Title: Book The Best Hotels in Chester, SD for 2026 from CA $121 - Fully Refundable Options - Expedia.ca [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) ![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 in Chester, SD from CA $121 - ![](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 ## Go beyond your typical stay in Chester Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+South+Dakota%2C+United+States+of+America®ionId=553248635975872311&latLong=43.894913%2C-96.92656&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=PETS) ## Check prices for these dates Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 29 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Free self parking](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/8a4dbe1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/96f06e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/dfd00863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/f7f34c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bilmar Inn & Suites by Hotel O Hwy 77 Dell Rapids 7.0/10 Good (305) "Clean and friendly also just off interstate" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin and Dianne [](https://www.expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/4fbef126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/c7efc5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/9feef267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Hartford SD Hartford 9.2/10 Wonderful (780) "Great hotel, modern and clean, and just a very inviting and cozy atmosphere!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina Traveling for leisure and business CA $115 CA $125 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/1b5921ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/3ed3705a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/81cd8893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/a3d5be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Madison SD Madison 7.8/10 Good (354) "Easy access, moderate price, friendly staff, pool, clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly Traveling for leisure CA $123 CA $137 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/3d0a4089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/4a6e8799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/e11a6b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/b3e691d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Lakeview Hotel Madison 9.4/10 Exceptional (222) "This hotel was very clean, quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaRae Traveling with family CA $185 CA $204 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/47162c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/fb6a9111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/0c4c637a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/63dec54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Madison Madison 6.4/10 (262) "The room was clean and the staff friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda Traveling with family CA $109 CA $121 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/29914ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/22b3b638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/ffe3acc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/e8bf3f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal River Casino and Hotel Flandreau 8.6/10 Excellent (568) "the room was clean and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yesica Traveling with family [](https://www.expedia.ca/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.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=2025-12-22&endDate=2025-12-23®ionId=553248635975872311&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d553248635975872311.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d553248635975872311.Travel-Guide-Hotels) ## More cheap stays in Chester ![AmericInn by Wyndham Madison SD](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/1b5921ef_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### AmericInn by Wyndham Madison SD 504 SE 10th St Madison SD CA $123 CA $137 total Dec 15 - Dec 16 includes taxes & fees 7.6/10 Good! (353 reviews) [](https://expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) ![AmericInn by Wyndham Hartford SD](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### AmericInn by Wyndham Hartford SD 1031 Diamond Circle Hartford SD CA $115 CA $125 total Jan 4 - Jan 5, 2026 includes taxes & fees 9/10 Wonderful! (780 reviews) [](https://expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) ![Best Western Plus Lakeview Hotel](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/3d0a4089_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Lakeview Hotel SE QUAD OF HWY 34 AND WASHINGTON AVE Madison SD CA $185 CA $204 total Dec 15 - Dec 16 includes taxes & fees 9.4/10 Exceptional! (221 reviews) [](https://expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![Bilmar Inn & Suites by Hotel O Hwy 77](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/8a4dbe1b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Bilmar Inn & Suites by Hotel O Hwy 77 510 N Highway 77 Dell Rapids SD [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=317203&PinnedHotelID=317203&HadPinnedHotel=true®ionId=553248635975872311) 6.8/10 (305 reviews) [](https://expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) ![Super 8 by Wyndham Madison](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/47162c7b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Madison 219 N Highland Ave Madison SD CA $109 CA $121 total Dec 25 - Dec 26 includes taxes & fees 6.4/10 (262 reviews) [](https://expedia.ca/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) ![Lakefront property](https://images.trvl-media.com/lodging/122000000/121820000/121817000/121816962/4cbbfff1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Lakefront property Wentworth SD [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=121816962&PinnedHotelID=121816962&HadPinnedHotel=true®ionId=553248635975872311) [](https://expedia.ca/Wentworth-Hotels-Lakefront-Property.h121816962.Hotel-Information) ## Hotels in Chester with star-rating ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 2 properties [](https://expedia.ca/3Star-Chester-Hotels.s30-0-d553248635975872311.