Hotels in Winterset

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Where to stay in Winterset?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winterset on Hotels.com. These Winterset hotels consistently deliver on quality, location and traveler experience. Last updated on October 12, 2026.

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

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.

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

1. Cobblestone Inn & Suites - Winterset, IA

Winterset

CNY783

CNY877 total

includes taxes & fees

Nov 1 - Nov 2

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

A covered bridge inn with a brick entrance and a covered patio area.

2. Covered Bridge Inn

Winterset

CNY639

CNY715 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

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

West Des Moines

CNY709

CNY795 total

includes taxes & fees

Nov 11 - Nov 12

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

A modern restaurant with a variety of seating options including tables, chairs, and sofas.

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

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

4. Sleep Inn Waukee-West Des Moines

Waukee

CNY565

CNY632 total

includes taxes & fees

Nov 8 - Nov 9

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

5. Hyatt Place West Des Moines Jordan Creek

West Des Moines

CNY609

CNY682 total

includes taxes & fees

Nov 1 - Nov 2

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

A spacious dining area with a long table and multiple chairs, large windows, and orange walls.

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.

6. Drury Inn & Suites West Des Moines

West Des Moines

CNY669

CNY750 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a desk with a chair, a television, a framed picture on the wall, a sink, and a microwave.

A Hampton Inn Suites hotel with a clear entrance, American flags, and a welcoming sign.

A modern hotel lobby with a bar area, seating, and a large blue accent wall.

A snack display area with a variety of treats and a refrigerated section.

7. Hampton Inn & Suites West Des Moines/SW Mall Area

West Des Moines

CNY677

CNY758 total

includes taxes & fees

Nov 8 - Nov 9

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.

An indoor swimming pool with a stone-tiled floor, red-framed windows, and a sign reading "LAKE WILDWOOD".

8. Wildwood Lodge

Clive

CNY637

CNY714 total

includes taxes & fees

Oct 25 - Oct 26

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

A cozy room with a fireplace, wooden walls, and a television. There are four chairs, a table, and a claw machine.

A spacious indoor area with wooden ceiling and walls, featuring a pool table, chairs, and a television screen.

A vending machine area with a Coca-Cola and Aquafina water dispenser, and a snack vending machine.

9. Americas Best Value Inn & Suites Stuart

Stuart

CNY669

CNY750 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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

10. Aloft by Marriott Waukee

Waukee

CNY613

CNY686 total

includes taxes & fees

Nov 1 - Nov 2

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

A reception area with a curved desk, a stone fireplace, and a seating area with chairs and a coffee table.

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

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

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

West Des Moines

CNY796

CNY892 total

includes taxes & fees

Oct 18 - Oct 19

An indoor swimming pool with clear blue water, wooden ceiling beams, and tiled walls.

A modern kitchen with dark blue cabinets, white countertops, and a tiled backsplash. There are multiple tables and chairs arranged for dining.

A hotel room with a bed, bedside table, lamp, and a large window.

A hotel entrance with a covered walkway, stone pillars, and a clear sky.

12. AmericInn by Wyndham Stuart

Stuart

CNY602

CNY701 total

includes taxes & fees

Nov 1 - Nov 2

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

A patio area with outdoor seating and a fire feature.

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

A modern hotel room with a large bed, white bedding, a nightstand with a lamp, and a grey headboard.

13. The Rewind West Des Moines, Tapestry Collection by Hilton

West Des Moines

CNY1,075

CNY1,204 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

14. Baymont by Wyndham Des Moines Airport

Southwestern Hills

CNY572

CNY641 total

includes taxes & fees

Oct 25 - Oct 26

A modern restaurant with a central bar area, multiple seating options including booths and tables, and pendant lighting.

A reception area with a wooden reception desk, a vending machine, and a decorative wall piece.

A modern living room with a fireplace, green upholstered chairs, a round coffee table, and a large painting on the wall.

An outdoor patio with stone walls, a fire pit, and outdoor seating.

15. Fairfield Inn & Suites by Marriott® Norwalk Des Moines

Norwalk

CNY583

CNY653 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 multi-story hotel with a prominent entrance, a large glass facade, and a parking lot.

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.

16. Fairfield Inn and Suites by Marriott Des Moines West

West Des Moines

CNY647

CNY725 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A hotel bathroom with a large mirror, a sink, and a chair.

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

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

Clive

CNY512

CNY574 total

includes taxes & fees

Oct 18 - Oct 19

A modern hotel lobby with large windows, multiple seating areas, and a reception desk.

A hotel room with two beds, a sofa, and a small table.

An indoor swimming pool with clear glass walls, a tiled floor, and a view of the outdoors.

