A red covered bridge over a calm river, surrounded by lush greenery and trees.

Hotels in Winterset

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Where to stay in Winterset?

A hotel room with a large bed, a nightstand, a wall-mounted TV, and a window with curtains.

A modern kitchen with granite countertops, a built-in oven, and a flat-screen TV.

A multi-story hotel with a brick facade, multiple windows, and a parking lot with several cars.

A compact hotel room with a kitchenette, a flat-screen TV, a small seating area, and a bathroom with a mirror and towel rack.

1. Days Inn & Suites by Wyndham Des Moines Airport

Greater South Side

$66

$74 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with high ceilings, large windows, and a chandelier.

A spacious lobby with a central round table, green seating, and large arched windows.

A double door entrance to a hotel with a sign above reading "PROUDFOOT & BIRD".

A grand lobby with a piano, a chandelier, and a seating area.

2. Hotel Fort Des Moines, Curio Collection by Hilton

Downtown Des Moines

$125

$140 total

includes taxes & fees

Nov 15 - Nov 16

A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.

A hotel lobby with a reception desk, a brown sofa, a small armchair, a coffee table, and a fireplace.

A bar area with a stone wall, a TV mounted on the wall, and a refrigerator.

A buffet setup with a bowl of oranges and a container of fruit.

3. Cobblestone Inn & Suites - Winterset, IA

Winterset

$117

$131 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a large bed, a built-in desk, a vanity with a bathtub, and a large window with curtains.

A multi-story hotel with a modern design, featuring a stone facade and multiple windows.

A restaurant with multiple tables and chairs, a kitchen area, and a stone accent wall.

A hallway with vending machines and a clean, tiled floor.

4. Sonesta Essential Des Moines

Lovington

$59

$69 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.

A bathroom with a toilet, a shower with a curtain, and a towel rack with towels.

A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

A hotel room with a grey patterned carpet, a grey sofa with cushions, a wooden cabinet, a television, a small refrigerator, and a window with pink curtains.

5. Covered Bridge Inn

Winterset

$100

$112 total

includes taxes & fees

Nov 1 - Nov 2

A building with a sign reading "WILDWOOD LODGE."

A spacious lobby with a central seating area, large windows, and a distinctive antler decoration.

A cozy living room with a stone fireplace, a sofa, and a coffee table.

A spacious lobby with a reception desk, seating area, and a view of the outdoors.

6. Wildwood Lodge

Clive

$110

$123 total

includes taxes & fees

Oct 18 - Oct 19

An indoor swimming pool with a 30 ft depth sign, a reception area, and a 'No Lifeguard' warning sign.

A lobby with striped orange chairs, a green ottoman, and a fireplace.

A lobby with a checkered armchair, a yellow sofa, a glass-top coffee table, and a cabinet with glass doors.

A hotel room with two beds, a desk, a television, and a dresser.

7. Drury Inn & Suites West Des Moines

West Des Moines

$100

$112 total

includes taxes & fees

Nov 1 - Nov 2

An indoor pool with slides and a ship-themed play area.

A hotel room with a large bed, a desk with a chair, a television, and a small table with a lamp.

A lobby with a reception desk, a curved seating area, and a decorative palm tree centerpiece.

A bar area with a central counter, multiple bar stools, and a decorative figure on top.

8. Ramada Tropics Resort & Conf Center by Wyndham Des Moines

Urbandale

$71

$80 total

includes taxes & fees

Oct 22 - Oct 23

A restaurant with multiple tables and booths, a bar area, and framed pictures on the wall.

A hotel room with a large bed, two bedside tables, and wall-mounted lamps.

A spacious, modern interior with a long wooden table and bar stools, a seating area with sofas, and a kitchen area with a countertop and shelving.

9. La Quinta Inn & Suites by Wyndham Johnston

Johnston

$89

$100 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with tiled flooring, a wooden ceiling, and a seating area with chairs and umbrellas.

A spacious living area with a staircase, a fireplace, a wooden desk, and a dining area.

A covered patio with a wooden table and chairs, a cushioned bench, and a hanging plant.

A multi-story brick building with a covered entrance, flagpoles, and a landscaped area with trees.

