiver.Hotel-Filter-Destinations)
-   [Hotels with Waterslides in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Hotels-With-Waterslides.0-0-d243-tHotelswithWaterslides.Hotel-Filter-Destinations)
-   [Luxury Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Luxury-Hotel.0-0-d243-tLuxuryHotel.Hotel-Filter-Destinations)
-   [Ski Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Ski-Hotel.0-0-d243-tSkiHotel.Hotel-Filter-Destinations)
-   [Spa Hotels in South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota-Spa-Hotel.0-0-d243-tSpaHotel.Hotel-Filter-Destinations)
-   [South Dakota Hotels](https://www.expedia.ca/Destinations-In-South-Dakota.d243.Hotel-Destinations)
-   [Hotels near Dignity Statue](https://www.expedia.ca/Dignity-Statue-Hotels.0-l665670613073686528-0.Travel-Guide-Filter-Hotels)
-   [Farmstay in Dixon](https://www.expedia.ca/Dixon-Agritourism.d6352575-aaAgritourism.Travel-Guide-Accommodation)
-   [Pet-Friendly Hotels in Dixon](https://www.expedia.ca/Dixon-Hotels-Pet-Friendly-Hotel.0-0-d6352575-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Dixon Hotels](https://www.expedia.ca/Dixon-Hotels.d6352575.Travel-Guide-Hotels)
-   [Lodges in Dixon](https://www.expedia.ca/Dixon-Lodges.d6352575-aaLodges.Travel-Guide-Accommodation)
-   [B&B in Gregory](https://www.expedia.ca/Gregory-Bed-And-Breakfast.d6350356-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cheap Hotels in Gregory](https://www.expedia.ca/Gregory-Hotels-Cheap-Hotels.0-0-d6350356-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Gregory Hotels](https://www.expedia.ca/Gregory-Hotels.d6350356.Travel-Guide-Hotels)
-   [Motels in Gregory](https://www.expedia.ca/Gregory-Motels.d6350356-aaMotels.Travel-Guide-Accommodation)
-   [Vacation Homes in Ideal](https://www.expedia.ca/Ideal-Private-Vacation-Homes.d769697495129219072-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [B&B in Kennebec](https://www.expedia.ca/Kennebec-Bed-And-Breakfast.d183955-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Kennebec Hotels](https://www.expedia.ca/Kennebec-Hotels.d183955.Travel-Guide-Hotels)
-   [Lodges in Kennebec](https://www.expedia.ca/Kennebec-Lodges.d183955-aaLodges.Travel-Guide-Accommodation)
-   [Family Hotels in Mission](https://www.expedia.ca/Mission-Hotels-Family-Hotel.0-0-d181132-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Mission](https://www.expedia.ca/Mission-Hotels-Hotels-With-Indoor-Pool.0-0-d181132-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Mission Hotels](https://www.expedia.ca/Mission-Hotels.d181132.Travel-Guide-Hotels)
-   [Motels in Mission](https://www.expedia.ca/Mission-Motels.d181132-aaMotels.Travel-Guide-Accommodation)
-   [Rv Parks in Mission](https://www.expedia.ca/Mission-RV-Parks.d181132-aaRVParks.Travel-Guide-Accommodation)
-   [Cheap Hotels in Oacoma](https://www.expedia.ca/Oacoma-Hotels-Cheap-Hotels.0-0-d140219-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Oacoma](https://www.expedia.ca/Oacoma-Hotels-Family-Hotel.0-0-d140219-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Oacoma](https://www.expedia.ca/Oacoma-Hotels-Luxury-Hotel.0-0-d140219-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Oacoma](https://www.expedia.ca/Oacoma-Hotels-Pet-Friendly-Hotel.0-0-d140219-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Oacoma](https://www.expedia.ca/Oacoma-Hotels-Romantic-Hotel.0-0-d140219-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Oacoma Hotels](https://www.expedia.ca/Oacoma-Hotels.d140219.Travel-Guide-Hotels)
-   [Luxury Hotels in Presho](https://www.expedia.ca/Presho-Hotels-Luxury-Hotel.0-0-d183959-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Presho Hotels](https://www.expedia.ca/Presho-Hotels.d183959.Travel-Guide-Hotels)
-   [Reliance Hotels](https://www.expedia.ca/Reliance-Hotels.d553248634983401185.Travel-Guide-Hotels)
-   [Lodges in Reliance](https://www.expedia.ca/Reliance-Lodges.d553248634983401185-aaLodges.Travel-Guide-Accommodation)
-   [Cheap Hotels in Rosebud](https://www.expedia.ca/Rosebud-Hotels-Cheap-Hotels.0-0-d553248634983546610-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Rosebud Hotels](https://www.expedia.ca/Rosebud-Hotels.d553248634983546610.Travel-Guide-Hotels)
-   [Farmstay in South Dakota](https://www.expedia.ca/South-Dakota-Agritourism.d243-aaAgritourism.Travel-Guide-Accommodation)
-   [Apartments in South Dakota](https://www.expedia.ca/South-Dakota-Apartments.d243-aaApartments.Travel-Guide-Accommodation)
-   [Cabin Rentals in South Dakota](https://www.expedia.ca/South-Dakota-Cabins.d243-aaCabins.Travel-Guide-Accommodation)
-   [Lodges in South Dakota](https://www.expedia.ca/South-Dakota-Lodges.d243-aaLodges.Travel-Guide-Accommodation)
-   [Motels in South Dakota](https://www.expedia.ca/South-Dakota-Motels.d243-aaMotels.Travel-Guide-Accommodation)
-   [Vacation Homes in South Dakota](https://www.expedia.ca/South-Dakota-Private-Vacation-Homes.d243-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Rv Parks in South Dakota](https://www.expedia.ca/South-Dakota-RV-Parks.d243-aaRVParks.Travel-Guide-Accommodation)
-   [St. Charles Hotels](https://www.expedia.ca/St-Charles-Hotels.d553248634983084972.Travel-Guide-Hotels)
-   [Two Strike Hotels](https://www.expedia.ca/Two-Strike-Hotels.d553248634983550060.Travel-Guide-Hotels)
-   [Cheap Hotels in White River](https://www.expedia.ca/White-River-Hotels-Cheap-Hotels.0-0-d3000456478-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in White River](https://www.expedia.ca/White-River-Hotels-Luxury-Hotel.0-0-d3000456478-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [White River Hotels](https://www.expedia.ca/White-River-Hotels.d3000456478.Travel-Guide-Hotels)
-   [Motels in White River](https://www.expedia.ca/White-River-Motels.d3000456478-aaMotels.Travel-Guide-Accommodation)
-   [Witten Hotels](https://www.expedia.ca/Witten-Hotels.d553248635974846000.Travel-Guide-Hotels)

