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Cheap Chester hotels

Royal River Casino and Hotel

607 S Veterans St Flandreau SD

Fully refundableReserve now, pay when you stay

A stay at Royal River Casino and Hotel places you in the heart of Flandreau, steps from Royal River Casino and a 4-minute drive from Avera Flandreau ...

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AmericInn by Wyndham Hartford SD

1031 Diamond Circle Hartford SD

Fully refundableReserve now, pay when you stay

AU$139

25 Dec - 26 Dec

includes taxes & fees

With a stay at AmericInn by Wyndham Hartford SD in Hartford, you'll be within a 15-minute drive of Denny Sanford Premier Center and 1880 Cowboy Town.

AmericInn by Wyndham Madison SD

504 SE 10th St Madison SD

Fully refundableReserve now, pay when you stay

AU$148

1 Jan - 2 Jan 2026

includes taxes & fees

Located in Madison, AmericInn by Wyndham Madison SD is within a 5-minute drive of Lake County Courthouse and Madison Regional Health System.

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Best Western Plus Lakeview Hotel

SE QUAD OF HWY 34 AND WASHINGTON AVE Madison SD

Fully refundableReserve now, pay when you stay

AU$212

25 Dec - 26 Dec

includes taxes & fees

When you stay at Best Western Plus Lakeview Hotel in Madison, you'll be in the business district, within a 5-minute drive of Dakota State University and Lake ...

Bilmar Inn & Suites by Hotel O Hwy 77

510 N Highway 77 Dell Rapids SD

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Centrally located in Dell Rapids, Bilmar Inn & Suites by Hotel O Hwy 77 is within a 15-minute walk of Dell Rapids Museum and Grand Opera House of Dell ...

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Super 8 by Wyndham Madison

219 N Highland Ave Madison SD

Fully refundableReserve now, pay when you stay

AU$133

21 Dec - 22 Dec

includes taxes & fees

Located in Madison, Super 8 by Wyndham Madison is in a rural location, within a 5-minute drive of Memorial Park and Dakota State University.

15 Mi to Downtown Sioux Falls: Gem w/ Yard!

Hartford SD

Located in Hartford, this cottage is within a 15-minute drive of 1880 Cowboy Town and Sanford Pentagon.

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Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

Wentworth SD

Located in Wentworth, this vacation home is on the waterfront, a 1-minute drive from Lake Madison and 9 minutes from Lakes Golf Course.

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Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.

Buffalo Ridge SD

With a stay at this vacation home in Sioux Falls, you'll be on a river, within a 15-minute drive of Denny Sanford Premier Center and 1880 Cowboy Town.

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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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Chester hotels essential information

Accommodation	29 hotels
Lowest Price	AU$133
Highest Price	AU$212
Popular hotels	Royal River Casino and Hotel, AmericInn by Wyndham Hartford SD, AmericInn by Wyndham Madison SD, Best Western Plus Lakeview Hotel, Bilmar Inn & Suites by Hotel O Hwy 77, Super 8 by Wyndham Madison, 15 Mi to Downtown Sioux Falls: Gem w/ Yard!, Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!, Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.