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Cheap Chester Hotels

AmericInn by Wyndham Hartford SD
1031 Diamond Circle Hartford SD
$84 nightly
The price is $91 total per night
$91 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.61 mi from city center
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.
Pool
Hot Tub

Royal River Casino and Hotel
607 S Veterans St Flandreau SD
$105 nightly
The price is $120 total per night
$120 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.86 mi from city center
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 Hospital.
Parking included
Free WiFi

AmericInn by Wyndham Madison SD
504 SE 10th St Madison SD
$88 nightly
The price is $98 total per night
$98 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.29 mi from city center
Located in Madison, AmericInn by Wyndham Madison SD is within a 5-minute drive of Lake County Courthouse and Madison Regional Health System.
Pool
Breakfast included

Best Western Plus Lakeview Hotel
SE QUAD OF HWY 34 AND WASHINGTON AVE Madison SD
$127 nightly
The price is $140 total per night
$140 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.36 mi from city center
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 Herman State Park.
Pool
Breakfast included

Bilmar Inn & Suites by Hotel O Hwy 77
510 N Highway 77 Dell Rapids SD
$90 nightly
The price is $97 total per night
$97 total
Dec 22 - Dec 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.27 mi from city center
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 Rapids.
Pet friendly
Parking included

Super 8 by Wyndham Madison
219 N Highland Ave Madison SD
$79 nightly
The price is $88 total per night
$88 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.68 mi from city center
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.
Breakfast included
Pet friendly

15 Mi to Downtown Sioux Falls: Gem w/ Yard!
Hartford SD
18.7 mi from city center
Located in Hartford, this cottage is within a 15-minute drive of 1880 Cowboy Town and Sanford Pentagon.
Kitchen
Parking included

Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
Wentworth SD
5.18 mi from city center
Located in Wentworth, this vacation home is on the waterfront, a 1-minute drive from Lake Madison and 9 minutes from Lakes Golf Course.
Hot Tub
Kitchen

Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
Buffalo Ridge SD
20.13 mi from city center
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.
Kitchen
Washer

Beautiful large lake home for a family retreat, have fun by the water!
Wentworth SD
4.47 mi from city center
When you stay at this vacation home in Wentworth, you'll be on a lake, within a 5-minute drive of Lakes Golf Course and Lake Madison.
Kitchen
Washer
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 | $88 |
Highest Price | $140 |
Popular hotels | AmericInn by Wyndham Hartford SD, Royal River Casino and Hotel, 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., Beautiful large lake home for a family retreat, have fun by the water! , WATERFRONT HOME ON LAKE MADISON, Spacious 6BR Lakefront Cabin - Beach Access & Stunning Views on Lake Madison |
Most Recent Chester Hotel Reviews

Bilmar Inn & Suites by Hotel O Hwy 77
5 out of 5
Posted 3 weeks ago
CheapTickets 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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