10. Country Inn & Suites by Radisson, Des Moines West, IA

Clive

$81

$91 total

includes taxes & fees

Nov 8 - Nov 9

A multi-level hotel atrium with balconies, artwork, and indoor plants.

A hotel lobby with a seating area, a reception desk, and a large window with curtains.

A gift shop with snack displays and a microwave. Signs direct to the front desk for purchases.

A gym with various exercise equipment, large windows, and a red accent wall.

11. Embassy Suites Hotel Des Moines Downtown

Downtown Des Moines

$130

$146 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor seating area with yellow chairs and a colorful sofa, a fire pit, and a wooden ceiling with hanging lights.

A modern restaurant with a long wooden table and chairs, a counter with a beverage dispenser, and shelves with bowls and glasses.

A hotel with a modern exterior, a covered outdoor seating area, and a traditional building in the background.

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

12. Home2 Suites by Hilton Des Moines at Drake University

Drake

$93

$104 total

includes taxes & fees

Nov 9 - Nov 10

A luxurious living room with a stone fireplace, a large mirror, and two blue armchairs.

A hotel lobby with a polished marble floor, a grand chandelier, and traditional decor including lion statues.

A hotel facade with a brick exterior, large windows, and a prominent entrance sign.

13. Des Lux Hotel

Downtown Des Moines

$169

$189 total

includes taxes & fees

Oct 18 - Oct 19

An indoor swimming pool with a waterfall feature, surrounded by Adirondack chairs and a wooden deck.

A cozy room with a stone fireplace, a flat-screen TV mounted above it, a sofa, a bed, and a window with blinds.

A building with a sign reading "The Cottages" and a covered outdoor seating area.

A wooden interior with a reception desk, a mounted moose head, and a staircase.

14. Stoney Creek Hotel Des Moines - Johnston

Johnston

$109

$122 total

includes taxes & fees

Oct 18 - Oct 19

A spacious lobby with a high ceiling, a central seating area with a blue sofa and chairs, a dining area, and a staircase leading to an upper level.

A vending machine area with various snacks and drinks.

A spacious lobby with a curved blue sofa, a round coffee table, and a seating area with chairs. There is a staircase with a railing leading to an upper level.

A hotel dining area with multiple tables and chairs, a kitchen area with a microwave and refrigerator, and a colorful carpet.

15. Fairfield Inn and Suites by Marriott Des Moines West

West Des Moines

$101

$114 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio with modern seating and a built-in fireplace.

A La Quinta hotel entrance with a modern design, numbered 1390, and a landscaped entrance area.

An indoor swimming pool with clear glass walls, a lifeguard chair, and a pool ladder.

A modern restaurant with a long counter, multiple seating areas, and a kitchen visible in the background.

16. La Quinta Inn & Suites by Wyndham Des Moines West Clive

Clive

$74

$83 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a sofa, a patterned armchair, a coffee table, and a dining area with chairs and a table.

An indoor swimming pool with blue lounge chairs, a red brick border, and a ceiling with recessed lighting.

An outdoor patio area with picnic tables and benches, large windows, and a building with a brick facade in the background.

A reception area with a receptionist, a clock, a desk, a mirror, and a welcome mat.

17. AmericInn by Wyndham Johnston Des Moines

Johnston

$60

$67 total

includes taxes & fees

Nov 1 - Nov 2

A table set with white flowers, candles, and silverware, suggesting a formal dining setting.

A hotel room with two beds, a nightstand with a lamp, a digital clock, and a power outlet.

A conference room with rows of chairs, a stage, and two large screens.

A modern hotel room with a grey sofa, two side tables, a patterned carpet, and a wall with illuminated panels.

18. Hilton Des Moines Downtown

Downtown Des Moines

$139

$160 total

includes taxes & fees

Nov 10 - Nov 11

A spacious indoor area with multiple levels, featuring a central open space with tables and chairs, surrounded by balconies and a large, colorful ceiling structure.

A modern hotel entrance with a glass facade, outdoor seating, and a staircase leading to the entrance.

A multi-level indoor swimming pool with a clear water surface, surrounded by colorful lounge chairs and a stone wall.

A gym with treadmills, elliptical machines, and free weights.

19. Holiday Inn Des Moines-Airport/Conf Center by IHG

Greater South Side

$114

$128 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.

