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Sep 15 - Sep 16
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Our top choices for Chester hotels

1. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
Madison
United States
Donita
CA $119
CA $132 total
includes taxes & fees
Sep 20 - Sep 21
AmericInn by Wyndham Madison SD

2. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
Madison
United States
Dorothy
CA $188
CA $207 total
includes taxes & fees
Sep 21 - Sep 22
Best Western Plus Lakeview Hotel

3. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
Madison
United States
Eduardo
CA $110
CA $122 total
includes taxes & fees
Sep 17 - Sep 18
Super 8 by Wyndham Madison

4. Royal River Casino and Hotel

Royal River Casino and Hotel
Flandreau
United States
Karla
CA $106
CA $135 total
includes taxes & fees
Sep 21 - Sep 22
Royal River Casino and Hotel

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
Dell Rapids
United States
Theresa
CA $97
CA $110 total
includes taxes & fees
Sep 16 - Sep 17
Bilmar Inn & Suites Dell Rapids Near Sioux Falls

6. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
Hartford
United States
Charles
CA $116
CA $126 total
includes taxes & fees
Oct 11 - Oct 12
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
"Had a small wine and beer bar"
LaVeda 1-night trip
Posted 2 days ago
AmericInn by Wyndham Hartford SD
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 7 days 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 8 days 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 12 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 3 weeks ago
Beautiful year round lake home! Sleeps 8 comfortably!
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 3 weeks 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 1 month 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 2 months ago
Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8

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
CA $97
CA $110 total
Sep 16 - Sep 17
includes taxes & fees
7/10 Good! (335 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
CA $110
CA $122 total
Sep 17 - Sep 18
includes taxes & fees
6.4/10 (282 reviews)
Super 8 by Wyndham Madison
Best Western Plus Lakeview

Best Western Plus Lakeview

456 SE 12th St Madison SD
CA $187
CA $206 total
Sep 28 - Sep 29
includes taxes & fees
Best Western Plus Lakeview
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

456 SE 12th Madison SD
CA $188
CA $207 total
Sep 21 - Sep 22
includes taxes & fees
Best Western Plus Lakeview Hotel

Hotels in Chester with star rating

Frequently asked questions

What is the best area to stay in Chester?
The best area to stay in Chester is the general area surrounding the town centre, as Chester is a small community without distinct named neighbourhoods.Chester is a very small town, and the main area of interest for visitors is centred around its few local businesses and the main roads that pass through it. You'll find most of what Chester has to offer along US Route 14 and South Dakota Highway 19. This includes the local general store, a few eateries, and the post office. The town is very compact and walkable within this central area.For travellers passing through or looking for a quiet stop, staying close to these main routes is the most convenient option.
When is the best time to go to Chester?
The best time to visit Chester, South Dakota, is during the summer months, specifically from June to August, or in early autumn, during September.Summer in Chester offers pleasant weather, with warm temperatures superb for enjoying outdoor activities. This period allows for comfortable exploration of the local area, including walks around Lake Vermillion and visits to nearby parks. It's also when many community events and festivals take place, providing a chance to experience local culture. Families often find this time ideal, as the weather is conducive to outdoor adventures and children are typically on holiday.Early autumn in September also provides a lovely experience. The temperatures remain mild, and the changing colours of the leaves create a picturesque landscape, particularly around the lake.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.
How much is the nightly rate at a Chester hotel?
Prices for hotels in Chester often vary, but you can find a great deal from CA $110 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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