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Oct 22 - Oct 23
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Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
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Oct 30 - Nov 1

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Our top choices for Chester hotels

A hotel room with a large bed, a bedside table with a lamp, a telephone, and a round bathtub.
An indoor swimming pool with clear water, surrounded by white lounge chairs and striped umbrellas.
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.

1. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
Madison
United States
Jamie
￥13,239
￥14,706 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Madison SD
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.
Room
A modern bar area with a wooden ceiling, bar stools, and a variety of liquor bottles.

2. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
Madison
United States
Christina
￥21,921
￥24,145 total
includes taxes & fees
Oct 28 - Oct 29
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 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 multi-story hotel with a brick facade, large windows, and a covered entrance.
A reception area with a framed welcome sign, a counter, and decorative ducks on the ceiling.

3. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
Madison
United States
Arvid
￥10,756
￥12,008 total
includes taxes & fees
Nov 8 - Nov 9
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 casino with multiple gaming tables and slot machines, a gift shop, and a large screen displaying games.
A modern lounge area with a sofa, chairs, and a small table, featuring a flat-screen TV and a fireplace.
A modern bar area with seating and a bar counter.

4. Royal River Casino and Hotel

Royal River Casino and Hotel
Flandreau
United States
Gregory
￥12,100
￥15,333 total
includes taxes & fees
Oct 25 - Oct 26
Royal River Casino and Hotel
A compact kitchen with wooden cabinets, a microwave, a dishwasher, and a sink.
A reception desk with a wooden finish, a digital screen, and a sign indicating pet policy.
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.

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Dell Rapids
United States
Peggy
￥10,700
￥12,048 total
includes taxes & fees
Oct 25 - Oct 26
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.
A reception desk with a wooden finish and a sign that reads "American Inn." There is a refrigerator stocked with beverages and snacks, and a small shelf with various items.

6. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
Hartford
United States
Ellen
￥13,310
￥14,469 total
includes taxes & fees
Nov 22 - Nov 23
AmericInn by Wyndham Hartford SD
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Top Chester Hotel Reviews

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

10/10 Excellent
"Very nice place to stay…pet friendly and very clean room! Will be back and will definitely recommend!"
Ellen 3-night trip
Posted 23 hours ago
AmericInn by Wyndham Hartford SD
Royal River Casino and Hotel

Royal River Casino and Hotel

10/10 Excellent
"Always clean, very affordable and dinner at the restaurant was good as well."
Aaron 1-night trip
Posted 4 days ago
Royal River Casino and Hotel
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
"Micah was super responsive with any questions we had through your stay. The kids loved having the accessible dock and kayaks at their disposal. We had a wonderfully relaxing time."
Jade H. 3-night trip
Posted 11 days 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
"This was a great property for multi-generation family fun."
Debra W. 2-night trip
Posted 3 weeks ago
15 Mi to Downtown Sioux Falls: Gem w/ Yard!
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
"Very cute and functional space. Hosts were great. The back sunroom was great to drink coffee and watch the squirrels. It was a very relaxing place to stay."
Nikki K. 6-night trip
Posted 3 weeks ago
3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs
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 2 months 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 2 months ago
4-bedroom 3 bath lakefront home on Brandt Lake
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 3 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 3 months ago
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.

More cheap stays in Chester

Super 8 by Wyndham Madison

Super 8 by Wyndham Madison

219 N Highland Ave Madison SD
￥10,756
￥12,008 total
Nov 8 - Nov 9
includes taxes & fees
Super 8 by Wyndham Madison
Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

510 N Highway 77 Dell Rapids SD
￥10,700
￥12,048 total
Oct 25 - Oct 26
includes taxes & fees
7/10 Good! (337 reviews)
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

456 SE 12th Madison SD
￥21,921
￥24,145 total
Oct 28 - Oct 29
includes taxes & fees
Best Western Plus Lakeview Hotel

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.

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