Title: Book the Best Winner Hotels with FREE PARKING in 2025 | 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/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Winner, SD from CA $77 ![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 Hotels with Free Parking Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=FREE_PARKING&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&amenities=FREE_PARKING&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&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winner Hotels with Free Parking ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/85a55cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/c42c9c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/c3209bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/0fe420bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Winner by IHG Winner 8.8/10 Excellent (337) "Only hotel I've stayed when visiting relatives." CA $177 CA $193 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information) ![Studio Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/f9a92518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/54f85dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/a63d897f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/d80fdb08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Winner SD Winner 7.8/10 Good (311) "good hotel for the price. " CA $80 CA $86 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/w1178h317x0y11-3b1d84e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/63ac4d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/2bb2da6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/15a92292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warrior INN Winner 6.6/10 (4) "Check in was easy. Tabitha was very helpful & kind. " CA $71 CA $77 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Winner-Hotels-Warrior-INN.h118548519.Hotel-Information) ![Billiards](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/9eeec6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/5b5dd202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/9edc24fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/f86062f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gerrys Motel Kennebec 9.2/10 Wonderful (740) "The room was clean and the bed was comfortable." CA $96 CA $111 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Chamberlain-Hotels-Gerrys-Motel.h14882226.Hotel-Information) ![Double Room, single story building](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/0506c717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/2c6b2e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 story building | Living area](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/67a5e6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 story building | Bathroom](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/8787ceb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King's Inn Kennebec 9.2/10 Wonderful (671) "Very cute little motel. Our room was very nice, and the bed was super comfortable. " CA $110 CA $127 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chamberlain-Hotels-Kings-Inn.h19434979.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/b25751e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/245e6f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/14ef9a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/278763b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trade Winds Motel Valentine 9.4/10 Exceptional (1002) "Very nice, modern update motel! Convenient location, clean, nice breakfast, highly recommend." CA $119 CA $140 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Valentine-Hotels-Trade-Winds-Motel.h1658963.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/da7a9a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/4f16afa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/fb902334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/a882ef12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Niobrara Lodge Valentine 8.4/10 Very good (628) "Great place to stay, very clean and would stay here again. " CA $180 CA $211 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Valentine-Hotels-The-Niobrara-Lodge.h435941.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/875388b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/1fb02c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/30477dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/73eba862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmony Inn & Suites Valentine 8.4/10 Very good (469) "The front desk staff was so friendly, the rooms are spacious and the place is super clean! " CA $131 CA $153 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/1393a55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/5d6d7ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/11569c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/f6bab925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Valentine NE Valentine 7.4/10 Good (702) "Staff was nice and helpful...breakfast good... would be nice to have meat(bacon) also...pillows lumpy beds comfy" CA $106 CA $124 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.Hotel-Information) ![Indoor pool, open 7 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/c1fc2815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/726c995b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/7d88055e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/0e2f7480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Valentine Valentine 8.6/10 Excellent (447) "Super helpful front desk staff, room is super clean and breakfast was delicious. " CA $165 CA $193 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Valentine-Hotels-Comfort-Inn-Valentine.h5657.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18®ionId=175746&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## 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) ![The Niobrara Lodge](//images.trvl-media.com/lodging/1000000/440000/436000/435941/da7a9a63_y.jpg) ### The Niobrara Lodge 10/10 Excellent "Everything was perfect. The Room and Staff was awesome. Made us feel at home." [](https://expedia.ca/Valentine-Hotels-The-Niobrara-Lodge.h435941.Hotel-Information) ![King's Inn](//images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/0506c717_y.jpg) ### King's Inn 10/10 Excellent "Very peaceful. Very good bed. Simple easy check-in. Nicely decorated, simple room." [](https://expedia.ca/Chamberlain-Hotels-Kings-Inn.h19434979.Hotel-Information) ![Comfort Inn Valentine](//images.trvl-media.com/lodging/1000000/10000/5700/5657/c1fc2815_y.jpg) ### Comfort Inn Valentine 10/10 Excellent "Super helpful front desk staff, room is super clean and breakfast was delicious. " [](https://expedia.ca/Valentine-Hotels-Comfort-Inn-Valentine.h5657.Hotel-Information) ![Harmony Inn & Suites](//images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/875388b0_y.jpg) ### Harmony Inn & Suites 10/10 Excellent "The suite was a surprise. It was nicely decorated and wonderful arrangement for the handicapped. The hotel has a lovely and well kept park on its property. The large breakfast too, was also a pleasure. We. Certainly enjoyed our stay." [](https://expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) ![Super 8 by Wyndham Valentine NE](//images.trvl-media.com/lodging/1000000/900000/897900/897836/1393a55b_y.jpg) ### Super 8 by Wyndham Valentine NE 10/10 Excellent "Check in was super quick with mobile check in." [](https://expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.Hotel-Information) ![Holiday Inn Express & Suites Winner by IHG](//images.trvl-media.com/lodging/1000000/910000/903300/903274/85a55cce_y.jpg) ### Holiday Inn Express & Suites Winner by IHG 10/10 Excellent "Most of the food was good. Eggs a little watery. Rooms clean but stairs were a bit dirty and they had just painted and there was tape left on the door frames. Overall a good facility" [](https://expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information) ![Super 8 by Wyndham Winner SD](//images.trvl-media.com/lodging/2000000/1330000/1329500/1329421/f9a92518_y.jpg) ### Super 8 by Wyndham Winner SD 10/10 Excellent "The gentleman that checked us went above and beyond to help us, " [](https://expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information) ## 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) - 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