Top 10 Hotels in Chester, SD (from $82) 2026 - Competitive Prices

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Our top choices for Chester hotels

A La Quinta Inn & Suites building with a covered entrance and multiple windows.

A hotel room with a large bed, a desk, a chair, a TV, and a minibar.

A swimming pool with a tiled deck, lounge chairs, and a sunroof.

A hotel lobby with a dining area, seating area, and a TV mounted on the wall.

1. La Quinta Inn & Suites by Wyndham Sioux Falls

Mall District

William

$98 nightly

$110 total

Oct 11 - Oct 12

Total with taxes and fees

An indoor pool area with a slide, seating, and tropical decor.

A lobby with a stone fire feature, seating area, and a reception desk.

A living room with a fireplace, a television, and a dining area with a table and chairs.

A modern restaurant with a central bar, red cushioned chairs, and a 'TEAM ROOM' sign.

2. Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

Northwest Sioux Falls

Cindy

$62 nightly

$70 total

Oct 11 - Oct 12

Total with taxes and fees

A large, two-story building with a stone facade and multiple windows, illuminated by warm lighting.

An indoor swimming pool with a water slide, a large umbrella structure, and a frog-shaped water feature.

A spacious lobby with a central seating area, a staircase, and a fireplace.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

3. Clubhouse Hotel Suites Sioux Falls

Mall District

Jerry

$145 nightly

$160 total

Oct 15 - Oct 16

Total with taxes and fees

A lobby with a large safe, a checkered floor, and a sofa with cushions.

A modern hotel room with a desk, chair, and bed. It features a large window with a city view, a flat-screen TV, and a wooden wardrobe.

A modern hotel room with a large bed, a decorative wall, a nightstand, a chair, and a large window with a city view.

A lobby with a grand chandelier, blue curtains, and a round glass table with a vase of flowers.

4. Hotel On Phillips

Downtown Sioux Falls

Wendy

$169 nightly

$188 total

Oct 4 - Oct 5

Total with taxes and fees

An indoor swimming pool with a tiled floor, lounge chairs, and a hot tub area.

A breakfast area with a counter, seating, and a coffee station.

A reception area with a Baymont sign, two armchairs, a potted plant, and a blue mat.

A fitness room with exercise equipment including a treadmill, elliptical, and exercise balls.

5. Baymont by Wyndham Sioux Falls

Mall District

Jackie

$60 nightly

$68 total

Oct 11 - Oct 12

Total with taxes and fees

A swimming pool with clear blue water, surrounded by a tiled deck and a seating area with chairs and tables.

An outdoor patio area with tables and chairs, string lights, and a view of the city skyline.

A hotel room with a bed, a sofa, a desk, and a chair.

A modern hotel room with a kitchenette, a sofa, a dining table, a small round table, a bed, and a view of the outdoors.

6. Comfort Inn & Suites at Sanford Sports Complex

Northwest Sioux Falls

Carole

$102 nightly

$114 total

Oct 18 - Oct 19

Total with taxes and fees

A multi-story hotel with a flat roof, a landscaped area with a water feature, and a bridge connecting to another building.

A hotel room with a large bed, a desk with a computer, a chair, a lamp, and three framed pictures on the wall.

A restaurant with a long wooden table, multiple chairs, a bar area, and a stone wall.

A swimming pool with lounge chairs and umbrellas, a view of the outside, and a sign indicating the hotel name.

7. Country Inn & Suites by Radisson, Sioux Falls

Downtown Sioux Falls

Kathleen

$91 nightly

$102 total

Nov 1 - Nov 2

Total with taxes and fees

A modern lobby with a glass fireplace, seating areas, and indoor plants.

A modern building with a sign reading "THE STEEL DISTRICT" and a covered walkway.

A modern dining area with a large marble table, comfortable chairs, a built-in fireplace, and a large TV mounted on a dark wall.

A modern kitchen with a central island, bar stools, pendant lights, and a view through large glass doors.

8. Canopy By Hilton Sioux Falls Downtown

Downtown Sioux Falls

Frankie

$156 nightly

$175 total

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with two beds, a desk, a TV, and a staircase leading to an upper level.

A modern building with a large illuminated sign reading "Denny Sanford Premier Center."

A kitchen with a refrigerator, a coffee machine, a toaster, and a display case with pastries.

A reception area with a wooden reception desk, a sign reading "AmerInn by Wyndham", a refrigerator stocked with beverages, and a snack shelf.

9. AmericInn by Wyndham Sioux Falls North

Northwest Sioux Falls

Theresa

$99 nightly

$111 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel room with a large bed, a blue sofa, a nightstand with a lamp, and a mural of a waterfall on the wall.

A hotel reception area with a large mural of a mountain and a clear view of the lobby.

A multi-story hotel with a covered entrance, brick facade, and a large tree in front.

