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 SD
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Welcoming, responsive - easy to work with. Great place to stay! Thanks!
Reviewed on Nov 6, 2025

Best Western Plus Lakeview Hotel
SE QUAD OF HWY 34 AND WASHINGTON AVE Madison SD
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $148 total per night from Dec 16 to Dec 17
$148 total
Dec 16 - Dec 17
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 ...
Very clean
Reviewed on Nov 11, 2025

Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
Buffalo Ridge SD
This vacation home features a water park, laundry facilities, and barbecue grills.
Lots of room inside and plenty of parking space. Well arranged for a large group visiting and dining. Very noisy outside with almost constant traffic on Hwy 38. Could use some repairs and cleanup on the outside.
Reviewed on Aug 9, 2025

AmericInn by Wyndham Hartford SD
1031 Diamond Circle Hartford SD
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $91 total per night from Jan 4 to Jan 5
$91 total
Jan 4 - Jan 5, 2026
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 ...
2nd stay here - great airport location. My only complaint is low pressure in shower. Quiet and comfy room.
Reviewed on Nov 3, 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 Dec 10 to Dec 11
$120 total
Dec 10 - Dec 11
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. ...
Hotel is clean, nice and quiet. The breakfast was delicious.
Reviewed on Nov 4, 2025

AmericInn by Wyndham Madison SD
504 SE 10th St Madison SD
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Dec 10 to Dec 11
$99 total
Dec 10 - Dec 11
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 ...
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.
Reviewed on Nov 9, 2025

Bilmar Inn & Suites by Hotel O Hwy 77
510 N Highway 77 Dell Rapids SD
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $99 total per night from Dec 12 to Dec 13
$99 total
Dec 12 - Dec 13
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Express check-out is also provided.
Clean and friendly also just off interstate
Reviewed on Dec 1, 2025

Super 8 by Wyndham Madison
219 N Highland Ave Madison SD
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Jan 4 to Jan 5
$88 total
Jan 4 - Jan 5, 2026
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

15 Mi to Downtown Sioux Falls: Gem w/ Yard!
Hartford SD
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
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.
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers

Bilmar Inn & Suites by Hotel O Hwy 77
5 out of 5
Posted 8 days ago
Travelocity Verified Review
"Clean and friendly also just off interstate"
A verified traveler stayed at Bilmar Inn & Suites by Hotel O Hwy 77
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