Title: Book the Best Winner FAMILY FRIENDLY Hotels from CA $111 - Kid-Friendly 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) ![](https://images.trvl-media.com/place/175746/88f45c4b-56bf-41e0-ab6e-f73f4f08d246.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Family Hotels Tonight [Mar 11 - Mar 12](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2026-03-11&endDate=2026-03-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Mar 12 - Mar 13](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2026-03-12&endDate=2026-03-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=175746&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Winner family-friendly hotels ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/793c06c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/132ca649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/fb21281c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90850000/90842300/90842218/e8641202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Little Getaway, Winner, SD [](https://www.expedia.ca/Winner-Hotels-Cozy-Little-Getaway.h90842218.Hotel-Information) Winner 10/10 Exceptional (12 reviews) "Great place to stay, nice and cool in there! Very clean! Would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen CA $122 CA $194 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Winner-Hotels-Cozy-Little-Getaway.h90842218.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/4000000/3550000/3542300/3542265/980cd76d.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/4000000/3550000/3542300/3542265/30b5bac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/b6fb72ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harmony Inn & Suites [](https://www.expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) Valentine 8.4/10 Very good (504 reviews) "Nice, clean, updated rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $115 CA $134 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.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/1000000/10000/5700/5657/0e2f7480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/5700/5657/8c04a9ec.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) ### Comfort Inn Valentine [](https://www.expedia.ca/Valentine-Hotels-Comfort-Inn-Valentine.h5657.Hotel-Information) Valentine 8.6/10 Excellent (475 reviews) "Staff at front desk was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin CA $139 CA $163 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Valentine-Hotels-Comfort-Inn-Valentine.h5657.Hotel-Information) ![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 pool](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/e3a7ad0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897900/897836/f977319e.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 [](https://www.expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.Hotel-Information) Valentine 7.4/10 Good (724 reviews) "Rooms were very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demarco CA $95 CA $111 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Valentine-Hotels-Super-8-By-Wyndham-Valentine-NE.h897836.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=2026-03-26&endDate=2026-03-27®ionId=175746&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at family-friendly hotels in Winner Breakfast included Pool All-inclusive 4 stars 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_175746) ## Find out more about Winner ### Family friendly things to do in Winner Winner, South Dakota, is a hidden gem for families looking to blend adventure with comfort. Start your exploration at the local Winner Aquatic Center, where children can splash around in the pools, enjoy slides, and take part in family-friendly water activities. Next, visit the Tripp County Historical Society Museum to learn about the rich local history through interactive exhibits that engage both kids and adults alike. For some outdoor fun, the nearby Fort Randall Dam offers fishing, hiking, and breathtaking views, perfect for a family picnic while soaking up the sun. Don't miss the chance to experience the thrill of the Winner Rodeo, held annually in July, which showcases the region's cowboy culture and is sure to entertain the whole family. After a day of exploring, unwind in the family-friendly hotels situated in the heart of Winner, where you can find amenities like spacious rooms, complimentary breakfasts, and attentive service designed to cater to your family’s needs. Staying in this area allows for easy access to all local attractions, ensuring a straightforward and enjoyable experience for everyone. ### Find the best family friendly hotels in Winner For families visiting Winner, South Dakota, these two hotels offer fantastic amenities and a welcoming atmosphere, ensuring a comfortable stay for guests of all ages. [**Holiday Inn Express & Suites Winner by IHG**](https://www.expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information) - **Why it's great for a family-friendly adventure:** Ideal for families, the Holiday Inn Express & Suites Winner by IHG offers a range of amenities designed to enhance comfort and convenience. With a solid guest review rating of 8.8, families can enjoy features such as a daily buffet breakfast and an indoor pool, perfect for splashing around after a day of exploration. Additionally, free cribs are available to cater to younger guests, ensuring everyone feels right at home. - **Other amenities:** Beyond the family-friendly amenities, the hotel also offers accessible parking and fitness facilities, allowing guests to stay active during their visit. Travelers can take advantage of the nearby golf location for some fun in the sun, while the complimentary breakfast ensures a great start to each day. With the added comfort of air conditioning and a microwave in the room, guests can easily prepare snacks for their adventures. - **Nearby attractions:** Tripp County Veteran’s Memorial - 1.2 km, Winner Regional Healthcare Center - 1.4 km [**Super 8 by Wyndham Winner SD**](https://www.expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information) - **Why it's great for a family-friendly adventure:** The Super 8 by Wyndham Winner SD is a practical choice for families seeking comfort at a budget-friendly price. With a guest review rating of 7.8, this hotel features convenient amenities such as