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Check prices for these dates

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Chester hotels

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.

1. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
Hartford
United States
Laurel
SAR 306
SAR 333 total
includes taxes & fees
18 Oct - 19 Oct
AmericInn by Wyndham Hartford SD
A modern bar area with a wooden ceiling, bar stools, and a variety of liquor bottles.
A spacious lobby with a reception desk, seating area, and a bookshelf.
A Best Western PLUS hotel with a modern design, featuring a covered entrance and multiple floors.
Room

2. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
Madison
United States
Dorothy
SAR 520
SAR 573 total
includes taxes & fees
6 Oct - 7 Oct
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 reception area with a framed welcome sign, a counter, and decorative ducks on the ceiling.
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.
A spacious parking lot with a building on the left and a wooden fence in the center.

3. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
Madison
United States
Arvid
SAR 316
SAR 351 total
includes taxes & fees
6 Oct - 7 Oct
Super 8 by Wyndham Madison
A lobby with a curved ceiling, blue sofas, a central ottoman, and a wall mural of a river scene.
A buffet area with a glass enclosure, serving trays, and a mural in the background.
A modern bar area with seating and a bar counter.
A modern lounge area with a sofa, chairs, and a small table, featuring a flat-screen TV and a fireplace.

4. Royal River Casino and Hotel

Royal River Casino and Hotel
Flandreau
United States
Karla
SAR 287
SAR 364 total
includes taxes & fees
30 Sep - 1 Oct
Royal River Casino and Hotel
A compact kitchen with wooden cabinets, a microwave, a dishwasher, and a sink.
A modern kitchen with wooden cabinets, a microwave, and a dishwasher.
A bedroom with a bed, a bedside table, a lamp, a window with curtains, a radiator, and a rug.
A multi-story building with a flat roof and a parking lot with snow patches.

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Dell Rapids
United States
Theresa
SAR 278
SAR 313 total
includes taxes & fees
11 Oct - 12 Oct
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
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 hotel with a covered entrance, brick pillars, and a sign indicating it is an American hotel.
An indoor swimming pool with clear water, surrounded by white lounge chairs and striped umbrellas.

6. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
Madison
United States
Scott
SAR 328
SAR 364 total
includes taxes & fees
11 Oct - 12 Oct
AmericInn by Wyndham Madison SD
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Top Chester Hotel Reviews

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

8/10 Good
"You can tell they are upgrading the hotel. Love the wood floors; nobody wants musty/damp carpet in their room. The room was spacious enough for one night and was clean. I don't like that the sink area is outside of the toilet area; makes it hard for one person to get ready while someone sleeps. It's on a busier road, but it's Dell Rapids, so it didn't bother us. Plus, the AC masks a lot of sounds. Employees/owners were friendly and helpful. No coffee in the room, but the fridge worked. Super convenient for visiting family nearby, and the price was right."
Wendee 1-night trip
Posted 3 weeks ago
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
4-bedroom 3 bath lakefront home on Brandt Lake

4-bedroom 3 bath lakefront home on Brandt Lake

10/10 Excellent
"Great location as well as the additional amenities to create a getaway without the fuss of hauling all the toys."
Sammarra S. 3-night trip
Posted 3 weeks ago
4-bedroom 3 bath lakefront home on Brandt Lake
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 1 month ago
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
15 Mi to Downtown Sioux Falls: Gem w/ Yard!

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

10/10 Excellent
"It was fantastic, in fact the group was talking about next year already. Everyone loved it.My host was excellent when I had to call (only because we were technically challenged with the new oven). Towels were in the dryer when we arrived so that was fantastic for any whom chose to have to shower from their trip. Nicely furnished with everything you need in a home to use. The gameroom was a hit as well, loads of entertainment. The only questions I failed to ask was if we can have service animals and if any military or senior discounts are available. Will we recommend this place to our friends, most assuredly we will."
Kathie H. 2-night trip
Posted 1 month ago
15 Mi to Downtown Sioux Falls: Gem w/ Yard!
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 months ago
AmericInn by Wyndham Madison SD
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 2 months ago
Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8
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 2 months 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 4 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
SAR 278
SAR 313 total
11 Oct - 12 Oct
includes taxes & fees
7/10 Good! (336 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
SAR 316
SAR 351 total
6 Oct - 7 Oct
includes taxes & fees
6.4/10 (285 reviews)
Super 8 by Wyndham Madison
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

456 SE 12th Madison SD
SAR 520
SAR 573 total
6 Oct - 7 Oct
includes taxes & fees
9.6/10 Exceptional! (268 reviews)
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 selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. 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 Lake Herman State Park. You'll also find Dell Rapids Museum and Dells Theater 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.