Find hotels in Chester, SD from ฿2,727

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Our top choices for Chester hotels

Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
2.5 star property
Madison
9.4 out of 10, Exceptional, (224)
Start your day in Madison with a free hot breakfast at this newly renovated hotel. The 24-hour fitness centre keeps you on track while travelling, and the friendly staff ensures a warm welcome. Unwind at the bar after exploring nearby Madison Public Library.

"Great place to stay!"
United States
Wesley
The price is ฿3,943
฿4,349 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Plus Lakeview Hotel

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
2.5 star property
Hartford
9.2 out of 10, Wonderful, (780)
Located just 15 minutes from Denny Sanford Premier Centre, this hotel offers a welcoming bar and fitness centre. Guests praise the helpful staff and complimentary morning meal. Visit nearby 1880 Cowboy Town or enjoy convenient access to Sioux Falls Regional Airport, only 19 minutes away.

"Great rooms, pool, breakfast."
United States
Kate
The price is ฿2,509
฿2,727 total
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn by Wyndham Hartford SD

Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
2.0 star property
Madison
6.4 out of 10, (262)
Minutes from Memorial Park and Madison Public Library, this hotel offers free WiFi, parking, and daily on-the-go breakfast. Perfect for business travellers, with convenient location and essential comforts.

"nice staff"
United States
Virginia
The price is ฿2,455
฿2,730 total
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Madison

Bilmar Inn & Suites by Hotel O Hwy 77

Bilmar Inn & Suites by Hotel O Hwy 77
2.0 star property
Dell Rapids
7.0 out of 10, Good, (305)
Just 24 minutes from Sioux Falls Airport, this peaceful hotel offers free WiFi and parking. Visit the nearby Dell Rapids Museum and Grand Opera House after enjoying a tranquil night's rest.

"Clean and friendly also just off interstate"
United States
Kevin and Dianne
Bilmar Inn & Suites by Hotel O Hwy 77

Royal River Casino and Hotel

Royal River Casino and Hotel
3.0 star property
Flandreau
8.6 out of 10, Excellent, (570)
Enjoy gaming entertainment at the on-site casino, then unwind with a refreshing drink at the bar. The restaurant serves tasty meals after a day of fun. Helpful staff and spotlessly clean rooms receive consistent praise from past guests.

"Hotel is clean, nice and quiet. The breakfast was delicious. "
United States
Michael
Royal River Casino and Hotel

AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
2.5 star property
Madison
7.8 out of 10, Good, (358)
This welcoming Madison hotel offers complimentary full breakfast, WiFi, and parking. Splash in the indoor pool after exploring nearby Madison Public Library. Guests rave about the helpful staff that makes every stay special.

"No staffing, no ice, dirty rooms and bathroom with unfixed damage. P"
United States
Jason
The price is ฿2,741
฿3,041 total
includes taxes & fees
31 Dec - 1 Jan 2026
AmericInn by Wyndham Madison SD
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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Top Chester Hotel Reviews

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Frequently asked questions

What's the best place for a stay in Chester?
Located 19.6 mi (31.6 km) from the heart of Chester, AmericInn by Wyndham Hartford SD is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Royal River Casino and Hotel and AmericInn by Wyndham Madison SD. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What is staying in Chester like?
Travellers to Chester will find plenty to explore and enjoy. There are 29 hotels and other accommodation options in the surrounding area. Find out more about Chester.
What is there to see in Chester?
Places to visit in the wider area include Lakes Golf Course, Lake Madison and Rocky Run Golf Course. You'll also find Grand Opera House of Dell Rapids and Dells Theater in the area. Take a look at what more there is to see and do in Expedia's Chester guide.
What's the seasonal weather in Chester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Chester are March, January, April and February, with each month seeing an average of 17 cm of snowfall.

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