free cribs and connecting rooms, making it easy for families to stay together. Guests can also enjoy a complimentary breakfast each morning, fueling up for a day of family activities. - **Other amenities:** In addition to its family-friendly offerings, the hotel provides free self-parking and internet access, ensuring a straightforward experience for all visitors. The traditional hotel design adds a touch of charm, while the accessibility features cater to various needs. With easy access to nearby attractions and the convenience of microwaves in rooms, families will find everything they need for a pleasant stay. - **Nearby attractions:** Tripp County Veteran’s Memorial - 1.2 km, Winner Regional Healthcare Center - 1.4 km ## 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 "Young girl at the front desk was very friendly." [](https://expedia.ca/Valentine-Hotels-Trade-Winds-Motel.h1658963.Hotel-Information) ![Harmony Inn & Suites](https://images.trvl-media.com/lodging/4000000/3550000/3542300/3542265/875388b0_y.jpg) ### Harmony Inn & Suites 8/10 Good "Room was clean and large, traveling with a pet so it all worked out" [](https://expedia.ca/Valentine-Hotels-Harmony-Inn-Suites.h3542265.Hotel-Information) ![Holiday Inn Express & Suites Winner by IHG](https://images.trvl-media.com/lodging/1000000/910000/903300/903274/0fe420bc_y.jpg) ### Holiday Inn Express & Suites Winner by IHG 10/10 Excellent "Everything was great!!!" [](https://expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information) ![Gerrys Motel](https://images.trvl-media.com/lodging/15000000/14890000/14882300/14882226/9edc24fa_y.jpg) ### Gerrys Motel 10/10 Excellent "Yes everything is great 👍😃" [](https://expedia.ca/Chamberlain-Hotels-Gerrys-Motel.h14882226.Hotel-Information) ## Frequently asked questions ### What are the best family-friendly hotels in Winner? > Another solid option is the [Super 8 by Wyndham Winner SD](https://www.expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information), which has a rating of 7.8\. This hotel features connecting rooms, making it easy for families to stay close together. Guests have praised the friendly staff and clean rooms, creating a warm atmosphere for all visitors. Additionally, the Super 8 offers complimentary breakfast, so you can fuel up before heading out to explore the local attractions. With free parking and internet, this hotel balances convenience and value, making it a popular pick among families visiting Winner. > > > Both hotels provide cribs at no extra charge, ensuring a comfortable stay for those travelling with the little ones. ### Which area of Winner is best to stay in for families? > The heart of Winner provides easy access to local eateries, including casual cafes and ice cream parlours great for a family treat. You'll also find grocery shops here, making it simple to stock up on snacks and essentials. The area is quite walkable, allowing families to explore on foot and discover local shops and interesting sights. > > > Just a short stroll from the city centre, you'll find lovely green spaces and playgrounds where children can run about and play. These residential areas offer a quieter atmosphere while still being close enough to all the conveniences. ### How much does a family hotel in Winner cost? ### What are the best Winner family-friendly hotels with a pool? > Guests rave about the hotel's well-kept facilities, with many noting the cleanliness of the rooms and the friendliness of the staff. Families will appreciate the complimentary breakfast, offered daily, featuring a delightful buffet on weekends, ensuring everyone starts the day off right. Plus, the hotel provides free cribs for those travelling with infants, making it easy for parents to settle in. ### Which cheap kid-friendly hotels in Winner do travellers love? > Another excellent option is the [Holiday Inn Express & Suites Winner by IHG](https://www.expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information), which shines with an impressive rating of 8.8\. This hotel features a lovely pool where kids can splash about, along with free breakfast that includes a delightful buffet on weekends. Guests often rave about the good food, clean rooms, and exceptional service from the staff, making it a popular pick for families seeking comfort and convenience without breaking the bank. ### Which Winner family-friendly hotels welcome pets? > Another excellent option is the [Holiday Inn Express & Suites Winner by IHG](https://www.expedia.ca/Winner-Hotels-Holiday-Inn-Express-Suites-Winner.h903274.Hotel-Information), boasting a higher traveller rating of 8.8\. This hotel not only welcomes pets but also features a lovely pool for some family fun. Guests rave about the quality of the food and the cleanliness of the rooms, along with the great service provided by the staff. Plus, with free breakfast included, it ensures a straightforward start to your adventures in Winner, South Dakota. ### Which family-friendly hotels are in central Winner? > If you're looking for more options, the [Super 8 by Wyndham Winner SD](https://www.expedia.ca/Winner-Hotels-Super-8-By-Wyndham-Winner-SD.h1329421.Hotel-Information) also caters well to families. This hotel features connecting rooms, making it easy for larger families to stay together, and it provides free cribs for the little ones. With a rating of 7.8, guests appreciate the friendly staff and the convenient location. Plus, the complimentary breakfast and free WiFi add to the value, allowing families to start their day right without breaking the bank. ### Are there any great family hotels in Winner with a gym? > Guests appreciate the clean and spacious rooms, complemented by a free breakfast that includes both a buffet and weekend specials. The friendly staff ensure an inviting space, while the addition of a swimming pool provides a fun space for children to enjoy. With an excellent traveller rating of 8.8, it's clear that families find great value here. > > > Furthermore, the hotel offers free WiFi and self-parking, making it easy for families to stay connected and navigate their travels without added costs. ### How can I save on a family-friendly hotel in Winner with Expedia? ### Can I cancel my family hotel reservation on Expedia? ## 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) - 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