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Discover the private guided tour of Madison County’s iconic covered bridges in Iowa, featuring historical insights, movie locations, and personalized attention.
The Personal Guided Tour of the Covered Bridges of Madison County is a charming and engaging experience that combines history, film lore, and scenic views. Priced at $30.77 per person and lasting approximately 2 hours, this tour is perfect for those interested in exploring one of Iowa’s most notable attractions with a knowledgeable guide. The tour departs from the Madison County Chamber of Commerce in Winterset, making it easy to join and start your journey into the area’s storied past.
What sets this tour apart is its private format, allowing customization of the itinerary to match your interests. With multiple daily departure options, this experience is accessible and flexible. Most participants find it well worth booking about 43 days in advance due to its popularity and limited group size, ensuring a personalized touch. The tour’s highlights include visits to several covered bridges, some featured in the classic film, as well as opportunities to see former film sets and local landmarks.
While transportation to and from the stops is not included, the tour’s mobile ticket system simplifies entry. This experience suits anyone eager to learn about the history behind the bridges, the filming of The Bridges of Madison County, or simply to enjoy a leisurely, scenic outing with a friendly guide. It’s a practical choice for history buffs, movie enthusiasts, or visitors seeking a well-rounded introduction to Winterset and Madison County.


The tour begins at the Madison County Chamber of Commerce, located on Winterset’s courthouse square at 73 E Jefferson St. Here, a guide greets guests and provides a brief overview of Winterset’s history and its connection to the famous film. This initial 10-minute stop is free and sets the tone for an informative experience.

The Roseman Covered Bridge, built in 1883, is the first major stop. It crosses Middle River and is renowned for appearing in The Bridges of Madison County, starring Clint Eastwood and Meryl Streep. Visitors appreciate the flat-roofed design, characteristic of Madison County’s bridges, and some note it is believed to be haunted. The guide highlights its history and cinematic significance during the 30-minute visit.
Next, the tour visits the Cutler-Donahoe Bridge, one of the six remaining in Madison County. Moved to City Park in Winterset in 1970 for preservation, it marks its 100th birthday with this move. The park also contains an English hedge maze, a stone bridge used in the film, and Clark Tower — a three-story stone monument that resembles a castle. The visit lasts around 20 minutes and offers an up-close look at this historic structure.
The Holliwell Covered Bridge, built in 1880, spans 110 feet over Middle River and is the longest of Madison County’s covered bridges. This 20-minute stop provides excellent photo opportunities from the river bank, where the bridge’s beauty is most apparent. It’s a highlight for those interested in architecture and scenic views.
Guides like Bob, Diane, and Phyllis receive high praise for their wealth of knowledge, friendly demeanor, and ability to tailor the experience. They often share stories about the history of Winterset, film trivia, and tips for photography. Their personable approach makes the tour feel intimate and engaging, especially in a private setting.
This private tour allows for flexible routing based on your interests. Guides can extend visits to particular bridges or add scenic spots, making each experience unique. The multiple daily departures enable you to choose a time that best fits your schedule, and the tour can be personalized further if desired.

The tour starts and ends at the Madison County Chamber of Commerce on Winterset’s courthouse square. Transportation to the stops is not included, so guests should plan to drive their own vehicle. The mobile ticket simplifies check-in, and service animals are welcome. For safety, proper seating and seat belts are required, and children must be supervised by adults.

Most bookings are made about 43 days in advance due to the tour’s popularity. Cancellation is free up to 24 hours before the scheduled start, offering peace of mind if plans change. The tour requires good weather, and in case of poor weather, a reschedule or full refund is available.
The combination of historical insight, film connection, and personalized guiding makes this tour highly recommended. The $30.77 price point offers solid value considering the private experience and access to notable landmarks. Past visitors frequently commend guides like Bob, Diane, and Phyllis for their local knowledge, enthusiasm, and stories.
This tour appeals to history enthusiasts, film fans, and scenic lovers alike. It’s ideal for those wanting a personalized exploration of Madison County’s covered bridges and for visitors who appreciate local stories and customized itineraries. The tour’s short duration makes it suitable for a half-day outing or as a pleasant part of a larger trip.
The Personal Guided Tour of the Covered Bridges delivers a well-rounded, personal experience at a reasonable price. It’s praised for knowledgeable guides, scenic stops, and insider stories about the region and the movie. The private format ensures an intimate setting that’s perfect for small groups or families.
While it does require guests to drive their own vehicle, this flexibility allows for a more relaxed pace and personalized stops. If visiting the Winterset area and interested in historic bridges or film history, this tour offers a practical and enjoyable way to explore Madison County’s charm.
“Phyllis was very knowledgeable and very nice. Guide was respectful of our time and went above and beyond our expectations. She took us to extra sce…”
Is transportation included in the tour?
No, the tour uses your own vehicle for transportation to and from the stops.
How long does the tour last?
The tour takes approximately 2 hours.
Can I cancel if my plans change?
Yes, cancellations are free up to 24 hours before the scheduled start.
Are children allowed?
Yes, children must be accompanied by an adult; the tour is suitable for most ages.
Do guides share movie trivia or local stories?
Absolutely — guides like Bob, Diane, and Phyllis share stories about the bridges, Winterset history, and the film.
Is this tour suitable for photographers?
Yes, guides often offer tips on photography, and stops like Holliwell Bridge provide excellent scenery.