25 Best & Fun Things to Do in Winterset Iowa

Winterset, Iowa, is a charming small town with plenty to offer. Nestled in the rolling hills of Madison County, it is known for its beautiful scenery and friendly atmosphere. Whether you’re a local or just passing through, there are many fun activities to enjoy. From historic sites to outdoor adventures, there’s something for everyone in this lovely community.

Today, we will take a look at some fantastic things to do in Winterset. You can visit amazing parks, check out unique shops, and learn about local history. Grab your family and friends and get ready for an exciting adventure in Winterset!

Things to Do in Winterset Iowa

1. Visit the John Wayne Birthplace Museum

The John Wayne Birthplace Museum is a must-see for fans of the iconic actor. Located in Winterset, it celebrates his early life and film career. You’ll find an impressive collection of memorabilia that gives insight into Wayne’s childhood and rise to fame.

The museum features personal items such as costumes and photographs. You can also explore interactive exhibits that highlight significant moments in his career. There is a life-size statue of Wayne outside, perfect for a fun photo opportunity.

Don’t miss the chance to join a guided tour. Knowledgeable staff share fascinating stories about Wayne’s life and impact on cinema. It’s an entertaining way to learn about his journey from a small-town boy to a Hollywood legend.

The museum also offers a gift shop where you can purchase unique souvenirs related to John Wayne. It’s a great way to take home a piece of history. Whether you are a die-hard fan or just curious, the museum provides a warm and welcoming atmosphere.

A visit here is an enjoyable trip back in time. You’ll leave with a deeper appreciation of this legendary figure.

Address: 205 S John Wayne Dr, Winterset, IA 50273.

2. Explore the Winterset City Park

Winterset City Park is a beautiful area to immerse yourself in nature. With well-maintained trails and scenic views, it’s perfect for a leisurely stroll or a picnic. Find a cozy spot on the grass and enjoy a lunch surrounded by trees.

The park features a lovely pond where you might spot ducks and other wildlife. Children can enjoy the playground, making it a family-friendly destination. There’s also a gazebo that often serves as a venue for local events.

As you walk through the park, take in the picturesque landscapes and peaceful ambiance. The park is a favorite spot for photography, especially during the fall when the leaves change colors. Bring your camera to capture the stunning scenery.

Various trails allow for longer hikes if you’re feeling adventurous. Go explore the winding paths and discover hidden corners of the park. It’s a great way to connect with nature while enjoying some fresh air.

Winterset City Park brings the community together, providing a space for relaxation and enjoyment. It’s a hidden gem worth visiting during your time in Winterset.

Address: 201 E Jefferson St, Winterset, IA 50273.

3. Take a Tour of the Historic Madison County Courthouse

The Madison County Courthouse is a stunning example of architectural beauty and history. Built in the late 1800s, it’s noted for its impressive clock tower and detailed stonework. A tour here offers a glimpse into the local government’s past.

Inside, you can admire original wooden banisters and elegant courtrooms filled with historical artifacts. Guides will share intriguing stories about the courthouse’s role in the community over the years. It’s like stepping back in time!

Don’t forget to visit the second floor, where you can see the historic courtrooms. They maintain the charm from a bygone era, making this a fantastic photo spot. It’s a chance to connect with Winterset’s civic history.

The courthouse is also a popular venue for local events and ceremonies. Sometimes, you might catch a glimpse of community gatherings or exhibitions here. It enriches the learning experience during your visit.

Exploring the Madison County Courthouse is not just an educational trip but an enjoyable opportunity to discover the importance of local heritage. Make sure to include it on your itinerary!

Address: 70 E Court Ave, Winterset, IA 50273.

4. Discover the Winterset Art Center

The Winterset Art Center is a delightful place to appreciate local artistry. Housed in a historic building, it showcases works from local artists, featuring a variety of mediums. You can admire paintings, ceramics, and sculptures created by talented individuals from the community.

The center often holds special exhibitions and events, providing opportunities to meet the artists themselves. Participating in art classes is also possible, offering hands-on experiences for all ages. It’s an excellent way to discover your creative side!

In addition to visual arts, the center occasionally hosts musical performances and other cultural events. Keep an eye on their schedule to catch something exciting happening while you visit.

