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 8, 2026.

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

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

A hotel room with a large bed, a desk with a chair, a lamp, and a window with curtains.

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

CNY654

CNY732 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 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 hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

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

2. Covered Bridge Inn

Winterset

CNY585

CNY655 total

includes taxes & fees

Oct 18 - Oct 19

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

A lobby with a brown sofa, grey armchairs, a small round table, and a vending machine.

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.

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

West Des Moines

CNY691

CNY774 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

4. Drury Inn & Suites West Des Moines

West Des Moines

CNY671

CNY751 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern hotel with a glass facade, a covered entrance, and a landscaped area.

5. Hyatt Place West Des Moines Jordan Creek

West Des Moines

CNY610

CNY684 total

includes taxes & fees

Nov 1 - Nov 2

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

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

6. Sleep Inn Waukee-West Des Moines

Waukee

CNY568

CNY636 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.

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

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

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

West Des Moines

CNY798

CNY894 total

includes taxes & fees

Oct 11 - Oct 12

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

CNY596

CNY668 total

includes taxes & fees

Oct 11 - Oct 12

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

An outdoor patio with tables and chairs, a covered seating area, and a building with stone and brick facade.

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

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

West Des Moines

CNY678

CNY760 total

includes taxes & fees

Oct 18 - Oct 19

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

A reception area with a stone pillar, a reception desk, and a staircase with wooden railings.

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

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

10. AmericInn by Wyndham Stuart

Stuart

CNY604

CNY703 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with stone walls, wicker furniture, and a fire feature.

A multi-story hotel with a prominent sign reading "TownePlace Suites."

A hotel kitchen with buffet stations, a coffee machine, and a large flat-screen TV on the wall.

A modern hotel room with a sectional sofa, a small side table, and a floor lamp.

11. TownePlace Suites by Marriott Des Moines West/Jordan Creek

West Des Moines

CNY718

CNY804 total

includes taxes & fees

Oct 11 - Oct 12

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

A pool table in a room with large windows, chairs, and tables.

A modern hotel building with a flat roof, multiple windows, and a covered entrance area.

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

12. Aloft by Marriott Waukee

Waukee

CNY614

CNY687 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 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 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

CNY1,077

CNY1,207 total

includes taxes & fees

Oct 18 - Oct 19

A single-story motel with a small front porch and a sign indicating it is a motel office.

A hotel room with a bed, a sofa, a television, and a view of the outside.

A single-story motel with a beige exterior, a covered parking area, and a small garden with pink flowers.

A hotel room with two beds, a desk, a chair, and a view of the outdoors through a sliding door.

14. Edgetowner Motel

De Soto

CNY402

CNY451 total

includes taxes & fees

Oct 9 - Oct 10

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

A hotel with MainStay Suites and Sleep Inn by Choice Hotels. It features a modern design with a covered entrance and a parking lot.

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

15. MainStay Suites Waukee - West Des Moines

Waukee

CNY630

CNY706 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

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

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

Clive

CNY525

CNY588 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A modern hotel kitchen with wooden cabinets, a black countertop, and hexagonal pendant lights.

17. SpringHill Suites Des Moines West

West Des Moines

CNY658

CNY737 total

includes taxes & fees

Oct 12 - Oct 13

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

A clean, well-lit breakfast area with a self-service station, a coffee machine, and a variety of food items.

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.

18. Baymont by Wyndham Des Moines Airport

Southwestern Hills

CNY579

CNY649 total

includes taxes & fees

Oct 18 - Oct 19

A modern bar area with a wooden ceiling, bar stools, a counter with a menu, and a clock on the wall.

A hotel bathroom with a shower, a sink, and a microwave.

A hotel with a curved exterior, stone facade, and a patio area with outdoor seating.

A modern lounge area with sofas, a fireplace, a flat-screen TV, and a coffee table.

19. Courtyard Des Moines West/Jordan Creek

West Des Moines

CNY673

CNY754 total

includes taxes & fees

Nov 7 - Nov 8

A modern building with a prominent entrance, large windows, and a well-lit facade.

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

A hotel room with a TV, a desk with a chair, a sofa, and a small table.

A hotel room with a bed, a fireplace, a TV, and a bathroom with a bathtub.

20. AmericInn by Wyndham Osceola

Osceola

CNY667

CNY747 total

includes taxes & fees

Nov 8 - Nov 9

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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 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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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.

See all hotels in Winterset

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

Check out reviews of Winterset hotels guests love

Days Inn & Suites by Wyndham Des Moines Airport

8/10 Good

"Great place to stay, breakfast was okay. Eggs or biscuits and gravy"

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent

"Beautiful property located in a walkable area of downtown. Very clean and comfortable. The room was beautifully decorated with a comfortable bed and roomy shower."

AmericInn by Wyndham Des Moines Airport

10/10 Excellent

"Front desk lady was very helpful and courteous."

Motel 6 West Des Moines, IA

8/10 Good

"Should be as cheap as days inn but not bad I guess"

Wildwood Lodge

10/10 Excellent

"I would stay again, and highly recommended"

Cobblestone Inn & Suites - Winterset, IA

10/10 Excellent

"My sister and I spent 2 nights, the hotel was nice. When we first walked in the room it had an unusual Odor, we couldn’t determine the origin, we didn’t notice except upon entry. The room only had one chair in it, which was a little inconvenient for 2 people. All the staff were wonderful, friendly and helpful. It was very quiet. I would definitely stay again."

Baymont by Wyndham Des Moines Airport

10/10 Excellent

"We had a really enjoyable stay! The staff were so friendly and the breakfast buffet was delicious!"

Hyatt Place West Des Moines Jordan Creek

10/10 Excellent

"Great place to stay."

Sheraton West Des Moines Hotel

8/10 Good

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

Frequently asked questions

How much does a hotel room cost in Winterset?

You can discover great hotels in Winterset from CNY372 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. Drury Inn & Suites West Des Moines

5. Hyatt Place West Des Moines Jordan Creek

6. Sleep Inn Waukee-West Des Moines

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

8. Wildwood Lodge

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

10. AmericInn by Wyndham Stuart

11. TownePlace Suites by Marriott Des Moines West/Jordan Creek

12. Aloft by Marriott Waukee

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

14. Edgetowner Motel

15. MainStay Suites Waukee - West Des Moines

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

17. SpringHill Suites Des Moines West

18. Baymont by Wyndham Des Moines Airport

19. Courtyard Des Moines West/Jordan Creek

20. AmericInn by Wyndham Osceola

Go beyond your typical stay in Winterset

Price trends for hotels in Winterset

Typical weather for Winterset

Top landmarks in Winterset

Roseman Bridge

Cedar Bridge

Clark Tower

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

Days Inn & Suites by Wyndham Des Moines Airport

Hotel Fort Des Moines, Curio Collection by Hilton

AmericInn by Wyndham Des Moines Airport

Motel 6 West Des Moines, IA

Wildwood Lodge

Cobblestone Inn & Suites - Winterset, IA

Baymont by Wyndham Des Moines Airport

Hyatt Place West Des Moines Jordan Creek

Sheraton West Des Moines Hotel

Frequently asked questions

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