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Check prices for these dates

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Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

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Our top choices for Chester hotels

A lobby with a curved ceiling, blue sofas, a central ottoman, and a wall mural of a river scene.
A modern bar area with seating and a bar counter.
A buffet area with a glass enclosure, serving trays, and a mural in the background.
A casino with multiple gaming tables and slot machines, a gift shop, and a large screen displaying games.

1. Royal River Casino and Hotel

Royal River Casino and Hotel
Flandreau
United States
Karla
￥11,954
￥15,148 total
includes taxes & fees
Sep 7 - Sep 8
Royal River Casino and Hotel
A hotel room with a large bed, a bedside table with a lamp, a telephone, and a round bathtub.
A person standing in front of a wall with the American Inn logo, a wooden counter, and a plant.
A breakfast area with a chalkboard sign, a microwave, a refrigerator, and a coffee machine.
An indoor swimming pool with clear water, surrounded by white lounge chairs and striped umbrellas.

2. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
Madison
United States
Donita
￥13,641
￥15,141 total
includes taxes & fees
Sep 20 - Sep 21
AmericInn by Wyndham Madison SD
A modern bar area with a wooden ceiling, bar stools, and a variety of liquor bottles.
A bar area with a wooden ceiling, multiple shelves of liquor bottles, and bar stools.
A Best Western PLUS hotel with a modern design, featuring a covered entrance and multiple floors.
A spacious lobby with a reception desk, seating area, and a bookshelf.

3. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
Madison
United States
Dorothy
￥21,095
￥23,242 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Lakeview Hotel
A restaurant with marble tables and wooden chairs, a counter with a coffee machine, and a television mounted on the wall.
A spacious parking lot with a building on the left and a wooden fence in the center.
A multi-story hotel with a brick facade, large windows, and a covered entrance.
A hotel room with a bed, a desk with a computer, a TV, a refrigerator, a window with curtains, and a large painting on the wall.

4. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
Madison
United States
Eduardo
￥13,149
￥14,607 total
includes taxes & fees
Sep 13 - Sep 14
Super 8 by Wyndham Madison
A compact kitchen with wooden cabinets, a microwave, a dishwasher, and a sink.
A multi-story building with a flat roof and a parking lot with snow patches.
A bedroom with a bed, a bedside table, a lamp, a window with curtains, a radiator, and a rug.
A reception desk with a wooden finish, a digital screen, and a sign indicating pet policy.

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Dell Rapids
United States
Theresa
￥11,075
￥12,471 total
includes taxes & fees
Sep 7 - Sep 8
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.
A multi-story American Inn with a prominent sign, a covered entrance, and a landscaped driveway.
A hotel hallway with carpeted floors and doors on both sides.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled deck.

6. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
Hartford
United States
Charles
￥14,077
￥15,302 total
includes taxes & fees
Oct 4 - Oct 5
AmericInn by Wyndham Hartford SD
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Top Chester Hotel Reviews

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

8/10 Good
"We only slept there for the night on our way to Wisconsin. It was quiet and there was a nice breakfast."
Diana 1-night trip
Posted 2 days ago
AmericInn by Wyndham Hartford SD
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

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

10/10 Excellent
"Was a great time, property was as described."
Joanna H. 3-night trip
Posted 2 days ago
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
Beautiful year round lake home! Sleeps 8 comfortably!

Beautiful year round lake home! Sleeps 8 comfortably!

10/10 Excellent
"Would Recommend to anyone."
Kurtis D. 2-night trip
Posted 8 days ago
Beautiful year round lake home! Sleeps 8 comfortably!
AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD

10/10 Excellent
"It didn't have the best upkeep but the A/C worked, the staff was friendly (even while over worked), the pool was AMAZING and it was clean. Its just stuff like rust and walls looking dingy thats about it."
Janet 3-night trip
Posted 2 weeks ago
AmericInn by Wyndham Madison SD
Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

10/10 Excellent
"Clean room and quite place"
Eduardo 2-night trip
Posted 1 month ago
Super 8 by Wyndham Madison
Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8

Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8

10/10 Excellent
"Our family of 7 had a great time! We played on the beach (bring water shoes-it's a little rocky!), played bean bags outside and inside (the garage was a good spot to hang out in when it rained). There was plenty of seating with the table and the kitchen counter area. The cabin was very clean and there were a lot of things to use like marshmallow sticks, crockpots, air fryer, etc. My son loved taking the little mini kayak thing out by the dock and we took the canoe out a few times.My only critique and it's no fault on the owner, it was just my oversight, was that the beach is across a road. The road is NOT busy at all, but with 3 smaller kids- it did cause some maneuvering. Mostly kids are kids and when you get down to the beach, someone ALWAYS has to use the bathroom :D Living room area isn't huge but was fine for us- we didn't spend a lot of time there. The couch was very comfortable. We had a very good time and the neighbors and owner are SO nice. Instant messages back if we had questions. The neighbors took us out for a pontoon ride one night- they were very nice people. Very nice place on a very quiet lake."
Shelli F. 3-night trip
Posted 1 month ago
Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8
15 Mi to Downtown Sioux Falls: Gem w/ Yard!

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

10/10 Excellent
"Our family had an amazing time. Thank you"
Cynthia N. 2-night trip
Posted 1 month ago
15 Mi to Downtown Sioux Falls: Gem w/ Yard!
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.

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

10/10 Excellent
"We loved celebrating the Bride to Be at the cabin. It was so pretty and close to everything we had planned."
Tammy A. 3-night trip
Posted 1 month ago
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs

3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs

10/10 Excellent
"House was perfect for our family.Everyone had their own bed. Home was very clean. Decor is super cute!Location was great. Easy to find. Would definitely recommend.We are hoping to stay again next year!"
Chelsey W. 7-night trip
Posted 3 months ago
3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs

More cheap stays in Chester

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

510 N Highway 77 Dell Rapids SD
￥11,075
￥12,471 total
Sep 7 - Sep 8
includes taxes & fees
7/10 Good! (334 reviews)
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

219 N Highland Ave Madison SD
￥13,149
￥14,607 total
Sep 13 - Sep 14
includes taxes & fees
6.4/10 (282 reviews)
Super 8 by Wyndham Madison
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

456 SE 12th Madison SD
￥21,095
￥23,242 total
Sep 13 - Sep 14
includes taxes & fees
Best Western Plus Lakeview Hotel
Best Western Plus Lakeview

Best Western Plus Lakeview

456 SE 12th St Madison SD
Get ratesBest Western Plus Lakeview

Frequently asked questions

What's the best place for a stay in Chester?
Located 18.9 mi (30.4 km) from the heart of Chester, Royal River Casino and Hotel is a top choice for your stay based on our traveler data. Other good options for your stay in the area are AmericInn by Wyndham Hartford SD and Best Western Plus Lakeview Hotel. See all available top hotels, or vacation rentals in Chester.
What are some of the best vacation home rentals in Chester?
4-bedroom 3 bath lakefront home on Brandt Lake: Visitors like this Chester vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. See all 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 provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
To access more information about picking new dates or cancelling your trip to Chester, click here.
What is staying in Chester like?
Travelers to Chester will find plenty to explore and enjoy. There are 38 hotels and other accommodations in the surrounding area. Find out more about Chester.
What should I do while I'm visiting Chester?
Places to visit in the wider area include Lake Madison, Grand Opera House of Dell Rapids, and Dells Theater. You'll also find Lake Herman State Park and Dell Rapids Museum in the area. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
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.

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