The atmosphere is friendly and welcoming, making it easy to connect with fellow art enthusiasts. Don’t miss the gift shop, which features unique handmade items and prints—perfect for souvenirs!

Overall, the Winterset Art Center enriches the cultural fabric of Winterset. It serves as a great place to take a break, spark creativity, and appreciate local talent.

Address: 206 N 1st Ave, Winterset, IA 50273.

5. Walk Across the Covered Bridges of Madison County

The Covered Bridges of Madison County are iconic landmarks you can’t miss! These beautiful structures have a rich history and are perfect for scenic walks. Each bridge tells a story, and together they showcase the architectural charm of the area.

The most famous is the Red Covered Bridge featured in the movie “The Bridges of Madison County.” Walking across the bridges provides not just a unique experience but also stunning views of the surrounding countryside.

Bring your camera along to capture these picturesque landscapes. Each bridge has its own character, from the classic red paint to the rustic wood. It’s a great opportunity for photography enthusiasts to find that perfect shot!

There are several bridges to visit, and a mapped route will guide you through them. Take your time exploring each one and learning about its history and significance to the community.

Walking the Covered Bridges of Madison County combines exercise and leisure with incredible scenery. It’s a picturesque way to connect with history while enjoying the great outdoors.

Address: 94-1216 Covered Bridge Rd, Winterset, IA 50273.

6. Enjoy a Scenic Drive Through the Scenic Byways

Getting into your car for a scenic drive around Winterset is a thrilling experience. The byways offer picturesque landscapes that change with the seasons. Whether you enjoy rolling hills, vast fields, or beautiful lakes, this drive has it all.

As you drive, take in the peaceful rural scenery. You’ll spot quaint farmhouses, grazing animals, and vibrant wildflowers along the way. It’s a wonderful opportunity to unwind and admire nature’s beauty.

Look for designated overlook points to stop and enjoy the view. Bring a picnic to savor amid the stunning surroundings. Pack a camera to capture the breathtaking scenery as you pass through various landscapes.

In the fall, the vibrant colors create a stunning backdrop that draws many visitors. However, it’s lovely in every season, whether under a blanket of snow, in spring blooms, or summertime green.

A scenic drive through Winterset’s byways is the perfect way to experience the area’s natural beauty. It’s a relaxing escape that allows you to appreciate the charm of Madison County.

Address: Various starting points from Winterset, IA.

7. Spend a Day at the Winterset Public Library

The Winterset Public Library is the heart of the community. It’s not only a place to find good books but also a hub for local events. Visitors can enjoy programs such as author readings, workshops, and story hours.

The library has a welcoming atmosphere, making it a perfect spot for quiet reading or studying. There are cozy nooks with comfortable seating where you can curl up with a good book.

Don’t forget to check out the library’s special collections, which include local history and genealogy resources. Staff are always eager to assist you in finding information or recommending a great read.

For families, it’s a great place to introduce children to the joy of reading. The kids’ section is colorful and inviting with engaging programs aimed at young readers.

A day spent at the Winterset Public Library combines learning and community engagement. It’s an enjoyable way to connect with others while tapping into a wealth of knowledge.

Address: 123 E Washington St, Winterset, IA 50273.

8. Visit Clanton Creek Park for Outdoor Fun

Clanton Creek Park is ideal for outdoor enthusiasts. This beautiful park features trails, picnic areas, and ample space for enjoying nature. Grab your hiking shoes and explore the scenic trails winding through the landscapes.

The park is great for family outings, with playground equipment for children to enjoy. You can also kick a ball around in open grassy areas. It’s a fantastic spot for a family picnic under the shade of towering trees.

For nature lovers, the park provides opportunities for birdwatching and observing local wildlife. You might catch a glimpse of various birds as they flutter among the trees. It’s a perfect spot for photography, too!

In warmer months, the park becomes vibrant with blooming flowers and lush greenery. Bring a backpack with snacks and beverages to make the most of your visit!

Clanton Creek Park offers an escape into nature without leaving Winterset. It’s a delightful place to relax and enjoy outdoor activities, ensuring a fun day for everyone.

Address: 2900 Clanton Lane, Winterset, IA 50273.

9. Experience the Annual Madison County Covered Bridge Festival

The Madison County Covered Bridge Festival is a highlight of the year! Each October, the town comes alive with celebrations that honor these historic structures. It’s a fantastic way to engage with the community and experience local culture.