A spacious indoor area with tables and chairs, large windows, and a kitchenette area.

10. Clarion Pointe Sioux Falls Airport

Northwest Sioux Falls

Rochelle

$90 nightly

$101 total

Oct 25 - Oct 26

Total with taxes and fees

A deck with outdoor furniture, a fire pit, and a view of a body of water.

A modern Hyatt Place hotel with a glass entrance canopy and a brick facade.

A modern hotel lobby with a dining area, seating arrangements, and a kitchen in the background.

A modern bar area with seating, a counter with a beverage display, and a large window providing a view.

11. Hyatt Place Sioux Falls South

Mall District

Fern

$117 nightly

$130 total

Oct 11 - Oct 12

Total with taxes and fees

An indoor swimming pool with wooden beams, lounge chairs, and umbrellas.

A spacious lobby with a reception desk, multiple seating areas, a staircase, and a ceiling fan.

A restaurant with wooden tables and chairs, a stone wall, a clock, and a ceiling fan.

A hotel hallway with carpeted floors, doors, and wall-mounted light fixtures.

12. AmericInn by Wyndham Sioux Falls

Mall District

Diane

$64 nightly

$72 total

Oct 11 - Oct 12

Total with taxes and fees

A spacious bar area with a large TV screen, a fireplace, and a wine rack.

A modern bar area with a black marble column, bar stools, and a view of the city through large windows.

A hotel room with a large bed, wooden wardrobe, a TV, and a kitchenette area.

A spacious living room with a fireplace, large windows, and modern furniture.

13. Highpoint Hotel

University Heights

Cody

$101 nightly

$113 total

Oct 11 - Oct 12

Total with taxes and fees

A swimming pool with blue chairs and exercise equipment, a large blue pipe, and a view of the sunset through large windows.

A modern lobby with a sectional sofa, round tables, and colorful pendant lighting.

A hotel room with two beds, a desk, a chair, a TV, and a patterned wall.

A modern hotel with a flat roof, multiple windows, and a blue-lit entrance.

14. GLō Best Western Dawley Farms In Sioux Falls

Sioux Falls

Dustin

$87 nightly

$98 total

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with two beds, a nightstand with a lamp, and a large landscape painting above the beds.

A reception area with a wooden reception desk, a blue chair, and two framed landscape paintings on the walls.

A modern cafe with wooden tables and chairs, a blue accent wall, and a counter with various items.

A modern living room with a grey sofa, two armchairs, a coffee table, and a large window with curtains.

15. Days Inn by Wyndham Sioux Falls Airport

North Sioux Falls

Emma

$63 nightly

$71 total

Oct 5 - Oct 6

Total with taxes and fees

A modern building with a sign reading "AeroStay" and large windows.

A multi-story hotel with a modern design, featuring a covered outdoor seating area with tables and chairs, and a small garden with benches.

A hotel room with a shower, two beds, a desk, and a view of the outdoors.

A self-service kiosk with a variety of snacks and beverages, including boxed cereals, chips, and coffee machines.

16. AeroStay Hotel

North Sioux Falls

Morgan

$159 nightly

$176 total

Oct 12 - Oct 13

Total with taxes and fees

A hotel room with two beds, a TV, a window with blinds, a framed picture on the wall, and a bedside lamp.

A modern kitchen with a black microwave, coffee maker, and a refrigerator.

17. My Place Hotel - Sioux Falls, SD

Mall District

Jodi

$85 nightly

$95 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel room with two beds, a large window with curtains, and a waterfall painting above the beds.

A modern kitchen with wooden cabinets, a dining table with chairs, and a coffee station.

A hallway with a wooden door, a framed picture on the wall, and a glimpse of a bathroom.

18. Days Inn by Wyndham Sioux Falls Empire

Mall District

Julie

$62 nightly

$70 total

Oct 11 - Oct 12

Total with taxes and fees

A Hampton Inn hotel with a modern design, featuring a prominent red sign, a covered entrance, and stone pillars.

A swimming pool with clear water, surrounded by a tiled deck and seating areas.

A hotel room with a desk, two beds, a TV, and a window with a striped blind.

A snack and beverage display area with various snacks and drinks.

19. Hampton Inn Sioux Falls

Mall District

John

$107 nightly

$120 total

Oct 18 - Oct 19

Total with taxes and fees

A spacious lobby with multiple seating areas, a bar, and a staircase leading to an upper level.

A large conference room with a central stage, round tables with white chairs, and a patterned carpet.

A modern hotel lobby with a bar area, seating arrangements, and a view of the lobby.

A modern hotel room with a large window, a round coffee table, a sofa, a chair, and a small table with a lamp.

