Title: Visit Winner: Best of Winner Tourism | Expedia Travel Guide - 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) # Winner ## Travel Guide ![Aerial View of Sturgis, South Dakota Which hosts an annual Motorcycle Rally](https://images.trvl-media.com/place/175746/87ffcb8a-65e0-49f9-aa15-5eb851fa828c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Aerial View of Sturgis, South Dakota Which hosts an annual Motorcycle Rally](https://images.trvl-media.com/place/175746/87ffcb8a-65e0-49f9-aa15-5eb851fa828c.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Aerial View of Winner, South Dakota in Winter](https://images.trvl-media.com/place/175746/88f45c4b-56bf-41e0-ab6e-f73f4f08d246.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Winner](https://images.trvl-media.com/place/175746/97b75bd3-2a15-490b-aa98-01937011f844.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Winner Things to do - Winner Hotel Deals - Vacation Rentals in Winner ![Holiday Inn Express & Suites Winner by IHG](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/85a55cce_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Winner by IHG 1360 E Highway 44 Winner SD CA $127 CA $138 total Feb 20 - Feb 21 includes taxes & fees Book a stay at this business-friendly hotel in Winner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 8.8/10 Excellent! (348 reviews) Excellent staff Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=903274&PinnedHotelID=903274&HadPinnedHotel=true®ionId=175746) ![Super 8 by Wyndham Winner SD](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/f9a92518_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Winner SD 902 E Highway 44 Winner SD CA $91 CA $99 total Mar 2 - Mar 3 includes taxes & fees Stay at this motel in Winner. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool are ... 7.6/10 Good! (323 reviews) Staff was very nice, hotel was very clean! Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1329421&PinnedHotelID=1329421&HadPinnedHotel=true®ionId=175746) ![Cozy Little Getaway, Winner, SD](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/6457bb88_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Little Getaway, Winner, SD Winner SD CA $137 CA $210 total Feb 27 - Feb 28 includes taxes & fees Stay at this vacation home in Winner. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Winner Bass Pond ... 10/10 Exceptional! (12 reviews) Check in and spacious clean house. Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=90842218&PinnedHotelID=90842218&HadPinnedHotel=true®ionId=175746) [See all 28 properties in Winner](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=175746) 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. ![Cozy Little Getaway, Winner, SD](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/6457bb88_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Little Getaway, Winner, SD Winner SD Stay at this vacation home in Winner. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Winner Bass Pond ... 10/10 Exceptional! (12 reviews) Check in and spacious clean house. Reviewed on Nov 14, 2025 [](https://expedia.ca/Winner-Hotels-Cozy-Little-Getaway.h90842218.Hotel-Information) ![Sandhills retreat minutes from downtown Valentine](https://images.trvl-media.com/lodging/123000000/122070000/122068800/122068769/w1079h749x0y1-32602b16_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sandhills retreat minutes from downtown Valentine Valentine NE Stay at this cabin in Valentine. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Valentine City Park and Trailhead Park ... 10/10 Exceptional! (1 review) This property was welcoming and sitting in an amazing part of Valentine. The host is amazing and very helpful. We highly recommend this property. Reviewed on Jan 28, 2026 [](https://expedia.ca/Valentine-Hotels-Sandhills-Retreat-Minutes-From-Downtown-Valentine.h122068769.Hotel-Information) ![Rustic Ridge](https://images.trvl-media.com/lodging/117000000/116800000/116790900/116790894/64f462c3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic Ridge Gregory SD Stay at this vacation home in Gregory. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. 9.6/10 Exceptional! (5 reviews) Every thing was great Reviewed on Nov 15, 2025 [](https://expedia.ca/Gregory-Hotels-Rustic-Ridge.h116790894.Hotel-Information) [See all properties in Winner](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=175746&sort=VACATION_RENTAL) 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. ## Check Winner hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=2026-02-09&endDate=2026-02-10) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=2026-02-10&endDate=2026-02-11)[Feb 10 - Feb 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=2026-02-10&endDate=2026-02-11) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=175746&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ### Popular places to visit ![A golfer about to putt with flag in the background](https://images.trvl-media.com/place/6208186/c4697555-d42b-4321-a684-9b61dd506104.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Winner Country Club Enjoy a round of golf in Winner at Winner Country Club. Make time to visit the churches and monuments while you're in the area. [](https://expedia.ca/Winner-Country-Club-Winner.d6208186.Vacation-Attraction) #### Winner Regional Hospital Though Winner Regional Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Winner while you are here. [](https://expedia.ca/Winner-Regional-Hospital-Winner.d624553106419691520.Vacation-Attraction) #### Winner Regional Healthcare Center Though Winner Regional Healthcare Center might be what brings you to town, perhaps you'll have a chance to explore more of Winner while you are here. [](https://expedia.ca/Winner-Regional-Healthcare-Center-Winner.d933495325113810944.Vacation-Attraction) #### Tripp County Veteran’s Memorial You can find out about the history of Winner with a stop at Tripp County Veteran’s Memorial. Make time to visit the monuments and churches while you're in the area. [](https://expedia.ca/Tripp-County-Veterans-Memorial-Winner.d553248621560511195.Vacation-Attraction) #### McDonald's Park McDonald's Park is just one of the places to see in Winner, so why not enjoy the other things to explore during your travels? Make time to visit the churches and monuments while you're in the area. [](https://expedia.ca/McDonalds-Park-Winner.d933495177119584256.Vacation-Attraction) #### Winner City Pool You can take time to visit Winner City Pool during your travels to Winner. Make time to visit the churches and monuments while you're in the area. [](https://expedia.ca/Winner-City-Pool-Winner.d553248621560511194.Vacation-Attraction) - Cities near Winner [Colome](https://expedia.ca/Colome.dx553248634983088372) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app