During the festival, you can explore arts and crafts from local vendors. There are food stalls offering delicious treats while live entertainment fills the air with festive music. Enjoy performances from local bands and artists throughout the day.

One of the festival’s main attractions is the guided tours of the covered bridges. Knowledgeable guides share fascinating stories, making it an educational experience. You can learn about the history and significance of each bridge.

The festival creates a family-friendly atmosphere with activities for all ages. Children can enjoy games, face painting, and pony rides. It’s truly a wonderful time for families to create lasting memories.

Participating in the Madison County Covered Bridge Festival is a fun way to celebrate the community’s heritage. Be part of the festivities and enjoy all that Winterset has to offer!

Address: 218 E Court Ave, Winterset, IA 50273.

10. Explore the Iowa Quilt Museum

The Iowa Quilt Museum is a treasure trove for quilting enthusiasts and art lovers. This unique museum is dedicated to showcasing the art of quilting. Each exhibit features beautifully crafted quilts, many of which come from local artisans.

As you walk through the museum, you’ll discover the history of quilting and its significance in American culture. Interactive displays make it engaging for visitors of all ages. You can even see the techniques used to create these stunning pieces of art.

The museum often hosts workshops and classes, allowing you to learn from experienced quilters. It’s a great opportunity to immerse yourself in the craft and gain new skills!

Don’t forget to visit the museum shop, which offers quality quilting supplies and unique gifts. You can take home a piece of Iowa quilting culture or find a special gift for a fellow quilting enthusiast.

The Iowa Quilt Museum enriches Winterset’s cultural landscape. Whether you’re a quilter or just admire the craft, it’s an enjoyable experience you don’t want to miss!

Address: 68 E Court Ave, Winterset, IA 50273.

11. Head to the Winterset Farmers’ Market

The Winterset Farmers’ Market is a vibrant community gathering spot. Held weekly, it’s the perfect place to find fresh, local produce and homemade goods. You can meet local farmers and artisans who are passionate about their products.

As you stroll through the market, you’ll find everything from seasonal fruits and vegetables to baked goods. Take a moment to sample delicious jams, honey, and even handmade crafts. It’s a true feast for the senses!

The atmosphere is lively and welcoming, making shopping a pleasant experience. You’ll often find live music and entertainment, adding to the cheerful vibe of the market. Bring your family and friends for a fun outing!

Support local businesses while enjoying the fresh air and community spirit. You can also chat with the vendors to learn about their farming practices and the story behind their products.

Visiting the Winterset Farmers’ Market is a delightful way to connect with the local community. It’s more than just shopping; it’s about supporting local traditions and enjoying a lovely day out!

Address: 217 E Jefferson St, Winterset, IA 50273.

12. Enjoy a Round of Golf at the Winterset Golf Course

The Winterset Golf Course is perfect for golf enthusiasts of all skill levels. Set amidst beautiful landscapes, it provides an enjoyable and challenging experience for players. Whether you’re a beginner or seasoned golfer, the course welcomes everyone.

The well-maintained greens and fairways make for an enjoyable round of golf. Stunning views surround the course, making it a scenic place to play. Grab your clubs and spend some relaxing hours in this tranquil setting.

The golf course also features a clubhouse where you can relax after your game. Enjoy refreshments and take in the picturesque scenery while you unwind. It’s a great spot to socialize with friends and fellow golfers.

Check the schedule for any special tournaments or events. Participating in these events can add an extra level of excitement to your game. Plus, it’s an opportunity to meet other golf enthusiasts.

Playing at the Winterset Golf Course is a fantastic way to enjoy fresh air and stay active. Embrace the challenge and have fun on the greens!

Address: 1216 N 1st Ave, Winterset, IA 50273.

13. Check Out the Local Shopping Scene in Downtown Winterset

Downtown Winterset is a charming area filled with unique boutiques and shops. It’s a delightful place to stroll and explore local offerings. You’ll discover everything from handmade crafts to vintage finds, making it exciting for shoppers.

Each shop has its own special character, reflecting the friendly community spirit. Take your time browsing through one-of-a-kind items, perfect for gifts or personal treats. You might even come across local art that will catch your eye!

