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May 17 - May 19
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Top hotels and accommodation in Chester

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
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
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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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
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!
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
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!
Lobby
Best Western Plus Lakeview Hotel
2.5 star property
9.4 out of 10, Exceptional, (154)
"Doing some outside stuff "
The price is AU$216
includes taxes & fees
22 May - 23 May
Best Western Plus Lakeview Hotel
Reception
AmericInn by Wyndham Madison SD
2.5 star property
8.4 out of 10, Very good, (231)
"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 AU$148
includes taxes & fees
22 May - 23 May
AmericInn by Wyndham Madison SD
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 AU$165
includes taxes & fees
22 May - 23 May
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 accommodation in Chester

AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD

1031 Diamond Circle, Hartford, SD
The price is AU$137 per night from May 27 to May 28
AU$137
per night
27 May - 28 May
9.2/10 Wonderful! (549 reviews)

Chester Travel Info

Number of reviews
1,365
Accommodation
25 hotels
Highest price
AU$216
Lowest price
AU$137
Reasons to visit
Lake Madison, Lakes Golf Course and Walkers Point Recreation Area

Frequently asked questions

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 as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What are some accommodation options 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 on-site pool. View all hotels with pools in Chester.

What is staying in Chester like?

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

What is there to see in Chester?

A favourite place to visit is Brant Lake. You'll also find Lake Madison and Lake Herman State Park in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the seasonal weather in Chester?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Chester are March, January, February and October, with each month seeing an average of 14 cm of snowfall.