-   [Flights to Chamberlain](https://www.expedia.ca/Cheap-Flights-To-Chamberlain.d6059499.Travel-Guide-Flights)
-   [Flights to South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota.d243.Flight-Destinations)
-   [Flights from Mission](https://www.expedia.ca/lp/flights/181132/flights-from-mission)
-   [Flights from South Dakota](https://www.expedia.ca/lp/flights/243/flights-from-south-dakota)
-   [Flights from White Horse](https://www.expedia.ca/lp/flights/553248634983108734/flights-from-white-horse)
-   [Flights from Hamill](https://www.expedia.ca/lp/flights/553248634983300116/flights-from-hamill)
-   [Flights from Reliance](https://www.expedia.ca/lp/flights/553248634983401185/flights-from-reliance)
-   [Flights from Wood](https://www.expedia.ca/lp/flights/553248634983532689/flights-from-wood)
-   [Flights from Rosebud](https://www.expedia.ca/lp/flights/553248634983546610/flights-from-rosebud)
-   [Flights from Tripp County](https://www.expedia.ca/lp/flights/553248635976432505/flights-from-tripp-county)
-   [Flights from Chamberlain](https://www.expedia.ca/lp/flights/6059499/flights-from-chamberlain)
-   [Flights from Okreek](https://www.expedia.ca/lp/flights/769697251743584256/flights-from-okreek)
-   [Flights from Ideal](https://www.expedia.ca/lp/flights/769697495129219072/flights-from-ideal)

-   [Chamberlain Vacations](https://www.expedia.ca/Chamberlain.d6059499.Destination-Travel-Guides)
-   [Visit Chamberlain](https://www.expedia.ca/Chamberlain.dx6059499)
-   [Visit Kennebec](https://www.expedia.ca/Kennebec.dx183955)
-   [South Dakota Vacations](https://www.expedia.ca/South-Dakota.d243.Destination-Travel-Guides)
-   [Visit South Dakota](https://www.expedia.ca/South-Dakota.dx243)

-   [Economy Car Rentals in South Dakota](https://www.expedia.ca/Economy-Car-Rentals-In-South-Dakota.d243-tEconomy.Car-Rental-Destination-Class)
-   [Enterprise Rental Cars in Rosebud](https://www.expedia.ca/Enterprise-Car-Rentals-In-Rosebud.d553248634983546610-c15.Car-Rental-Guide-Suppliers)
-   [Full-Size Car Rentals in South Dakota](https://www.expedia.ca/Fullsize-Car-Rentals-In-South-Dakota.d243-tFullsize.Car-Rental-Destination-Class)

-   [Chamberlain Vacation Rentals](https://www.expedia.ca/Chamberlain-Vacation-Rentals.d6059499.Travel-Guide-VacationRentals)
-   [South Dakota Vacation Rentals](https://www.expedia.ca/Destinations-In-South-Dakota.d243.Vacation-Rental-Destinations)

-   [Things to do in South Dakota](https://www.expedia.ca/Things-To-Do-In-South-Dakota.d243.Travel-Guide-Activities)

-   [Book Luxury Hotels in Winner on Expedia.com](https://www.expedia.com/Winner-Hotels-Luxury-Hotel.0-0-d175746-tLuxuryHotel.Travel-Guide-Filter-Hotels)