Don’t miss the opportunity to meet the shop owners. They’re often eager to share the stories behind their products and their passion for what they do. Shopping locally adds a personal touch to your experience.

As you wander through the streets, you’ll be enchanted by the town’s historical architecture. Consider stopping by a café for a coffee or snack while you enjoy the quaint surroundings.

Supporting local businesses in downtown Winterset not only provides you with unique finds but also enriches the community. It’s a shopping experience you won’t want to miss during your visit!

Address: 201 N 1st Ave, Winterset, IA 50273.

14. Take a Picnic in Winterset Park

Pack a basket and head to Winterset Park for an enjoyable picnic! This local park offers a serene environment, making it a perfect spot to relax. Set up your blanket under the trees and savor your favorite snacks in a beautiful setting.

The park features beautifully maintained grounds with plenty of open space. As you sit back and enjoy your meal, you can listen to birds chirping and watch the squirrels play. It’s a lovely way to connect with nature.

Bring a book or board games for added fun! The park provides a welcoming atmosphere that encourages socializing and enjoying the outdoors. Families love spending time here, and you might even encounter other picnickers enjoying their own meals.

In warmer months, the flowers are in full bloom, adding to the park’s charm. Kids can run around and play, making it a delightful spot for families. It’s also a great opportunity to take some photos surrounded by nature.

A picnic in Winterset Park is a simple yet fulfilling way to spend your day outdoors. It’s all about enjoying good food and the beautiful surroundings with loved ones.

Address: 301 S 1st Ave, Winterset, IA 50273.

15. Visit the North River Wildlife Area

The North River Wildlife Area is a hidden gem for nature lovers. This expansive area features trails and scenic walking paths along the river. It’s a perfect place for hiking, birdwatching, or simply enjoying the tranquil surroundings.

Bring your binoculars to spot various birds and wildlife in their natural habitats. The area offers great opportunities to observe local flora and fauna, making it a great spot for educational outings as well.

As you hike through the wildlife area, you’ll feel rejuvenated by the peaceful atmosphere and scenic beauty. It’s an ideal place to escape the daily hustle and immerse yourself in nature. You might even discover beautiful wildflowers blooming along the trails.

The North River offers numerous spots to stop and take in the views. It’s wonderful for practicing photography, too! Capture the stunning landscapes and wildlife that inhabit this beautiful area.

Visiting the North River Wildlife Area is an enjoyable way to connect with nature. It’s a peaceful retreat that will leave you refreshed and inspired.

Address: 1086 N River Dr, Winterset, IA 50273.

16. Explore the Historic Bridges along the Madison County Covered Bridges Scenic Byway

The Madison County Covered Bridges Scenic Byway is an iconic route showcasing stunning architecture and natural beauty. Each bridge has its history and charm, making them worth exploring. You can take your time driving along the scenic byway to enjoy picturesque views and photograph the bridges.

You’ll find historic markers at each location telling the story behind the bridge. These narratives add depth to your visit, giving you insights into the local heritage and significance of these structures.

Feel free to stop at designated viewpoints along the route. Each location offers unique perspectives of the bridges against the backdrop of the surrounding landscape. It’s a fantastic way to appreciate their beauty.

The byway is particularly breathtaking in autumn, with vibrant foliage surrounding the bridges. It transforms into a canvas of colors that captivates visitors in every season.

Exploring the Madison County Covered Bridges Scenic Byway is a delightful journey through history and nature. It’s the perfect escape to embrace the beauty of Winterset and create lasting memories.

Address: Starting point at 400 E Court Ave, Winterset, IA 50273.

17. Attend a Performance at the Iowa Theater

The Iowa Theater is a local gem offering a variety of performances throughout the year. From live music to theatrical productions, there’s something for everyone. Check the schedule to find an event that piques your interest during your visit.

The intimate setting of the theater creates a unique atmosphere to enjoy performances. It allows you to feel connected to the artists on stage. Local talent often shines here, showcasing their skills and creativity to the community.

Attending a show at the Iowa Theater is a fun way to immerse yourself in the local culture and arts scene. It’s also a great opportunity to meet friends and family for a night out.

Before the show, consider stopping at a nearby restaurant for dinner. It makes for a complete evening of entertainment and dining. Many theaters also provide refreshments, adding to the experience.

