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) ![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=1200&h=500&q=medium) # Find Hotels with Free Parking in Winner, SD from CA $91 - ![](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 Winner Hotels with Free Parking Tonight [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-11-08&endDate=2025-11-09&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-11-09&endDate=2025-11-10&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2025-11-21&endDate=2025-11-23&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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/be5567d8.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) ### Holiday Inn Express & Suites Winner by IHG Winner 8.8/10 Excellent (337) "Hotel was up to date and very comfortable. Pool and hot tub were a welcome site after a long drive and were open longer hours than other hotels! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $117 CA $127 total includes taxes & fees Dec 1 - Dec 2 [](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 (316) "Thank you for a quiet and comfortable place to stay during our travels" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $103 CA $112 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Reception](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/15a92292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, City View](https://images.trvl-media.com/lodging/119000000/118550000/118548600/118548519/w1179h753x0y0-7a1306ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warrior INN Winner 6.0/10 (5) "Totally unacceptable. Run down, door jamb and door lock is broken, half of the doors are boarded up and did not feel safe! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $83 CA $91 total includes taxes & fees Dec 1 - Dec 2 [](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 (744) "Really clean rooms. Todd and Barb are some of the nicest people you’ll ever meet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $97 CA $112 total includes taxes & fees Nov 9 - Nov 10 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/20000000/19440000/19435000/19434979/2c6b2e6a.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 (679) "Very cute little motel. Our room was very nice, and the bed was super comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vonda CA $111 CA $128 total includes taxes & fees Nov 27 - Nov 28 [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/14ef9a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/fa48e29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trade Winds Motel Valentine 9.4/10 Exceptional (1000) "Very nice place to stay, we would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/a882ef12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/440000/436000/435941/9f80b34b.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) ### The Niobrara Lodge Valentine 8.4/10 Very good (636) "Breakfast was very good and so many options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lacee CA $167 CA $196 total includes taxes & fees Nov 9 - Nov 10 [](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 (480) "Friendly reception! For an old hotel, nice renovations. Clean rooms. Convient location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Colette [](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) ![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) ![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) ### Super 8 by Wyndham Valentine NE Valentine 7.4/10 Good (707) "Good place to stay and nice owners. Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sidney CA $94 CA $110 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/726c995b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Valentine Valentine 8.6/10 Excellent (461) "Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy CA $148 CA $173 total includes taxes & fees Nov 23 - Nov 24 [](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=2025-11-22&endDate=2025-11-23®ionId=175746&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Winner Hotel Reviews ![Comfort Inn Valentine](//images.trvl-media.com/lodging/1000000/10000/5700/5657/c1fc2815_y.jpg) ### Comfort Inn Valentine 10/10 Excellent "Friendly staff" [](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 "Good stay. Very helpful service. Will be back" [](https://expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) ![Trade Winds Motel](//images.trvl-media.com/lodging/2000000/1660000/1659000/1658963/b25751e5_y.jpg) ### Trade Winds Motel 10/10 Excellent " It is an older facility, but rooms and overall facility are well maintained. Rooms and bathroom are clean. Easy to find location. Staff are friendly, professional. Check-in was organized, quick and seamless. Overall a very nice facility." [](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 "Breakfast was very good and so many options. " [](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 "Exactly as described in rave reviews we read before booking. Super friendly & family owned. Room spotless and very comfortable. Highly recommend!" [](https://expedia.ca/Chamberlain-Hotels-Kings-Inn.h19434979.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 "The parking lot was not too dark, it felt safe. Room was clean but bathroom could be cleaner. It needed updating. It felt family friendly. The WiFi was awesome. The manager Gary was very welcoming and friendly." [](https://expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.Hotel-Information) ![Gerrys Motel](//images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/9eeec6b9_y.jpg) ### Gerrys Motel 10/10 Excellent "Really clean rooms. Todd and Barb are some of the nicest people you’ll ever meet. " [](https://expedia.ca/Chamberlain-Hotels-Gerrys-Motel.h14882226.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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