20. Holiday Inn Sioux Falls-City Centre by IHG

Downtown Sioux Falls

Stacey

$124 nightly

$138 total

Oct 11 - Oct 12

Total with taxes and fees

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Where to stay near Chester

Chester offers a perfect blend of outdoor adventure and serene landscapes. Explore scenic trails, enjoy romantic picnics, or unwind in nature's beauty. Nearby areas promise family-friendly activities and wellness retreats, making it an ideal destination for relaxation and exploration.

Brant Lake

Discover Brant Lake, a welcoming destination perfectly suited for families and adventure seekers who will appreciate its stunning natural scenery and recreational opportunities. With nearby attractions like Lake Madison and Lake Herman State Park, visitors can enjoy outdoor activities year-round, especially during the peak months of June to August. Located about 2 miles from Chester, Brant Lake offers a charming escape that combines relaxation with adventure, making it a smart choice for your next vacation.

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Wentworth

Experience the charm of Wentworth, an excellent hub for families and nature lovers eager to explore the breathtaking landscapes of South Dakota. Here, you can enjoy outdoor activities at the tranquil Lake Madison or immerse yourself in the beauty of Lake Herman State Park, perfect for a romantic getaway or a fun-filled family adventure. Located about 7 miles from Chester, Wentworth makes for a smart choice when seeking a memorable vacation in the heart of nature.

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Colton

If you are a family or adventure traveler, look no further than Colton, a charming city known for its outdoor experiences and scenic beauty. With attractions like Lake Madison and the nearby national state park, you can immerse yourself in nature, while the Denny Sanford Premier Center offers exciting entertainment options. Located about 8 miles from Chester, Colton makes for a smart choice, providing easy access to both relaxation and adventure during your stay.

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Colman

Colman stands out as a prime spot for families and nature enthusiasts interested in exploring the beautiful landscapes of South Dakota. With access to attractions like Lake Madison, the Grand Opera House of Dell Rapids, and the Dell Rapids Museum, visitors can enjoy a mix of outdoor activities and cultural experiences. Located about 8 miles from Chester, Colman offers a perfect base for your adventures, making it an excellent choice for your stay.

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A lakeside community with houses, docks, and boats.

An aerial view of a lake surrounded by residential areas and docks.

An aerial view of a lakeside community with houses, docks, and boats.

An agricultural facility with silos, a large building, and surrounding fields.

An aerial view of rolling green fields with patches of brown, a winding path, and scattered trees.

Madison

Travelers visiting the area often choose Madison as their ideal base for a vacation, especially those with a love for culture, adventure, and family experiences. Madison offers a delightful mix of activities, from exploring the scenic landscapes of Lake Herman State Park to the vibrant atmosphere of Dakota State University and the historic charm of the Lake County Courthouse. Located about 12 miles from Chester, Madison is a smart choice for a memorable getaway.

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Stay near popular attractions around Chester

Chester's stunning landscapes and serene lakes create the perfect backdrop for outdoor adventures and romantic getaways. Explore nearby national parks and modern colleges, offering a rich blend of culture and family-friendly experiences, making it an ideal destination for travelers seeking both relaxation and exploration.

Lake Madison

8.6/10 (7 reviews)

Experience the best of outdoor romance at Lake Madison, a scenic destination perfect for couples and families alike. With its beautiful beaches and picturesque views, this lake offers a serene escape just about 5 miles from Chester, making it an ideal spot for a relaxing vacation.

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Dakota State University

9.0/10 (65 reviews)

Often cited as a favorite among students and visitors, Dakota State University in Madison offers a vibrant campus atmosphere. Located about 15 miles by car from Chester, this modern university is perfect for those seeking a glimpse of academic life while enjoying the city vibes. Staying nearby provides easy access to its lively environment.

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Lake Herman State Park

9.0/10 (11 reviews)

Ideal for travelers interested in outdoor activities, Lake Herman State Park offers stunning scenery and adventure opportunities. Located about 14 miles from Chester, this picturesque park is perfect for a day of exploration. Staying nearby ensures easy access to its natural beauty and recreational options.

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Grand Opera House of Dell Rapids

8.6/10 (7 reviews)

No trip is complete without a visit to the Grand Opera House of Dell Rapids, a cultural gem that offers a unique blend of romance and entertainment. Located about 12 miles from Chester, this historic venue captures the charm of live performances, making it an ideal stop for those seeking an enriching experience during their stay.

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Dell Rapids Museum

10.0/10 (1 review)

An essential stop for history buffs, the Dell Rapids Museum showcases the rich cultural heritage of the area. Located about 12 miles from Chester, it offers unique exhibits that celebrate local history. Staying near the museum provides easy access to explore this charming town and its vibrant past.

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Lake County Courthouse

7.6/10 (7 reviews)

For history buffs and culture enthusiasts, the Lake County Courthouse offers a glimpse into South Dakota's civic heritage. This historic building, located in Madison, showcases unique architectural features and a vibrant atmosphere. Situated about 12 miles from Chester, it's an easy addition to your travel plans, making it a convenient stop during your visit.