Enjoying a performance at the Iowa Theater creates memorable moments. Don’t miss the chance to experience local talent and community spirit!

Address: 115 N 1st Ave, Winterset, IA 50273.

18. Discover the History at the Madison County Historical Complex

The Madison County Historical Complex offers visitors a deep dive into the rich history of the area. It consists of several historic buildings and exhibits showcasing local heritage. You can wander through the complex and explore artifacts that tell the story of Madison County.

Visitors can participate in guided tours or explore on their own. Knowledgeable staff are available to share fascinating insights about the history of Winterset. It’s a great way to learn about the people who shaped the community.

Don’t miss the opportunity to view the various collections, including photographs, textiles, and household items. Each piece offers a glimpse into the lives of residents from different eras.

Through engaging exhibits, the complex captures the essence of what makes Madison County unique. It’s a fantastic place to visit for history buffs and anyone curious about local traditions.

Visiting the Madison County Historical Complex helps you appreciate the area’s heritage. It’s a thoughtful way to explore how history continues to influence the present.

Address: 202 E State St, Winterset, IA 50273.

19. Go Wine Tasting at Summerset Winery

Summerset Winery is a delightful spot to enjoy local wines. Located just outside Winterset, this winery offers a beautiful setting for a relaxing tasting experience. You can sample a variety of wines crafted from locally sourced grapes.

The friendly staff at Summerset Winery makes wine tasting fun and informative. They’re passionate about their wines and will gladly share insights into the wine-making process. You might discover your new favorite vintage!

The scenic surroundings enhance your tasting experience. Enjoy a glass of wine while taking in the picturesque views of the vineyard and countryside. It’s a perfect spot for a romantic date or an afternoon with friends.

In addition to wine tasting, Summerset often hosts events and special gatherings. Check their calendar for live music, seasonal festivals, and other activities. It’s a great way to soak in the local culture!

Visit Summerset Winery for a delightful wine experience that tantalizes your taste buds. It’s a welcoming place to unwind and enjoy the flavors of Winterset.

Address: 15101 D Ave, Indianola, IA 50125.

20. Spend Time at Pammel State Park

Pammel State Park is a haven for outdoor lovers! With several hiking and biking trails, it’s a fantastic location to explore. Pack your backpack and hit the trails for a day of adventure amid beautiful nature.

The park is home to diverse flora and fauna, making it a great spot for birdwatching. Bring your binoculars to catch a glimpse of the many species that inhabit the area. It’s also a popular destination for photography, with stunning landscapes that change throughout the seasons.

Camping facilities are available for those who wish to extend their visit. Spend a night under the stars and enjoy the peace that comes with being amid nature. Campfires with friends create memorable moments.

Pammel State Park becomes a vibrant oasis in the fall with breathtaking foliage. Hiking through a canvas of autumn colors is truly magical. It’s a photographer’s dream come true!

Visiting Pammel State Park connects you to the great outdoors. It’s a perfect escape for anyone looking to unwind and enjoy nature’s beauty.

Address: 20767 Pammel Park Rd, Winterset, IA 50273.

21. Join a Guided Canoe Trip on the Des Moines River

Experience the beauty of nature by going on a guided canoe trip on the Des Moines River. It’s an exciting outdoor activity that offers stunning views from the water. As you paddle along, you can take in the serenity of the river and the lush landscapes surrounding it.

Guides lead these trips, sharing interesting facts about the river and its ecosystem. It’s a wonderful opportunity to learn more about the local wildlife and plants that make this area special. You might spot ducks, herons, and other creatures along the way.

Don’t worry if you’re new to canoeing; the guides provide all necessary instructions. It’s accessible for beginners and a fun day out for families and friends. Bring your pack with snacks and drinks to enjoy while you float along!

Many tours offer options during different times of the day, including sunrise and sunset trips. Witnessing the changing colors in the sky as you paddle makes for a magical experience.

A guided canoe trip on the Des Moines River is an unforgettable adventure. It combines relaxation with exploration, allowing you to connect with nature in a unique way.

Address: 515 68th St, Des Moines, IA 50324 (meeting point).

22. Participate in Local Events at the Winterset Community Center

The Winterset Community Center is a lively hub for local gatherings and events. Here, community members come together to participate in activities, classes, and workshops. Check the calendar to find interesting events happening during your visit!

