Search Motels in Chester from CA $96

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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 Best Western PLUS hotel with a modern design, featuring a covered entrance and multiple floors.

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
The price is CA $201
CA $221 total
includes taxes & fees
Nov 15 - Nov 16
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
The price is CA $132
CA $147 total
includes taxes & fees
Dec 6 - Dec 7
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
The price is CA $97
CA $108 total
includes taxes & fees
Nov 29 - Nov 30
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
The price is CA $107
CA $136 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is CA $103
CA $116 total
includes taxes & fees
Dec 2 - Dec 3
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
The price is CA $116
CA $126 total
includes taxes & fees
Nov 29 - Nov 30
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

Room was very clean and lovely. The staff (Mateo) was exceptional! Breakfast had a nice variety.
Canada
Monica
Reviewed April 14, 2026
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.