Title: Book The Best Hotels in Chester, SD for 2025 - 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 - ![](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=2025-12-06&d1=2025-12-06&endDate=2025-12-08&d2=2025-12-08&amenities=PETS) ## Check prices for these dates Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 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) ![Reception](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/3fe811a7.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) ### Bilmar Inn & Suites by Hotel O Hwy 77 Dell Rapids 7.0/10 Good (304) "Clean!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) REX [](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) ![Hallway](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/c7efc5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/e134c47c.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 (778) "Great rooms, pool, breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $113 CA $122 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/6c1dadf9.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 (350) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Twila CA $119 CA $132 total includes taxes & fees Nov 24 - Nov 25 [](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) ![Lobby](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/5b7b337c.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 (221) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wesley CA $202 CA $222 total includes taxes & fees Nov 29 - Nov 30 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/a5889ecd.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) ### Super 8 by Wyndham Madison Madison 6.4/10 (260) "nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $93 CA $104 total includes taxes & fees Nov 23 - Nov 24 [](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 (566) "Hotel is clean, nice and quiet. The breakfast was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](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=2025-12-06&endDate=2025-12-07®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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=HTG_BF_PROMO_553248635975872311) ## 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 ![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 11 days ago [](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) ### Bilmar Inn & Suites by Hotel O Hwy 77 5/5 Excellent "Clean!!!!" A verified traveller stayed at Bilmar Inn & Suites by Hotel O Hwy 77 Posted 11 days ago [](https://expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.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 13 days 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 2 weeks 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 3 weeks 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 3 weeks 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 3 weeks 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) ![The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio](https://images.trvl-media.com/lodging/111000000/110410000/110401900/110401863/7f88afd6_y.jpg) ### The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio 5/5 Excellent "Superior spot for getting some Quiet time in the busy weekend " A verified traveller stayed at The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio Posted 2 months ago [](https://expedia.ca/Madison-Hotels-The-Grandview-Lake-House.h110401863.Hotel-Information) ## Frequently asked questions ### What's the best place for a stay in Chester? > Located 18.9 mi (30.4 km) from the heart of Chester, [Royal River Casino and Hotel](https://www.expedia.ca/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) is a top choice for your stay based on our traveler data. Other good options for your stay in the area are [AmericInn by Wyndham Hartford SD](https://www.expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) and [AmericInn by Wyndham Madison SD](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information). See all available [top hotels](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311), or [vacation rentals in Chester](https://www.expedia.ca/Chester-Vacation-Rentals.d553248635975872311.Travel-Guide-VacationRentals). ### What are some of the best vacation home rentals in Chester? > [Holiday Stay in Madison – Warm & Cozy | Hunters Welcome!](https://www.expedia.ca/Madison-Hotels-Welcome-DSU-Madison-Athletics-Aviation-Students-Dg-Friendly.h120226875.Hotel-Information): Visitors like this Chester vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. See all [vacation rentals in Chester](https://www.expedia.ca/Chester-Vacation-Rentals.d553248635975872311.Travel-Guide-VacationRentals). ### If I need to cancel my hotel reservation in Chester, will I receive a refund? > Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by [fully refundable](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&paymentType=FREE_CANCELLATION) to find flexible hotel deals in Chester. ### What is staying in Chester like? > Travelers to Chester will find plenty to explore and enjoy. There are 29 hotels and other accommodations in the surrounding area. Find out more about [Chester](https://www.expedia.ca/Chester.dx553248635975872311). ### What should I do while I'm visiting Chester? > Places to visit in the wider area include [Lake Madison](https://www.expedia.ca/Lake-Madison-South-Dakota.d553248635976194081.Vacation-Attraction), [Dell Rapids Museum](https://www.expedia.ca/Dell-Rapids-Museum-Dell-Rapids.d553248621532648875.Vacation-Attraction), and [Grand Opera House of Dell Rapids](https://www.expedia.ca/Grand-Opera-House-Of-Dell-Rapids-Dell-Rapids.d553248621532648874.Vacation-Attraction). You'll also find [Dells Theater](https://www.expedia.ca/Dells-Theater-Sioux-Falls.d687946284931780608.Vacation-Attraction) and [Sioux River Red Rock Trail Bridge](https://www.expedia.ca/Sioux-River-Red-Rock-Trail-Bridge-Sioux-Falls.d687946407536918528.Vacation-Attraction) in the area. Check out what more to see and do in Expedia's [Chester guide](https://www.expedia.ca/Chester.dx553248635975872311). ### What's the weather like in Chester? > The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Chester are March, January, April, and February, with each month seeing an average of 7 inches of snowfall. ## 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) - [Cheap Hotels in Colman](https://www.expedia.ca/Colman-Hotels-Cheap-Hotels.0-0-d3000353302-tCheapHotels.Travel-Guide-Filter-Hotels) - [Colman Hotels](https://www.expedia.ca/Colman-Hotels.d3000353302.Travel-Guide-Hotels) - [Colton Hotels](https://www.expedia.ca/Colton-Hotels.d3000456235.Travel-Guide-Hotels) - 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