From fitness classes to art workshops, there’s something for everyone at the center. It’s a wonderful way to meet locals and connect with those who share similar interests. Families often enjoy programs designed for children, making it a great destination for all ages.

In addition to classes, the community center hosts occasional performances and special events. Attend a concert or movie night for a fun evening out with friends or family.

The welcoming atmosphere contributes to building a sense of community. Participating in local events is an exciting way to immerse yourself in Winterset’s culture. You might leave with new friends and unforgettable memories!

Engaging with the community at the Winterset Community Center enhances your visit. It’s a great way to experience the vibrant spirit of this charming town.

Address: 514 E Warren St, Winterset, IA 50273.

23. Visit the Simple Farm and Get Interactive with Farm Animals

Simple Farm is a delightful place for visitors of all ages. This family-operated farm allows you to get up close and personal with a variety of friendly animals. Kids and adults alike will adore interacting with goats, sheep, chickens, and more!

The farm focuses on community education and offers fun farm tours. During these tours, you can learn about animal care and farming practices. It’s an excellent opportunity for children to understand where their food comes from.

Simple Farm often hosts special events like animal feedings and seasonal activities. Check their schedule to participate in these interactive experiences. It’s a wonderful way to create lasting memories with your family.

The atmosphere is warm and welcoming, making it easy for visitors to enjoy the farm’s charm. Don’t forget to bring your camera to capture precious moments with the animals and the beautiful landscapes around.

Visiting Simple Farm is not just fun but educational, making it an enriching experience for everyone. Make sure to stop by during your time in Winterset!

Address: 1150 L Ave, Winterset, IA 50273.

24. Attend Local Festivals and Fairs Throughout the Year

Local festivals and fairs in Winterset are a way to experience the community’s spirit. Throughout the year, various events offer opportunities to engage with neighbors, taste delicious food, and enjoy entertaining activities. Check the local calendar to find out what’s happening during your visit!

Events often feature live music, crafts, and games for families. Attending these gatherings provides insight into local traditions and culture. It’s a vibrant celebration of life in the community.

Don’t miss the chance to try out local dishes from food vendors. Seasonal festivals encourage visitors to sample delicacies made with local ingredients, giving you a true taste of Winterset.

These festive occasions also allow for plenty of local art and handmade crafts to be displayed. It’s the perfect time to support local artisans and take home unique souvenirs.

Participating in local festivals and fairs guarantees a memorable experience. It’s all about connecting with the community and enjoying the lively atmosphere of Winterset!

Address: Various locations throughout Winterset, IA.

25. Enjoy the Seasonal Festivities at the Winterset Christmas Festival

The Winterset Christmas Festival is a magical event that brings holiday cheer to the town. Held annually, it features festive activities such as parades, live music, and holiday markets. It’s a wonderful way to celebrate the season with family and friends!

Decorated streets and twinkling lights create a charming atmosphere that captures the holiday spirit. Visitors can enjoy browsing local crafts and gifts at the holiday market. It’s the perfect opportunity to find one-of-a-kind presents for loved ones!

Entertainment is abundant, with carolers, performances, and activities for children. Families love the chance to participate in festive crafts or visit Santa Claus for photo opportunities. There’s something for everyone to enjoy!

Delicious seasonal treats are also a highlight of the festival. Warm beverages and holiday recipes create a cozy culinary experience that fills the air with delightful aromas.

The Winterset Christmas Festival encapsulates the joy of the holiday season. It’s a joyful experience that strengthens community bonds and creates cherished memories for all who attend.

Address: Various venues throughout Winterset, IA.

Final Thoughts

Winterset, Iowa, is a picturesque town offering a diverse array of activities and attractions. Whether you’re diving into rich local history, enjoying outdoor adventures, or participating in community festivals, there’s something for everyone to love. From iconic covered bridges to vibrant arts and culture, Winterset invites you to explore its unique charm.

As you venture through this delightful town, you’ll create lasting memories and connect with the friendly community. Each visit brings new experiences, and you’ll find the charm of Winterset pulling you back for more. Embrace the spirit of this lovely town and enjoy all that it has to offer! For more exciting ideas, check out places to visit in Iowa or explore zoos and aquariums in Iowa to expand your travel adventures.