Title: Chester Condo Rentals from CA $90 | 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) ![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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975872311&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester ![Lobby](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/52185064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/15408b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/37000000/36830000/36825600/36825572/494e64ef.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 [](https://www.expedia.ca/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) Flandreau 8.6/10 Excellent (578 reviews) "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) ![Deluxe Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/aecaa147.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) ![Exterior](https://images.trvl-media.com/lodging/10000000/9780000/9779900/9779853/cf46fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Hartford SD [](https://www.expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) Hartford 9.2/10 Wonderful (789 reviews) "Great hotel value. Clean, cozy, friendly staff and nice breakfast bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista CA $115 CA $125 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/0d87aea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42650000/42640800/42640743/9c03c40e.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/43000000/42650000/42640800/42640743/0d63719f.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) ### Best Western Plus Lakeview Hotel [](https://www.expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) Madison 9.4/10 Exceptional (230 reviews) "Nice, clean spacious room with a good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clinton CA $157 CA $173 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/ac136463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/47162c7b.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/908600/908526/fb6a9111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Madison [](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) Madison 6.4/10 (262 reviews) "nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $80 CA $90 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-Madison.h908526.Hotel-Information) ![Room, 1 King Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/296932a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/ac0b122e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking | Room amenity](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/085661ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/320000/317300/317203/e94f6951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bilmar Inn & Suites Dell Rapids Near Sioux Falls [](https://www.expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.Hotel-Information) Dell Rapids 7.0/10 Good (310 reviews) "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) ![Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/ec4d7248.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) ![Property amenity](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/a3d5be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/b7b6fdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Madison SD [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.Hotel-Information) Madison 7.8/10 Good (365 reviews) "Room was great lots of space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $110 CA $123 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.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=2026-03-03&endDate=2026-03-04®ionId=553248635975872311&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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=AA_SPRING_PROMO_553248635975872311) ## Find vacation rentals that suit your style Condos [](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=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Cottages [](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=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](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=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) ![](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-Condos.d553248635975872311-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Condos.d553248635975872311-aaCondos.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![AmericInn by Wyndham Madison SD](https://images.trvl-media.com/lodging/23000000/22720000/22714700/22714648/1b5921ef_y.jpg) ### AmericInn by Wyndham Madison SD 10/10 Excellent "Clean room, quiet hotel" [](https://expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-SD.h22714648.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 10/10 Excellent "The room was what we needed. Staff, amenities, and help with requests were amazing as usual." [](https://expedia.ca/Madison-Hotels-Best-Western-Plus-Lakeview-Hotel.h42640743.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! 10/10 Excellent "Convenient location right on lake. Picturesque sunrises over Lake Madison. " [](https://expedia.ca/Madison-Hotels-Beautiful-Year-Round-Lake-Home-Sleeps-8-Comfortably.h83708290.Hotel-Information) ![Holiday Stay in Madison – Warm & Cozy | Hunters Welcome!](https://images.trvl-media.com/lodging/121000000/120230000/120226900/120226875/4cf9f8a3_y.jpg) ### Holiday Stay in Madison – Warm & Cozy | Hunters Welcome! 10/10 Excellent "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." [](https://expedia.ca/Madison-Hotels-Welcome-DSU-Madison-Athletics-Aviation-Students-Dg-Friendly.h120226875.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 10/10 Excellent "Room was clean and host very helpful!" [](https://expedia.ca/Sioux-Falls-Hotels-Bilmar-Inn-Suites-Dell-Rapids.h317203.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 10/10 Excellent "The breakfast was really very good. I should have given it a 5." [](https://expedia.ca/Sioux-Falls-Hotels-AmericInn-By-Wyndham-Hartford-SD.h9779853.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 10/10 Excellent "Beautiful home and was perfect for a weekend getaway. " [](https://expedia.ca/Madison-Hotels-Skeets-Retreat-A-Hidden-Gem-Of-Adventure-And-Relaxation-On-Lake-Herman.h103568434.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! 10/10 Excellent "Welcoming, responsive - easy to work with. Great place to stay! Thanks!" [](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 10/10 Excellent "Hotel is clean, nice and quiet. The breakfast was delicious. " [](https://expedia.ca/Sioux-Falls-Hotels-Royal-River-Casino-And-Hotel.h36825572.Hotel-Information) ## Find out more about Chester ## Chester Condo Rentals information | Number of reviews | 2,531 | | ----------------- | --------------- | | Accommodation | 1 Condo Rentals | | Lowest Price | CA $90 | | Highest Price | CA $173 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - 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) - 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