Title: Chester Travel Guide: Best of Chester, South Dakota Travel 2026 | Expedia.co.uk [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d553248635975872311.Travel-Guide-Hotels)[Holiday Rentals in Chester](https://expedia.co.uk/Chester-Holiday-Rentals.d553248635975872311.Travel-Guide-HolidayRentals)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d553248635975872311.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d553248635975872311.Holidays-City-Breaks) # Chester Travel Guide ## Tourist Guide ## Visit Chester ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX_SPRING_PROMO_553248635975872311) - Top hotels in Chester - Top Holiday 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 Stay at this hotel in Flandreau. Enjoy free Wi-Fi, free parking and a casino. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ... 8.6/10 Excellent! (578 reviews) No issues, restaurant had a nice breakfast. Nice to stay for SDSU Jackrabbit events in Brookings SD Reviewed on 17 Feb 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=36825572&PinnedHotelID=36825572&HadPinnedHotel=true®ionId=553248635975872311) [](https://expedia.co.uk/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=36825572&PinnedHotelID=36825572&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 Fully refundableReserve now, pay when you stay £67 28 Feb - 1 Mar includes taxes & fees Stay at this business-friendly hotel in Madison. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ... 7.8/10 Good! (366 reviews) Room dated, tv didn’t work most of the time, trash cans never emptied, beds never made up, had to ask for clean towels. Needed an anti slip mat for the tub there were no hand rails . The young lady working over the weekend was trying to help as much as possible. Reviewed on 16 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=22714648&PinnedHotelID=22714648&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 £67 22 Mar - 23 Mar includes taxes & fees Stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ... [](https://expedia.co.uk/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=9779853&PinnedHotelID=9779853&HadPinnedHotel=true®ionId=553248635975872311) [See all 41 properties in Chester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®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. ![Spacious 6BR Lakefront Cabin - Beach Access & Stunning Views on Lake Madison](https://images.trvl-media.com/lodging/120000000/119900000/119898100/119898066/cce8bab3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious 6BR Lakefront Cabin - Beach Access & Stunning Views on Lake Madison Lake Madison SD Stay at this holiday home in Wentworth. Enjoy laundry facilities, in-room fireplaces and air conditioning. Popular attractions Long Lake and Lake Madison are ... [](https://expedia.co.uk/Wentworth-Hotels-Spacious-6BR-Lakefront-Cabin-Beach-Access-Stunning-Views-On-Lake-Madison.h119898066.Hotel-Information) ![Holiday Stay in Madison – Warm & Cozy | Hunters Welcome!](https://images.trvl-media.com/lodging/121000000/120230000/120226900/120226875/4cf9f8a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Stay in Madison – Warm & Cozy | Hunters Welcome! Madison SD Stay at this golf holiday home in Madison. Enjoy free Wi-Fi, a water park and patios. Popular attractions Totland Park and Baughman Park are located nearby. 10/10 Exceptional! (2 reviews) Beautiful home, very nicely decorated and super clean. We loved the king size bed and huge shower. The fenced in backyard was great for our two little dogs. The host is very accommodating and replied quickly to messages. I would definitely stay there again. Reviewed on 18 Jan 2026 [](https://expedia.co.uk/Madison-Hotels-Welcome-DSU-Madison-Athletics-Aviation-Students-Dg-Friendly.h120226875.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 SD Stay at this beach holiday home in Madison. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Walkers Point Recreation Area and Lake ... 10/10 Exceptional! (38 reviews) Convenient location right on lake. Picturesque sunrises over Lake Madison. Reviewed on 21 Jan 2026 [](https://expedia.co.uk/Madison-Hotels-Beautiful-Year-Round-Lake-Home-Sleeps-8-Comfortably.h83708290.Hotel-Information) [See all properties in Chester](https://expedia.co.uk/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 [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2026-02-27&endDate=2026-02-28)[27 Feb - 28 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2026-02-28&endDate=2026-03-01)[28 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[27 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975872311&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ## Cities near Chester ![Aerial View of Lake Madison, South Dakota](https://images.trvl-media.com/place/10510/3d135c84-571b-4da1-8a33-1f5d68f17ecd.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Madison ![The Dells are a unique geological feature of South Dakota](https://images.trvl-media.com/place/96084/853361fc-ee34-4b9a-b060-8764fa2d929d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Dell Rapids - Cities near Chester - Places of interest [Madison](https://expedia.co.uk/Madison.dx10510)[Dell Rapids](https://expedia.co.uk/Dell-Rapids.dx96084)[Wentworth](https://expedia.co.uk/Wentworth.dx3000456474) - [1880 Cowboy Town ](https://expedia.co.uk/1880-Cowboy-Town-Sioux-Falls.d553248621532648871.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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