A hotel room with a large bed, a headboard with built-in lighting, a grey sofa, and a small table with a lamp.

A reception area with a curved counter, a glass partition, and a wall with text.

A hotel bathroom with a sink, mirror, and a television displaying 'SPRINGHILL SUITES MARIEOTTA'.

20. SpringHill Suites Des Moines West

West Des Moines

$94

$105 total

includes taxes & fees

Nov 1 - Nov 2

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Go beyond your typical stay in Winterset

Our prices for hotels in Winterset are cheapest in February

Top landmarks in Winterset

A red bridge over a calm river with greenery around.

Roseman Bridge

9.6/10 (75 reviews)

If you're planning a bit of sightseeing during your trip, head to Roseman Bridge— just one of the landmarks located 7.5 mi (12.1 km) from central Winterset.

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A red covered bridge with a white railing, surrounded by greenery and trees.

Cedar Bridge

9.8/10 (67 reviews)

If you're planning a bit of sightseeing during your trip, head to Cedar Bridge— just one of the landmarks located 2.7 mi (4.3 km) from central Winterset.

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A stone tower with arched windows and a sign reading "Fletcher & Rouse Historic Site."

Clark Tower

9.6/10 (45 reviews)

You might want to get your camera out and head to Clark Tower— just one of the landmarks located 0.9 mi (1.4 km) from central Winterset.

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A red covered bridge with white railings, surrounded by greenery and trees.

Holliwell Bridge

9.6/10 (63 reviews)

Holliwell Bridge is just one of the landmarks located 2.9 mi (4.7 km) from central Winterset, so you might want to stop by for a few pics during your trip.

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John Wayne Birthplace Museum

9.4/10 (131 reviews)

If museums are on your list of things to see, then you might want to head to John Wayne Birthplace Museum, located in the heart of Winterset.If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, The Winterset Stage, and Cedar Bridge.

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The Winterset Stage

9.0/10 (23 reviews)

The Winterset Stage is 1.2 mi (1.9 km) from central Winterset, why not stop by during your stay. If you want to experience more of the culture Winterset has to offer, head to Madison County Courthouse, John Wayne Birthplace Museum, and Cedar Bridge.

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Madison County Courthouse

9.4/10 (68 reviews)

Madison County Courthouse is worth a visit when in central Winterset.

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Cutler-Donahoe Covered Bridge

Cutler-Donahoe Covered Bridge is 0.5 mi (0.8 km) from central Winterset, why not stop by during your stay.

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Learn more about Winterset

Wander through John Wayne's birthplace, where his childhood home displays memorabilia that would make The Duke tip his hat in approval. The famous covered bridges of Madison County beckon from nearby countryside roads, inspiring bestselling literature and Hollywood romance. Around the town square, antique shops and coffee spots host farmers exchanging conversation over morning cups. Cedar Bridge and Roseman Bridge offer perfect photography backdrops, while Clark Tower provides panoramic views worth the climb. The courthouse stands proudly at the center, a testament to small-town America that Norman Rockwell would recognize. Pammel State Park offers natural respite when Winterset's charm becomes almost too wholesome to bear.

See all hotels in Winterset

Check out reviews of Winterset hotels guests love

Cobblestone Inn & Suites - Winterset, IA

Winterset

10/10 Exceptional

Anonymous traveler

Covered Bridge Inn

Winterset

10/10 Exceptional

We didn't arrive till nearly 1am but they came right up to the desk when we rang the bell. Very friendly. The room was clean and larger than many Hamptons I've been in. The beds were comfortable, there was a coffee pot, shampoo and blow dryer, desk, side chair, and even a free breakfast which I don't always expect to see in a Super 8. It just felt very comfortable. We were there to go to the State Fair and the drive from Winterset to Des Moines was through pretty countryside.

Wildwood Lodge

Clive

10/10 Exceptional

Kathleen

A Holiday Inn Express & Suites building with a modern design, featuring a stone facade and a covered entrance.

A hotel room with a large bed, a desk with a chair, a flat-screen TV, a window with blinds, and a wall-mounted lamp.

A modern breakfast area with a self-serve station, a large apple-shaped sign, and a kitchen display.

A swimming pool with clear blue water, surrounded by lounge chairs and a wooden cabinet.

