Title: Visit Chester: Best of Chester Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d553248635975872311.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d553248635975872311.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d553248635975872311.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d553248635975872311.Destination-Travel-Guides) # Chester ## Travel Guide ## Visit Chester - Chester Hotel Deals - Vacation Rentals in Chester ![Royal River Casino and Hotel](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/29914ffb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Royal River Casino and Hotel 607 S Veterans St, Flandreau, SD CA $120 CA $152 total Oct 26 - Oct 27 includes taxes & fees Stay at this 3-star hotel in Flandreau. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8.4/10 Very Good! (545 reviews) Very clean and staff were all so nice! Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=36825572&PinnedHotelID=36825572&HadPinnedHotel=true®ionId=553248635975872311) ![AmericInn by Wyndham Hartford SD](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Hartford SD 1031 Diamond Circle, Hartford, SD CA $130 CA $141 total Nov 2 - Nov 3 includes taxes & fees Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ... 9/10 Wonderful! (771 reviews) Not needed Reviewed on Oct 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=9779853&PinnedHotelID=9779853&HadPinnedHotel=true®ionId=553248635975872311) ![AmericInn by Wyndham Madison SD](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/1b5921ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Madison SD 504 SE 10th St, Madison, SD CA $131 CA $145 total Nov 23 - Nov 24 includes taxes & fees Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 7.8/10 Good! (338 reviews) Clean and accommodating Reviewed on Oct 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=22714648&PinnedHotelID=22714648&HadPinnedHotel=true®ionId=553248635975872311) [See all 29 properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=553248635975872311) 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. ![Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!](https://images.trvl-media.com/lodging/101000000/100940000/100931700/100931614/cb52a01f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lakeside Getaway on Lake Madison. Hot tub with a view of the lake! Wentworth Stay at this vacation home in Wentworth. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Lakes Golf Course and Lake Madison ... 10/10 Exceptional! (26 reviews) The location is great, we appreciate having a dock and the place is spacious and nicely furnished. Reviewed on Aug 23, 2025 [](https://expedia.ca/Wentworth-Hotels-Lakeside-Getaway-On-Lake-Madison-Hot-Tub-With-A-View-Of-The-Lake.h100931614.Hotel-Information) ![WATERFRONT HOME ON LAKE MADISON](https://images.trvl-media.com/lodging/67000000/66290000/66285000/66284997/702e7dc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### WATERFRONT HOME ON LAKE MADISON Madison Book a stay at this family-friendly vacation home in Madison. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Walkers Point Recreation ... 9.8/10 Exceptional! (30 reviews) A little smaller than I envisioned from the photos. Reviewed on Sep 18, 2025 [](https://expedia.ca/Madison-Hotels-WATERFRONT-HOME-ON-LAKE-MADISON.h66284997.Hotel-Information) ![Beautiful year round lake home! Sleeps 8 comfortably!](https://images.trvl-media.com/lodging/84000000/83710000/83708300/83708290/c4ee9dbd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful year round lake home! Sleeps 8 comfortably! Lake View Township Book a stay at this beach vacation home in Madison. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Walkers Point Recreation Area ... 10/10 Exceptional! (34 reviews) Very clean, beautifully decorated and updated, well-maintained property. Sheets were soft and comfortable. One of the best properties we have stayed at! Although we only stayed a couple days, the home has everything you would need for a longer stay. All the comforts of home plus the great view! Had ... Reviewed on Oct 13, 2025 [](https://expedia.ca/Madison-Hotels-Beautiful-Year-Round-Lake-Home-Sleeps-8-Comfortably.h83708290.Hotel-Information) [See all properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975872311&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 Chester hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-24&endDate=2025-10-25) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-24&endDate=2025-10-25)[Oct 24 - Oct 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-24&endDate=2025-10-25) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-25&endDate=2025-10-26) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-25&endDate=2025-10-26) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-25&endDate=2025-10-26) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-25&endDate=2025-10-26)[Oct 25 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2025-10-25&endDate=2025-10-26) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[Oct 24 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) - Cities near Chester [Dell Rapids](https://expedia.ca/Dell-Rapids.dx96084) ![](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 ![QR code to download the app](data:image/png;base64,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)