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Dell Rapids Library

8.0/10 (1 review)

An iconic landmark that appeals to families, Dell Rapids Library offers a welcoming atmosphere rich in culture. With engaging programs and a diverse collection, it's a perfect spot for relaxation and learning. Located about 12 miles from Chester, its easy accessibility makes it a convenient destination for visitors.

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Sioux River Red Rock Trail Bridge

9.4/10 (3 reviews)

A must-see for outdoor lovers, the Sioux River Red Rock Trail Bridge offers a unique blend of modern design and scenic beauty. Located about 12 miles from Chester, this bridge provides an inviting spot to enjoy the area's vibrant atmosphere and natural landscapes, making it a convenient stop on your journey.

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Top Chester Hotel Reviews

Royal River Casino and Hotel

10/10 Excellent

"Very easy and fast check-in. Room was clean, nice and reasonably priced."

AmericInn by Wyndham Hartford SD

10/10 Excellent

"Great stay"

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."

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."

Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

10/10 Excellent

"Was a great time, property was as described."

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."

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."

Super 8 by Wyndham Madison

10/10 Excellent

"Clean room and quite place"

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."

More cheap stays in Chester

Super 8 by Wyndham Madison

219 N Highland Ave Madison SD

$74 nightly

$82 total

Nov 1 - Nov 2

Total with taxes and fees

6.4/10 (286 reviews)

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

510 N Highway 77 Dell Rapids SD

$82 nightly

$89 total

Oct 5 - Oct 6

Total with taxes and fees

7/10 Good! (336 reviews)

Best Western Plus Lakeview Hotel

456 SE 12th Madison SD

$139 nightly

$153 total

Oct 7 - Oct 8

Total with taxes and fees

Best Western Plus Lakeview

456 SE 12th St Madison SD

$141 nightly

$153 total

Oct 22 - Oct 23

Total with taxes and fees

Hotels in Chester with star-rating

Frequently asked questions

When is the best time to go to Chester?

The best time to visit Chester is during the warmer months, specifically from late spring through early autumn, for pleasant weather and a full range of outdoor activities.May and June offer comfortable temperatures, usually in the 60s and 70s Fahrenheit, making it ideal for exploring the area's natural beauty before the peak summer heat. This period is great for those who enjoy hiking, fishing, or simply being outdoors without large crowds.July and August are the warmest months, with temperatures often reaching the 80s, great for water-based activities at Lake Vermillion, such as boating and swimming. Families often find this time of year most convenient for vacations due to school breaks and the availability of summer events.September and early October provide a beautiful transition with cooler temperatures and the changing fall foliage, which is particularly appealing for couples seeking scenic drives and a more tranquil experience.

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 $82 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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Things to do in Sioux Falls

Find hotels in Chester, SD from $82

Go beyond your typical stay in Chester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chester hotels

1. La Quinta Inn & Suites by Wyndham Sioux Falls

2. Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr

3. Clubhouse Hotel Suites Sioux Falls

4. Hotel On Phillips

5. Baymont by Wyndham Sioux Falls

6. Comfort Inn & Suites at Sanford Sports Complex

7. Country Inn & Suites by Radisson, Sioux Falls

8. Canopy By Hilton Sioux Falls Downtown

9. AmericInn by Wyndham Sioux Falls North

10. Clarion Pointe Sioux Falls Airport

11. Hyatt Place Sioux Falls South

12. AmericInn by Wyndham Sioux Falls

13. Highpoint Hotel

14. GLō Best Western Dawley Farms In Sioux Falls

15. Days Inn by Wyndham Sioux Falls Airport

16. AeroStay Hotel

17. My Place Hotel - Sioux Falls, SD

18. Days Inn by Wyndham Sioux Falls Empire

19. Hampton Inn Sioux Falls

20. Holiday Inn Sioux Falls-City Centre by IHG

Where to stay near Chester

Brant Lake

Wentworth

Colton

Colman

Madison

Stay near popular attractions around Chester

Lake Madison

Dakota State University

Lake Herman State Park

Grand Opera House of Dell Rapids

Dell Rapids Museum

Lake County Courthouse

Dell Rapids Library

Sioux River Red Rock Trail Bridge

Top Chester Hotel Reviews

Royal River Casino and Hotel

AmericInn by Wyndham Hartford SD

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

4-bedroom 3 bath lakefront home on Brandt Lake

Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

15 Mi to Downtown Sioux Falls: Gem w/ Yard!

AmericInn by Wyndham Madison SD

Super 8 by Wyndham Madison

Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8

More cheap stays in Chester

Super 8 by Wyndham Madison

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Best Western Plus Lakeview Hotel

Best Western Plus Lakeview

Hotels in Chester with star-rating

Frequently asked questions

Explore a world of travel with Expedia