Things to do in Winterset
Not Just Any Hotel – Only the Best Things to do in Winterset, Selected for You!
Nov 13, 2025 - Nov 14, 2025
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Cutler-Donahoe Bridge
Open 24 hours
Bridge
Winterset City Park (at E South St)
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The Cutler-Donahoe Bridge in Winterset, Iowa, is a historic covered bridge built in 1870, renowned for its robust architecture and scenic surroundings.
Duration: 1 hour.
Free. No costs associated with visiting the bridge.
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Holliwell Bridge
Open 24 hours
Bridge
Holliwell Bridge Road
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Holliwell Bridge in Winterset, Iowa, is a historic covered bridge built in 1880, notable for its unique architecture and scenic surroundings.
Duration: 1 hour.
Free. Donations for maintenance are appreciated.
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Madison County Historical Complex
1:00 PM–4:00 PM
Museum
815 S 2nd Ave
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Madison County Historical Complex features preserved historical sites, artifacts, and exhibits reflecting the rich heritage of Winterset, Iowa, including the famous covered bridges.
Duration: 1.5 to 2 hours.
Free. Some special events may require a paid ticket.
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Hogback Covered Bridge
Open 24 Hours
Bridge
Hogback Bridge Rd
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Hogback Covered Bridge, built in 1884, is a historical wooden bridge in Winterset, Iowa, showcasing unique architecture within a scenic landscape.
Duration: 1 hour.
Free. Donations are appreciated for maintenance and preservation.
Holliwell Covered Bridge
Open all day
Bridge
Holliwell Bridge Rd (at 225th Trl)
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Holliwell Covered Bridge in Winterset, Iowa, is a historic 1880s wooden bridge notable for its unique architecture and scenic surroundings, attracting visitors and photographers alike.
Duration: 30 minutes.
Free. Special events may incur fees.
Winterset City Hall
8:00 AM–4:30 PM
Public Building
124 W Court Ave (at S 2nd Ave)
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Winterset City Hall in Winterset, Iowa, is the administrative center for local government and houses historic architecture significant to the community.
Duration: 30 minutes.
Free.
Winterset Community Church
9:00 AM–12:00 PM
Church
113 S 2nd St (at E Washington St)
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Winterset Community Church in Winterset, Iowa, serves the local community with a history dating back to 1856. Known for its welcoming atmosphere and engaging services.
Duration: Around 1-2 hours for services.
Free admission to services and events; donations welcome.
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John Wayne Birthplace Museum
10:00 AM-5:00 PM
Museum
205 S John Wayne Dr (S 1st St)
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The John Wayne Birthplace Museum celebrates the life of the famous actor John Wayne. It features a collection of artifacts, including movie posters, costumes, and letters from his career.
Duration: approx. 1-2 hours
$10
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Clark Tower
8:00 AM-8:00 PM
Tower
Clark Tower Rd.
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Clark Tower is a historic stone structure located in Winterset. It offers beautiful views of the surrounding area and serves as a tribute to local history.
Duration: approx. 1 hour
Free
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Courthouse Square
Open 24 hours
Sights
Courhouse Square
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Courthouse Square in Winterset is a charming public space surrounded by trees and historic buildings. It features a beautiful courthouse and hosts local events, making it a community gathering spot.
Duration: approx. 1 hour
Free
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Iowa Quilt Museum
10:00 AM-5:00 PM
Museum
68 E Court Ave
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The Iowa Quilt Museum showcases 25-30 quilts at a time. It promotes the appreciation of American quilts and the art of quilting in a historic building.
Duration: approx. 1-2 hours
$5
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Winterset City Park
Sunrise-Sunset
Bridge
1101 W Jefferson St
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Winterset City Park is a scenic spot in Winterset, offering beautiful views and plenty of green space. It features walking trails, a pond, and picnic areas, making it a great place for families and nature lovers.
Duration: approx. 1-2 hours
Free