Find Chester motels from $76

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A modern bar area with a wooden ceiling, bar stools, and a variety of liquor bottles.

1. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
2.5 star property
Madison
9.6 out of 10, Exceptional, (272 reviews)
"The stay at this facility was great. The accomodations, service and staff were 5 star ratings for our stay. Our family will always choose this property for you visits to Madison, S.D."
United States
James
$143 nightly
The price is $158
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Lakeview Hotel
A hotel room with a large bed, a bedside table with a lamp, a telephone, and a round bathtub.

2. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
3.0 star property
Madison
7.6 out of 10, Good, (422 reviews)
"Breakfast was not the greatest and staff was a mess!"
United States
Jamie
$95 nightly
The price is $105
Dec 6 - Dec 7
Total with taxes and fees
AmericInn by Wyndham Madison SD
A restaurant with marble tables and wooden chairs, a counter with a coffee machine, and a television mounted on the wall.

3. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
2.0 star property
Madison
6.4 out of 10, (293 reviews)
"The maintenance was a little on the tired side, but the friendly and helpful staff more than made up for it. The rooms were very clean and i felt welcome. Would definitely stay there again."
United States
Susan
$69 nightly
The price is $77
Nov 29 - Nov 30
Total with taxes and fees
Super 8 by Wyndham Madison
A lobby with a curved ceiling, blue sofas, a central ottoman, and a wall mural of a river scene.

4. Royal River Casino and Hotel

Royal River Casino and Hotel
3.0 star property
Flandreau
8.6 out of 10, Excellent, (694 reviews)
"Everything was good"
Mexico
Jeronimo
$94 nightly
The price is $108
Nov 8 - Nov 9
Total with taxes and fees
Royal River Casino and Hotel
A compact kitchen with wooden cabinets, a microwave, a dishwasher, and a sink.

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
2.0 star property
Dell Rapids
7.0 out of 10, Good, (340 reviews)
"Staff was helpful and pleasant."
United States
Peggy
$93 nightly
The price is $101
Nov 19 - Nov 20
Total with taxes and fees
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
A hotel room with a large bed, a separate bathroom with a bathtub, and a seating area.

6. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
3.0 star property
Hartford
9.2 out of 10, Wonderful, (883 reviews)
"Great place to stay while traveling through."
United States
Karla
$82 nightly
The price is $90
Nov 29 - Nov 30
Total with taxes and fees
AmericInn by Wyndham Hartford 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 reviews in Chester

A hotel room with a large bed, a separate bathroom with a bathtub, and a seating area.
AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
Hartford

10/10 Excellent

A clean in a quiet hotel with a good breakfast. Great location, right off the interstate.
United States
Kristina
Reviewed June 19, 2025
AmericInn by Wyndham Hartford SD

Frequently Asked Questions

What can I expect from a motel trip to Chester?

If you're having trouble locating a motel in Chester, let us help you find a motel or something similar from more than 38 accommodations in the area. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation.

What are motels like?

Motel properties often have free parking, and many also include an outdoor pool. Often one or two stories tall, motels usually have outdoor access to guestrooms from the parking lot. Beginning in the early 1950s, colorful neon signs were used as beacons for tired families on road trips, and you can see these today along the historic U.S. Route 66.

What can I do in Chester?

Some outdoorsy places nearby include Lake Madison, Lake Herman State Park, and Sioux River Red Rock Trail Bridge. While you're checking out the area, consider visiting Grand Opera House of Dell Rapids, Dakota State University, and Dell Rapids Museum.

What's the weather like in Chester?

Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Chester to help you plan yours. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Chester are March, January, April, and February, with each month seeing an average of 7 inches of snowfall.

What are my options for getting around Chester when staying in a motel?

We’ve gathered some information about getting around Chester to help you navigate your stay: Fly into Sioux Falls Regional Airport (FSD), which is located 23.8 mi (38.3 km) away from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.