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 6 properties [](https://expedia.ca/2Star-Chester-Hotels.s20-0-d553248635975872311.Travel-Guide-Filter-Hotels) ## Recent reviews of Chester hotels ![Bilmar Inn & Suites by Hotel O Hwy 77](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/8a4dbe1b_y.jpg) ### Bilmar Inn & Suites by Hotel O Hwy 77 5/5 Excellent "Clean and friendly also just off interstate" A verified traveller stayed at Bilmar Inn & Suites by Hotel O Hwy 77 Posted 7 days ago [](https://expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) ![Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8](https://images.trvl-media.com/lodging/104000000/103570000/103568500/103568434/26ce99bd_y.jpg) ### Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8 5/5 Excellent "Great house with a fantastic view! Felt right at home for my entire stay!" A verified traveller stayed at Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8 Posted 3 weeks ago [](https://expedia.ca/Madison-Hotels-Skeets-Retreat-A-Hidden-Gem-Of-Adventure-And-Relaxation-On-Lake-Herman.h103568434.Hotel-Information) ![Best Western Plus Lakeview Hotel](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/3d0a4089_y.jpg) ### Best Western Plus Lakeview Hotel 5/5 Excellent "Very clean" A verified traveller from Rapid City stayed at Best Western Plus Lakeview Hotel Posted 1 month ago [](https://expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![AmericInn by Wyndham Madison SD](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/1b5921ef_y.jpg) ### AmericInn by Wyndham Madison SD 5/5 Excellent "The hotel was great. Fast and friendly service at the front desk. Room was clean and spacious. Bathroom was spotless. Bed was a little hard for my liking. Easy access. Lots of places to park. Would stay again. " A verified traveller stayed at AmericInn by Wyndham Madison SD Posted 1 month ago [](https://expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) ![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) ### Lakeside Getaway on Lake Madison. Hot tub with a view of the lake! 5/5 Excellent "Welcoming, responsive - easy to work with. Great place to stay! Thanks!" A verified traveller stayed at Lakeside Getaway on Lake Madison. Hot tub with a view of the lake! Posted 1 month ago [](https://expedia.ca/Wentworth-Hotels-Lakeside-Getaway-On-Lake-Madison-Hot-Tub-With-A-View-Of-The-Lake.h100931614.Hotel-Information) ![Royal River Casino and Hotel](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/29914ffb_y.jpg) ### Royal River Casino and Hotel 5/5 Excellent "Hotel is clean, nice and quiet. The breakfast was delicious. " A verified traveller stayed at Royal River Casino and Hotel Posted 1 month ago [](https://expedia.ca/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) ![AmericInn by Wyndham Hartford SD](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d_y.jpg) ### AmericInn by Wyndham Hartford SD 5/5 Excellent "2nd stay here - great airport location. My only complaint is low pressure in shower. Quiet and comfy room. " A verified traveller stayed at AmericInn by Wyndham Hartford SD Posted 1 month ago [](https://expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) ![WATERFRONT HOME ON LAKE MADISON](https://images.trvl-media.com/lodging/67000000/66290000/66285000/66284997/702e7dc1_y.jpg) ### WATERFRONT HOME ON LAKE MADISON 5/5 Excellent "The host was responsive and great! The house was very clean and comfortable. A great place to stay while in town for a tour of SDSU and the football game. It wasn't a bad drive to Brookings and nice to have room to hang out instead of a hotel. Would stay here again and highly recommend!" A verified traveller stayed at WATERFRONT HOME ON LAKE MADISON Posted 2 months ago [](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) ### Beautiful year round lake home! Sleeps 8 comfortably! 5/5 Excellent "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 a beautiful sunrise!" A verified traveller stayed at Beautiful year round lake home! Sleeps 8 comfortably! Posted 2 months ago [](https://expedia.ca/Madison-Hotels-Beautiful-Year-Round-Lake-Home-Sleeps-8-Comfortably.h83708290.Hotel-Information) ## Frequently asked questions ### What's the best place for a stay in Chester? ### What are some of the best vacation home rentals in Chester? ### If I need to cancel my hotel reservation in Chester, will I receive a refund? ### What is staying in Chester like? ### What should I do while I'm visiting Chester? ### What's the weather like in Chester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [4 Star Hotels in Egan ](https://www.expedia.ca/4Star-Egan-Hotels.s40-0-d553248634983078381.Travel-Guide-Filter-Hotels) - [Baltic Hotels ](https://www.expedia.ca/Baltic-Hotels.d553248634983447400.Travel-Guide-Hotels) - [Lodges in Baltic ](https://www.expedia.ca/Baltic-Lodges.d553248634983447400-aaLodges.Travel-Guide-Accommodation) - [B&B in Colman ](https://www.expedia.ca/Colman-Bed-And-Breakfast.d3000353302-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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