Find hotels in Chester, SD from CA $114

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Top 10 Chester hotels and places to stay

WATERFRONT HOME ON LAKE MADISON
Beach towels
WATERFRONT HOME ON LAKE MADISON
10.0 out of 10, Exceptional, (17)
"We really enjoyed the lake and the cabin. It was a perfect place to meet family, relax, watch football and explore the lake and area. Madison is a great small town and the restaurants on the lake offer great food and good atmosphere. Demi is very responsive and easy to work with."
WATERFRONT HOME ON LAKE MADISON
Lake Madison Condo
Outdoor dining
Lake Madison Condo
10.0 out of 10, Exceptional, (39)
"Light on cookware and kitchen items in general. Ice maker did not work. Bathroom is really small. The living room was spacious and relaxing. Beautiful location. Overall, we enjoyed our stay and would consider staying again, but would explore other options in the general area as well."
Lake Madison Condo
Cozy lake house with private sand beach right on Lake Madison
Property grounds
Cozy lake house with private sand beach right on Lake Madison
10.0 out of 10, Exceptional, (8)
"We had a great time at the lake house. Plenty of room, nice and clean, with a big covered deck and a beautiful view of the lake and the sunset. Owners were kind and very responsive when we needed something. The whole experience was hassle-free."
Cozy lake house with private sand beach right on Lake Madison
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Relaxing and peaceful cabin on Brant Lake
Exterior
Relaxing and peaceful cabin on Brant Lake
10.0 out of 10, Exceptional, (12)
"We thoroughly enjoyed our stay, the house was well equipped with everything we needed and the views of the lake are fantastic. The kids especially liked the kayaks and lillypad. Supplies for making smores was provided, a nice touch the kids really enjoyed. The basement is great for entertaining and watching movies. Recommend this home for a relaxing place to unwind."
Relaxing and peaceful cabin on Brant Lake
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
Property grounds
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
9.8 out of 10, Exceptional, (33)
"It was our second time staying Here and we enjoyed our time there and being next to the lake ."
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
Lakefront Fun
Property grounds
Lakefront Fun
9.8 out of 10, Exceptional, (8)
"Beautiful spot on lake Madison! We loved this spot! Perfect for relaxing and having fun!"
Lakefront Fun
LeeLee's Lake house!Relaxing, Private Beach & Yard, Dock & room for your Jetski!
Property grounds
LeeLee's Lake house!Relaxing, Private Beach & Yard, Dock & room for your Jetski!
9.6 out of 10, Exceptional, (8)
"Our stay was great. House was clean and super close to town and the event we needed to get to everyday. Would highly recommend this property."
LeeLee's Lake house!Relaxing, Private Beach & Yard, Dock & room for your Jetski!
Best Western Plus Lakeview Hotel
Lobby
Best Western Plus Lakeview Hotel
2.5 star property
9.4 out of 10, Exceptional, (154)
"Doing some outside stuff "
The price is CA $177
CA $195 total
includes taxes & fees
May 22 - May 23
Best Western Plus Lakeview Hotel
AmericInn by Wyndham Madison SD
Reception
AmericInn by Wyndham Madison SD
2.5 star property
8.4 out of 10, Very good, (232)
"Have stayed at this hotel quite a few times over the last 4.5 years. Highly recommend. Easy to find and comfortable rooms."
The price is CA $120
CA $134 total
includes taxes & fees
May 22 - May 23
AmericInn by Wyndham Madison SD
Super 8 by Wyndham Madison
Exterior
Super 8 by Wyndham Madison
2.0 star property
6.4 out of 10, (224)
"Clean room and good breakfast. Ceilings have areas that maybe had water damages, they’re roughly patched and need new drywall or at least painted in some areas. Couldn’t take a bath, only a shower due to metal drain stopper is too small and won’t hold the water. "
The price is CA $135
CA $150 total
includes taxes & fees
May 16 - May 17
Super 8 by Wyndham Madison
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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.

More cheap stays in Chester

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

1031 Diamond Circle, Hartford, SD
The price is CA $114 per night from May 27 to May 28
CA $114
CA $124 total
includes taxes & fees
May 27 - May 28
9.2/10 Wonderful! (549 reviews)

Frequently asked questions

What's the best place for a stay in Chester?

Based on Expedia's traveler preferences, Relaxing and peaceful cabin on Brant Lake is a top place to stay in Chester. Other good options for your stay in the area are Royal River Casino and Hotel and AmericInn by Wyndham Hartford SD. See all available top hotels, or vacation rentals in Chester.

What are some of the best vacation home rentals in Chester?

WATERFRONT HOME ON LAKE MADISON: You might want to consider this vacation home rental near Chester, which is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 are some hotels with pools in Chester?

Quality Inn & Suites Airport North: Features a snack bar, an indoor pool, and free Internet. AmericInn by Wyndham Hartford SD and Royal River Casino and Hotel are two additional hotels with an onsite pool. View all hotels with pools in Chester.

What is staying in Chester like?

Travelers to Chester will find plenty to explore and enjoy. There are 25 hotels and other accommodations in the surrounding area. Find out more about Chester.

What should I do while I'm visiting Chester?

A favorite place to visit is Brant Lake. You'll also find Lake Madison and Lake Herman State Park 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, February, and October, with each month seeing an average of 6 inches of snowfall.

Recent Reviews in Chester
Expedia verified reviews

Royal River Casino and Hotel

Royal River Casino and Hotel

5/5 Excellent
"The casino was very cozy and the food was amazing!"
A verified traveller from North Sioux City stayed at Royal River Casino and Hotel
Posted 3 days ago
Royal River Casino and Hotel