18. MainStay Suites Waukee - West Des Moines

Waukee

CNY666

CNY746 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

Clive

CNY545

CNY610 total

includes taxes & fees

Nov 8 - Nov 9

A hotel lobby with a reception desk, seating area, and a wall with a floral mural.

A spacious lobby with multiple seating areas, including sofas and tables, and a visible kitchen area in the background.

A modern hotel with a stone facade, multiple windows, and a covered entrance.

A hotel room with a large bed, two bedside tables with lamps, a chair, a desk, and a large window with curtains.

20. Sleep Inn & Suites West Des Moines near Jordan Creek

West Des Moines

CNY409

CNY458 total

includes taxes & fees

Nov 3 - Nov 4

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Go beyond your typical stay in Winterset

Pet friendly

Pool

Hot tub

Family friendly

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 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 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 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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Madison County Courthouse

9.4/10 (68 reviews)

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

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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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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.

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

Check out reviews of Winterset hotels guests love

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent

"clean rooms good location friendly staff"

Hampton Inn Des Moines-Airport

10/10 Excellent

"Breakfast"

SpringHill Suites Des Moines West

10/10 Excellent

"Front desk guy was awesome. Interacted excellent with the wrestling guests! Would stay again!"

Cobblestone Inn & Suites - Winterset, IA

10/10 Excellent

"This was my very first visit to Winterset. Very friendly community. The hotel is VERY NICE. Staff was very welcoming and helpful. I'm already planning a return visit."

Stoney Creek Hotel Des Moines - Johnston

8/10 Good

"Room was clean. Breakfast included bacon. Coffee is not very good. Need to use Bunn coffee makers for breakfast"

Baymont by Wyndham Des Moines Airport

10/10 Excellent

"The stay was clean & comfortable. The room had been updated. The breakfast was excellent. Minimal dog fee (yes, there was a refundable deposit, but understandable). Yes, I would stay there again."

Drury Inn & Suites West Des Moines

10/10 Excellent

"Enjoyed the hot breakfast in the mornings. We like staying there because of the convenience of the breakfast, the location & the accommodations. Very nice hotel."

Sheraton West Des Moines Hotel

8/10 Good

"ALL AND ALL IT WAS VERY NICE, AND PRICE WAS RIGHT."

Covered Bridge Inn

10/10 Excellent

"good"

Frequently asked questions

How much does a hotel room cost in Winterset?

You can discover great hotels in Winterset from CNY450 with properties to suit all budgets and needs. If you're after an affordable hotel in Winterset that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Winterset hotels?

Discover great deals on Winterset hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winterset hotels.

Can I book Winterset hotels with free cancellation?

In order to book a refundable Winterset hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best Winterset hotels with free parking?

If you're exploring by car, finding a great Winterset hotel with free parking is a win. Our travelers' favorites include:

Cobblestone Inn & Suites - Winterset, IA: A hotel with an average guest rating of 9.2 out of 10
Covered Bridge Inn: A motel with an average guest rating of 9

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.

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Book Hotels in Winterset on Hotels.com

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. Cobblestone Inn & Suites - Winterset, IA

2. Covered Bridge Inn

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

4. Sleep Inn Waukee-West Des Moines

5. Hyatt Place West Des Moines Jordan Creek

6. Drury Inn & Suites West Des Moines

7. Hampton Inn & Suites West Des Moines/SW Mall Area

8. Wildwood Lodge

9. Americas Best Value Inn & Suites Stuart

10. Aloft by Marriott Waukee

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

12. AmericInn by Wyndham Stuart

13. The Rewind West Des Moines, Tapestry Collection by Hilton

14. Baymont by Wyndham Des Moines Airport

15. Fairfield Inn & Suites by Marriott® Norwalk Des Moines

16. Fairfield Inn and Suites by Marriott Des Moines West

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

18. MainStay Suites Waukee - West Des Moines

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

20. Sleep Inn & Suites West Des Moines near Jordan Creek

Go beyond your typical stay in Winterset

Price trends for hotels in Winterset

Typical weather for Winterset

Top landmarks in Winterset

Roseman Bridge

Clark Tower

Cedar Bridge

Holliwell Bridge

John Wayne Birthplace Museum

Madison County Courthouse

The Winterset Stage

Cutler-Donahoe Covered Bridge

Learn more about Winterset

Check out reviews of Winterset hotels guests love

Hotel Fort Des Moines, Curio Collection by Hilton

Hampton Inn Des Moines-Airport

SpringHill Suites Des Moines West

Cobblestone Inn & Suites - Winterset, IA

Stoney Creek Hotel Des Moines - Johnston

Baymont by Wyndham Des Moines Airport

Drury Inn & Suites West Des Moines

Sheraton West Des Moines Hotel

Covered Bridge Inn

Frequently asked questions

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