Winterset, IA

Things to Do in Winterset, Iowa

Diana Rowe

Historic covered bridges. Birthplace of John Wayne. Storybook downtown. Good ol’ fashioned Iowa home cooking (and oh the pies!).

This and more awaits you in this Iowa small town, and these are only a few of the reasons why you should visit Winterset, Iowa.

Just 30 minutes southwest of Des Moines, I discovered a real Americana small town, Winterset, with BIG things to do.

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Photo by David Mark from Pixabay

These rolling hills of Iowa were the birthplace of Hollywood legend John Wayne, and the town honors him with a museum and trail, drawing thousands of international travelers.

This region also inspired the novel and movie, Bridges of Madison County, a love story about the area’s six covered cedar bridges.

Known as the covered bridge capital of the world, the Winterset, Iowa area features six covered bridges that inspired the novel and movie, Bridges of Madison County.

This may come as a surprise…but Winterset, Iowa had been on my travel bucket list forEVER! Seriously.

Even though I grew up in Iowa and perhaps drove past Winterset dozens of times, I had never visited there.

I blame that epic (yet sad) love story, The Bridges of Madison County book and movie (featuring Clint Eastwood and Meryl Streep), for inspiring me to visit.

Unfortunately that Winterset visit wasn’t in the cards until decades after I moved away from Iowa.

Since I took the time to travel back and visit Winterset, I can’t believe it took me this long! So that’s my advice to you — don’t wait!

Go visit Winterset, Iowa, and here’s why.

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Photo by David Mark from Pixabay

1. Winterset’s Historic Downtown Square

The storybook downtown town square in Winterset, Iowa.

Explore this historic downtown town square with quaint shops, galleries, restaurants, Iowa Quilt Museum, and local businesses. (No mega Walmart here!)

Browse the aisles of the vintage five and dime Ben FranklinVariety Store, with its unique souvenirs and toys from Little Golden Books to toy fire engine trucks.

Definitely take time to stop at the unique Iowa Quilt Museum, located on the south side of the town square in an old JC Penney building.

From one of Madison County ready-for-you-itineraries:

"Return to Winterset’s town square, stopping by movie sites like “The Blue Note Lounge” (now the Pheasant Run Pub & Grill) where Francesca and Robert go dancing away from town, and the intersection by Frostee’s where the 'truck scene' was filmed."
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Photo by Diana Rowe, TravelingInHeels.com

2. John Wayne Birthplace Museum

Take your buckaroos to visit the John Wayne Birthplace & Museum, located steps from the historic town square of Winterset, Iowa.

Is your little buckaroo — or your older buckaroo — is fascinated with all things cowboys especially Old Duke?

Then, a visit to Winterset, Iowa, the birthplace of Hollywood legend John Wayne, born as Marion Robert Morrison, is a must. The town honors him with a world-renowned museum and trail. Take a selfie with the super-sized John Wayne sculpture in front of his museum.

Pick up your John Wayne trail map and brochure at the Madison County Chamber Welcome Center or the John Wayne Birthplace Museum.

The trail includes six stops in Winterset and nearby Earlham.

Start your John Wayne adventure at his birthplace home a few blocks from his museum.

The trail proceeds to the Winterset Train Depot (restored in 1991). This is where John Wayne's family, the Morrisons, began the travels that would eventually lead them to California.

From there, go to the Village Bootery on the south side of the square. This is where the M.E. Smith Drugstore had its home, and Clyde, Wayne's father" worked as a pharmacist.

In 1910, the family moved to Earlham and purchased the W.A. Pickford & R. W. Orris Rexall Drug and Jewelry Store.

Perhaps that's where young Marion (John Wayne) acted out his first Western as reportedly he'd ride his broomstick horse around the store.

If you’re really a fan of this famous actor, consider attending Iowa's John Wayne’s annual Birthday Celebration.

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Photo by Diana Rowe, TravelingInHeels.com

3. Explore the City Park

The 76-acre City Park contains one of Winterset’s famed covered bridges and a stone bridge used in the movie.

Walk across one of Iowa’s iconic covered bridges, the Cutler-Donahoe Covered Bridge. Get a glimpse into its history by reading the names and years inked on its walls.

Become part of that history by writing your name on its walls too.

Get lost (or find your way) exploring the English Hedge Maze – be sure to look for the hidden sundial.

Hike or drive the two miles roundtrip to climb the stone Clark Tower and be rewarded with a panoramic view of the rolling hills.

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Photo by Diana Rowe, TravelingInHeels.com

4. Madison County Covered Bridges

One of 6 Madison County Bridges is Roseman Covered Bridge, built in 1883 and renovated in 1992.

A total of 19 covered bridges were built in Madison County in the 19th century, with only six remaining.

ROSEMAN BRIDGE

Pictured above, the Roseman Bridge was featured predominantly in the movie including where Francesa pinned a note inviting Robert to dinner and where she asked for her ashes to be scattered.

CUTLER-DONAHOE BRIDGE

Built in 1870, Cutler-Donahoe Bridge was moved to Winterset’s City Park in 1970.

HOGBACK BRIDGE

Built in 1884, Hogback is one of the 19 original Bridges of Madison County and still sits on its original location. This covered bridge gets its name from the limestone ridge which forms the west end of the valley.

HOLLIWELL BRIDGE

The Holliwell Bridge is the longest of the covered bridges, measuring 122 feet in length.

IMES BRIDGE

The oldest of the remaining covered bridges, Imes Bridge was built in 1870 and is now located in St. Charles, about 15 minutes from Winterset.

CEDAR BRIDGE

Built in 1883, Cedar Bridge has unfortunately once again been almost completely destroyed due to arson, most recently in April 2017. This bridge is where Francesca goes to meet Robert to help him take photographs.

Add this to your calendar! Attend the annual Madison County Covered Bridge Festival, each year on the second full weekend in October.

5. Get your Adventures at Pammel State Park

Located 4 miles southwest of Winterset, get active and visit the Pammel State Park, originally one of the first State Parks dedicated in 1928.

Discover plenty of outdoor fun including historic sights, extensive trails, a nature center, and the only highway tunnel in Iowa.

Middle River runs through the park, with a ford providing perfect splashing for kids. Modern camping sites are also available, as well as limited tent sites.

Or stay where the cool kids stay—rent one of the Pammel State Park Yurt Cabins.

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Photo by Diana Rowe, TravelingInHeels.com

6. Good Eats in Winterset

Settle in as Winterset, Iowa serves up some yummy home cooking.

Order a sweet treat for breakfast at The Bakery Unlimited (known for their apple fritters).

Sample a Pork tenderloin or Hot Beef Sandwich, a true Midwest lunch at the Northside Café (featured in Bridges of Madison County Movie).

Stop by the local BBQ joint

The grand finale?

Share an old-fashioned banana split at Frostee’s, the local ice cream shop.

7. Stay in Winterset Iowa

Check into the White Lions Bed and Breakfast with its Victorian charm in an intimate setting and you’ll get all that and more. Or stay at its Guest House at Cedar Lake.

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Denver-based freelance writer Diana Rowe wants to open the conversation that Life after 50 is not the end — it’s the beginning! She'll talk real lifestyle stuff like juggling work, marriage, caregiver for elderly parent, relationships with adult children, grandchildren, and blended families, what works what doesn't, but when all else fails, she bakes! She'll share her favorite recipes, especially baking! her favorite traveling partners are her grandkids — and sometimes she even lets their parents tag along! She wants to inspire other grandparents to travel with their adult children and grandchildren to create new and lasting memories as a multigenerational family. Seriously! The. Most. Fun. Ever.

Denver, CO
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