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

West Des Moines

10/10 Exceptional

Rose Marie

A hotel room with a bed, a sofa, an ottoman, a nightstand, a lamp, and two framed pictures on the wall.

Hyatt Place West Des Moines Jordan Creek

West Des Moines

10/10 Exceptional

The room was excellent…clean, spacious, and modern. It was nice to have a little sectional for our family to lounge on instead of always being on the beds. Beds were comfortable…down pillows and comforter. Rooms were nice and quiet! I couldn't ever hear other doors closing or people above us. The breakfast was complimentary and was delicious! My kids loved the French toast! It’s too bad there wasn’t a hot tub but the pool area was nice and warm. The kids swam forever because the water was...

Melissa

A modern lobby with a sofa, chairs, a lamp, and a wall with a floral pattern.

A hotel room with a bed, a desk, a chair, and a nightstand with lamps.

A reception desk with a 'Welcome' mat, a sign for 'Sleep Inn & Suites', and a door to the right.

A MainStay Suites hotel with a modern design, parking lot, and a clear sky.

Sleep Inn Waukee-West Des Moines

Waukee

10/10 Exceptional

Janet

A sunroom with a glass ceiling, wicker furniture, and potted plants.

A spacious lobby with a high ceiling, a seating area with sofas and ottomans, a reception desk, and a staircase to an upper level.

A hotel room with a bed, a blue armchair, a desk, and a nightstand.

An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.

Baymont by Wyndham Des Moines Airport

Southwestern Hills

10/10 Exceptional

Andrew

Hotel Fort Des Moines, Curio Collection by Hilton

Downtown Des Moines

10/10 Exceptional

This is one of the nicest hotels I’ve ever stayed at. Absolutely beautiful historic building with a grand scale and fully updated modern rooms. The design and comfort is impeccable. Large room and bathroom, but not so large that it isn’t cozy. Perfect in my opinion. The onsite dining options are fantastic for world class breakfast lunch and dinner at very reasonable prices. And the coffee is amazing. There were a couple of quirks in the room—the sound of trickling water whenever the ac turned...

David Morrow

A laundry area with two front-loading washing machines and a wall-mounted dryer.

A hotel room with a bed, a desk, a television, a sofa, and a window with curtains.

A hotel lobby with a bar area, seating, and a television.

A conference room with patterned chairs, a carpeted floor, a painting on the wall, and a storage door.

Hampton Inn & Suites West Des Moines/SW Mall Area

West Des Moines

10/10 Exceptional

Roger

Fairfield Inn and Suites by Marriott Des Moines West

West Des Moines

10/10 Exceptional

K S

A spacious living area with a central island, seating arrangements, and a view into the adjacent dining area.

A hotel with a modern facade, large windows, and a central entrance with a canopy.

A bar area with multiple tables and chairs, shelves with decorative items, and a flat-screen TV mounted on the wall.

A patio area with outdoor seating and a fire feature.

The Rewind West Des Moines, Tapestry Collection by Hilton

West Des Moines

10/10 Exceptional

Jane

A modern bathroom with a white sink, black shelving, and a cityscape mural on the wall.

A modern hotel room with a neatly made bed, a nightstand with a lamp, and a decorative wall piece.

A corner seating area with a blue sofa, a small round table, and a colorful rug.

A modern hotel building with a prominent 'a laoft hotels' sign, multiple windows, and a flag display.

Aloft by Marriott Waukee

Waukee

10/10 Exceptional

Nathanael

A modern hotel lobby with a central reception desk, seating area with sofas and chairs, and a self-service kiosk.

A modern gym with exercise equipment, a wall-mounted TV, and a mirror.

A modern lobby with a reception desk, colorful chairs, a purple sofa, and a wall with a 'SOUTHEAST' sign.

Tru By Hilton Norwalk Des Moines

Norwalk

10/10 Exceptional

Tracie

A multi-story building with a stone bridge over a calm water feature, surrounded by trees and well-lit pathways.

An outdoor patio with wicker furniture, a fire pit, and a basketball court.

A spacious living room with a stone fireplace, comfortable seating, and large windows.

A modern kitchen with a central island, large windows, and a dining area in the background.

