Hotels in Chester

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Check prices for these dates

Tonight
Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Where to stay in Chester?

A multi-story American Inn with a prominent sign, a covered entrance, and a landscaped driveway.

1. AmericInn by Wyndham Hartford SD

AmericInn by Wyndham Hartford SD
3.0 star property
Hartford
9.2 out of 10, Wonderful, (884 reviews)
This business-friendly hotel in Hartford offers a relaxing hot tub and fitness center for unwinding after your travels. Just 15 minutes from Denny Sanford Premier Center, you'll enjoy free breakfast, WiFi and parking. Nearby 1880 Cowboy Town adds local charm to your stay.
The price is $79
$86 total
includes taxes & fees
Nov 22 - Nov 23
AmericInn by Wyndham Hartford SD
A two-story building with a brown roof and beige walls, featuring a central entrance with a covered porch.

2. Super 8 by Wyndham Madison

Super 8 by Wyndham Madison
2.0 star property
Madison
6.4 out of 10, Good, (293 reviews)
Relax at this welcoming hotel with free WiFi, parking, and daily on-the-go breakfast from 6 AM to 9 AM. Located near Memorial Park and Madison Public Library, you'll find convenient access to local attractions with Sioux Falls Airport just 51 minutes away.
The price is $69
$77 total
includes taxes & fees
Nov 29 - Nov 30
Super 8 by Wyndham Madison
A bar area with a wooden ceiling, multiple shelves of liquor bottles, and bar stools.

3. Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
2.5 star property
Madison
9.6 out of 10, Exceptional, (274 reviews)
This business-friendly Madison hotel offers 24-hour fitness access and a relaxing bar lounge. Enjoy free breakfast, WiFi, and parking during your stay. Located close to Madison Public Library and Baughman Park, with staff that earn praise for their helpfulness.
The price is $143
$158 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Plus Lakeview Hotel
A lobby with a curved ceiling, blue sofas, a central ottoman, and a wall mural of a river scene.

4. Royal River Casino and Hotel

Royal River Casino and Hotel
3.0 star property
Flandreau
8.6 out of 10, Excellent, (695 reviews)
Royal River Casino and Hotel entices with gambling excitement, free WiFi, and complimentary parking. Guests consistently praise the helpful team members and pristine rooms. The on-site restaurant and bar provide convenient dining options after trying your luck at the tables.
The price is $85
$108 total
includes taxes & fees
Nov 18 - Nov 19
Royal River Casino and Hotel
A modern kitchen with wooden cabinets, a microwave, and a dishwasher.

5. Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls
2.0 star property
Dell Rapids
7.0 out of 10, Good, (341 reviews)
Unwind in tranquil surroundings near Dell Rapids Museum and the Grand Opera House. This peaceful hotel offers complimentary WiFi and parking, with convenient 24-hour front desk service just 24 minutes from Sioux Falls Regional Airport.
The price is $101
$115 total
includes taxes & fees
Dec 5 - Dec 6
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.

6. AmericInn by Wyndham Madison SD

AmericInn by Wyndham Madison SD
3.0 star property
Madison
7.6 out of 10, Good, (423 reviews)
Unwind in this Madison retreat with an indoor pool for year-round swimming. Located near Madison Public Library and Baughman Park, enjoy complimentary full breakfast, WiFi, and parking. The business-friendly environment and helpful staff create a seamless stay.
The price is $89
$99 total
includes taxes & fees
Nov 17 - Nov 18
AmericInn by Wyndham Madison SD
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.
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Go beyond your typical stay in Chester

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Check out reviews of Chester hotels guests love

A bar area with a wooden ceiling, multiple shelves of liquor bottles, and bar stools.
Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel

Best Western Plus Lakeview Hotel
Madison

10/10 Exceptional

Amazing spacious rooms. Great breakfasts daily
United States
Tricia
Reviewed November 12, 2026
Best Western Plus Lakeview Hotel

Frequently Asked Questions

Can I book refundable accommodations in Chester?

If you need the flexibility to change your plans to Chester, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Chester be like during my trip?

The warmest months in Chester are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are June and May.

Why should I book my Chester hotel with Hotels.com?

There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.