Book Hotels in Chester, SD
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Top Chester hotels

Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
Wentworth
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
The location is great, we appreciate having a dock and the place is spacious and nicely furnished.
Reviewed on Aug 23, 2025

Beautiful year round lake home! Sleeps 8 comfortably!
Lake View Township
This vacation home featured laundry facilities and barbecue grills.
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

WATERFRONT HOME ON LAKE MADISON
Madison
This vacation home features a garden, laundry facilities, and barbecue grills.
A little smaller than I envisioned from the photos.
Reviewed on Sep 18, 2025

Best Western Plus Lakeview Hotel
SE QUAD OF HWY 34 AND WASHINGTON AVE, Madison, SD
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $162 total per night from Nov 2 to Nov 3
$162 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax ...
Everything was what we expected of a very fine hotel stay.
Reviewed on Oct 3, 2025

AmericInn by Wyndham Hartford SD
1031 Diamond Circle, Hartford, SD
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $101 total per night from Nov 2 to Nov 3
$101 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
Not needed
Reviewed on Oct 6, 2025

Royal River Casino and Hotel
607 S Veterans St, Flandreau, SD
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Oct 26 to Oct 27
$120 total
Oct 26 - Oct 27
Total with taxes and fees
A casino and a restaurant are featured at this traditional hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. ...
Very clean and staff were all so nice!
Reviewed on Oct 19, 2025

AmericInn by Wyndham Madison SD
504 SE 10th St, Madison, SD
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Nov 23 to Nov 24
$104 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
Room was great lots of space
Reviewed on Oct 19, 2025

Bilmar Inn & Suites Dell Rapids
510 N Highway 77, Dell Rapids, SD
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $85 total per night from Oct 26 to Oct 27
$85 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, express check-out, and laundry facilities are also ...
Lovely greeting. Management plans to refresh the motel soon.
Reviewed on Oct 7, 2025

Super 8 by Wyndham Madison
219 N Highland Ave, Junction Highway 34 And 81, Madison, SD
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $87 total per night from Nov 2 to Nov 3
$87 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
nice staff
Reviewed on Jul 24, 2025
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.
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Recent Chester hotel reviews by fellow wanderers

Royal River Casino and Hotel
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Very clean and staff were all so nice!"
A verified traveler stayed at Royal River Casino and Hotel
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