Residence Inn by Marriott Des Moines West at Jordan Creek Town Center

West Des Moines

10/10 Exceptional

My family loves this hotel. We try to meet here once a year because the location is convenient for all of my relatives and it offers so many amenities on site and close by. The mall next door along with all of the nice restaurants within walking distance is awesome. The hotel staff is by far the most accommodating, professional, and courteous group of individuals I have ever had the pleasure to interact with in this type of setting. The hotel rooms and all the common areas are really nice...

Anonymous traveler

A modern hotel room with a large bed, a sofa, a desk with two chairs, a city view, and a bathroom with a mirror and sink.

Homewood Suites By Hilton Urbandale Des Moines

Urbandale

10/10 Exceptional

Jason

Frequently Asked Questions

What accommodations do travelers like in Winterset?

Guests like Cobblestone Inn & Suites - Winterset, IA and Covered Bridge Inn.

Can I book refundable accommodations in Winterset?

If you're looking for the flexibility to change your travel plans to Winterset, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Winterset if I want a vacation rental instead of a hotel?

You'll find 5 vacation homes on our site.

What will the weather in Winterset be like during my vacation?

July and August are typically the warmest months in Winterset when the average temp is 72°F. January and February are the coldest months when the average temperature is 29°F. May and June are the months with the most rain.

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

There are lots of reasons to book your Winterset trip with us: our free cancellations on selected hotels* gives you flexibility, 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.

Hotels in Winterset

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Winterset?

1. Days Inn & Suites by Wyndham Des Moines Airport

2. Hotel Fort Des Moines, Curio Collection by Hilton

3. Cobblestone Inn & Suites - Winterset, IA

4. Sonesta Essential Des Moines

5. Covered Bridge Inn

6. Wildwood Lodge

7. Drury Inn & Suites West Des Moines

8. Ramada Tropics Resort & Conf Center by Wyndham Des Moines

9. La Quinta Inn & Suites by Wyndham Johnston

10. Country Inn & Suites by Radisson, Des Moines West, IA

11. Embassy Suites Hotel Des Moines Downtown

12. Home2 Suites by Hilton Des Moines at Drake University

13. Des Lux Hotel

14. Stoney Creek Hotel Des Moines - Johnston

15. Fairfield Inn and Suites by Marriott Des Moines West

16. La Quinta Inn & Suites by Wyndham Des Moines West Clive

17. AmericInn by Wyndham Johnston Des Moines

18. Hilton Des Moines Downtown

19. Holiday Inn Des Moines-Airport/Conf Center by IHG

20. SpringHill Suites Des Moines West

Go beyond your typical stay in Winterset

Price trends for hotels in Winterset

October

Top landmarks in Winterset

Roseman Bridge

Cedar Bridge

Clark Tower

Holliwell Bridge

John Wayne Birthplace Museum

The Winterset Stage

Madison County Courthouse

Cutler-Donahoe Covered Bridge

Learn more about Winterset

Check out reviews of Winterset hotels guests love

Cobblestone Inn & Suites - Winterset, IA

10/10 Exceptional

Covered Bridge Inn

10/10 Exceptional

Wildwood Lodge

10/10 Exceptional

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

10/10 Exceptional

Hyatt Place West Des Moines Jordan Creek

10/10 Exceptional

Sleep Inn Waukee-West Des Moines

10/10 Exceptional

Baymont by Wyndham Des Moines Airport

10/10 Exceptional

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Exceptional

Hampton Inn & Suites West Des Moines/SW Mall Area

10/10 Exceptional

Fairfield Inn and Suites by Marriott Des Moines West

10/10 Exceptional

The Rewind West Des Moines, Tapestry Collection by Hilton

10/10 Exceptional

Aloft by Marriott Waukee

10/10 Exceptional

Tru By Hilton Norwalk Des Moines

10/10 Exceptional

Residence Inn by Marriott Des Moines West at Jordan Creek Town Center

10/10 Exceptional

Homewood Suites By Hilton Urbandale Des Moines

10/10 Exceptional

Frequently Asked Questions

What accommodations do travelers like in Winterset?

Can I book refundable accommodations in Winterset?

Where can I stay in Winterset if I want a vacation rental instead of a hotel?

What will the weather in Winterset be like during my vacation?

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