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

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

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

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

2. Covered Bridge Inn

Winterset

CNY585

CNY655 total

includes taxes & fees

Oct 18 - Oct 19

A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.

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

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

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

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

West Des Moines

CNY711

CNY796 total

includes taxes & fees

Nov 4 - Nov 5

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 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.

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.

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

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

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

6. Sleep Inn Waukee-West Des Moines

Waukee

CNY566

CNY634 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 patio area with outdoor seating and a fire feature.

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

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

West Des Moines

CNY1,180

CNY1,322 total

includes taxes & fees

Nov 4 - Nov 5

A building with a sign reading "WILDWOOD LODGE."

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

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

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

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

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

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.

9. AmericInn by Wyndham Stuart

Stuart

CNY604

CNY703 total

includes taxes & fees

Nov 1 - Nov 2

A conference room with a long table, chairs, a TV, bookshelves, and a patterned carpet.

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.

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

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

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

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

11. MainStay Suites Waukee - West Des Moines

Waukee

CNY656

CNY735 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.

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.

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

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

West Des Moines

CNY678

CNY760 total

includes taxes & fees

Oct 18 - Oct 19

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.

13. Aloft by Marriott Waukee

Waukee

CNY614

CNY687 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.

An indoor swimming pool with clear windows, a poolside seating area, and a view of a parking lot.

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

West Des Moines

CNY748

CNY838 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with two beds, a bathroom, and a small desk area.

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.

15. Edgetowner Motel

De Soto

CNY402

CNY451 total

includes taxes & fees

Oct 8 - Oct 9

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

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

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.

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

Clive

CNY496

CNY555 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.

17. Courtyard Des Moines West/Jordan Creek

West Des Moines

CNY702

CNY787 total

includes taxes & fees

Oct 11 - Oct 12

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

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

18. SpringHill Suites Des Moines West

West Des Moines

CNY658

CNY737 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A restaurant with wooden furniture, a clock, and a television on the wall.

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

19. AmericInn by Wyndham Osceola

Osceola

CNY678

CNY760 total

includes taxes & fees

Oct 29 - Oct 30

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

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

A spacious lobby with high ceilings, large windows, and a central chandelier. There are multiple seating areas with tables and chairs.

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

20. Hotel Fort Des Moines, Curio Collection by Hilton

Downtown Des Moines

CNY885

CNY992 total

includes taxes & fees

Nov 6 - Nov 7

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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

10/10 Excellent

"."

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent

"Very cool"

Drury Inn & Suites West Des Moines

10/10 Excellent

"Staff were always willing to assist us, the facility was very clean and well maintained."

Wildwood Lodge

10/10 Excellent

"wonderful hotel but they could upgrade their toilets as they are kid size, they belong in a preschool setting. Tall people will have a hard time with those."

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!"

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

10/10 Excellent

"Spotless room and lobby"

Hyatt Place West Des Moines Jordan Creek

10/10 Excellent

"Great place to stay."

Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent

"Clean, as expected. Pool & hottub were nice. Breakfast was pleasant, staff were respectful and helpful. Would stay again!"

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. The Rewind West Des Moines, Tapestry Collection by Hilton

8. Wildwood Lodge

9. AmericInn by Wyndham Stuart

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

11. MainStay Suites Waukee - West Des Moines

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

13. Aloft by Marriott Waukee

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

15. Edgetowner Motel

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

17. Courtyard Des Moines West/Jordan Creek

18. SpringHill Suites Des Moines West

19. AmericInn by Wyndham Osceola

20. Hotel Fort Des Moines, Curio Collection by Hilton

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

Drury Inn & Suites West Des Moines

Wildwood Lodge

Cobblestone Inn & Suites - Winterset, IA

Baymont by Wyndham Des Moines Airport

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

Hyatt Place West Des Moines Jordan Creek

Stoney Creek Hotel Des Moines - Johnston

Frequently asked questions

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