Oshkosh, Wisconsin, located in Winnebago County, is a city bursting with culture, history, and activities for all ages. Whether you’re here to explore beautiful parks, attend renowned events, or enjoy lakeside dining, Oshkosh offers a plethora of fun things to do. We’ve rounded up 31 must-visit attractions and experiences to make your trip unforgettable.

1. Experience the EAA AirVenture Oshkosh – The World’s Largest Aviation Event

The EAA AirVenture Oshkosh is an aviation enthusiast’s dream. Held annually, this week-long event features hundreds of aircraft, from vintage planes to cutting-edge models, and thrilling flight exhibitions. Visitors can participate in hands-on workshops, listen to expert talks, and marvel at airshows that light up the skies. With activities for all ages, it’s no wonder this event draws thousands of attendees from around the globe. Don’t miss the chance to explore the EAA Aviation Museum while you’re there!

2. Rent a Car with Kompelling Kars for Easy Exploration

Navigating Oshkosh and nearby areas is a breeze when you rent from Kompelling Kars Oshkosh CarRental. Their convenient location and premium fleet make it easy to explore the best attractions, from downtown Oshkosh to Lake Winnebago. Whether you’re visiting for business or leisure, a reliable car rental will save you time and allow you to discover hidden gems at your own pace. Make your trip stress-free with their top-notch service and competitive pricing.

3. Stroll Through Downtown Oshkosh

Downtown Oshkosh is the heart of the city, offering a vibrant mix of shops, cafes, and entertainment. Visitors can enjoy boutique shopping for unique finds, dine at locally-owned restaurants, or catch live music at charming venues. Seasonal events, such as art walks and farmer’s markets, add to the lively atmosphere. With something for everyone, it’s a great place to unwind and soak in the community spirit. Don’t forget to explore the historic architecture while you’re here!

4. Explore the Paine Art Center and Gardens

The Paine Art Center and Gardens is a must-visit destination for art and nature lovers. This historic estate houses rotating art exhibitions, from classic masterpieces to contemporary works. The surrounding gardens, meticulously landscaped with seasonal flowers and sculptures, provide a serene escape. Visitors can also tour the mansion to admire its stunning architecture and period furnishings. It’s a cultural treasure that showcases Oshkosh’s dedication to the arts.

5. Relax by Lake Winnebago

Lake Winnebago, Wisconsin’s largest inland lake, is a paradise for outdoor enthusiasts. Whether you’re fishing, boating, or simply enjoying a peaceful picnic by the water, the lake offers endless opportunities for relaxation. Take a walk along the shores to catch a breathtaking sunset, or explore nearby trails for a refreshing day out. Families will love the variety of recreational options, and couples can enjoy romantic lakeside moments. No trip to Oshkosh is complete without visiting this natural gem.

6. Visit Menominee Park and Zoo

Menominee Park is a family-friendly destination that combines outdoor fun with educational experiences. The park’s zoo features a variety of animals, from local wildlife to exotic species, making it a hit with kids and adults alike. Visitors can enjoy the scenic walking trails, relax at picnic spots, or let their little ones burn off energy at the playground. Located along Lake Winnebago, the park also offers stunning views of the water. It’s the perfect place for a laid-back afternoon.

7. Catch a Show at the Grand Opera House

The Grand Opera House is a historic landmark that hosts an impressive lineup of performances throughout the year. From musicals and plays to concerts and comedy shows, there’s always something happening at this beautiful venue. Its stunning 19th-century architecture adds a touch of elegance to every event. Whether you’re a fan of the arts or just looking for a memorable evening, the Grand Opera House won’t disappoint. Check their schedule to see what’s playing during your visit.

8. Attend Country USA Music Festival

Country USA is one of Oshkosh’s premier annual events, attracting top country music stars from around the nation. The multi-day festival features live performances, camping options, and plenty of food and drink vendors. It’s the perfect opportunity to gather your friends, enjoy great music, and soak in the festive atmosphere. Whether you’re a die-hard country fan or just looking for a fun summer event, Country USA promises an unforgettable experience.

9. Explore the Fox River

The Fox River is a picturesque feature of Oshkosh, offering endless recreational opportunities. Rent a kayak or paddleboard to explore the water, or enjoy a peaceful walk along the riverwalk. Riverside dining options allow you to savor delicious meals with beautiful views. The river is also a popular spot for fishing and birdwatching. With its tranquil charm, it’s a great place to unwind and connect with nature.

10. Discover Local History at the Oshkosh Public Museum

The Oshkosh Public Museum is a fascinating destination for anyone interested in the history of Winnebago County and beyond. The museum’s exhibits include artifacts, photographs, and interactive displays that bring the past to life. Highlights include the Apostles Clock and stories of Oshkosh’s transformation from a lumber town to a vibrant city. It’s an engaging experience for visitors of all ages, making it a perfect addition to your itinerary.

11. Hike the Trails at Terrell’s Island

Nature enthusiasts will love exploring the trails at Terrell’s Island, located near Lake Butte des Morts. The area features a unique causeway trail that offers stunning views of the water and surrounding wetlands. It’s a haven for birdwatchers and photographers, with plenty of opportunities to spot local wildlife. Whether you’re hiking, biking, or simply enjoying the peaceful scenery, this spot is a hidden gem. It’s an ideal escape for those looking to relax in nature.

12. Shop at the Oshkosh Farmers Market

The Oshkosh Farmers Market is a beloved community event held on Saturdays from June through October. Stroll through stalls filled with fresh produce, handmade crafts, and delicious local treats. The market is a fantastic place to meet local vendors, enjoy live music, and grab a bite from food trucks offering diverse cuisine. It’s family-friendly and free to attend, making it one of the fun things to do in Oshkosh. Don’t forget to pick up some unique souvenirs to remember your trip!

13. Enjoy Live Music at Leach Amphitheater

Located on the Fox River, Leach Amphitheater is Oshkosh’s go-to venue for outdoor concerts and festivals. During the summer, the amphitheater hosts the popular Waterfest concert series, featuring performances by renowned artists. The picturesque setting along the river enhances the concert experience, making it an enjoyable night out with friends or family. Pack a blanket or chair, grab some snacks, and enjoy live entertainment under the stars. It’s a quintessential Oshkosh experience for visitors of all ages.

14. Tour the University of Wisconsin Oshkosh Campus

The University of Wisconsin Oshkosh campus is more than just a place for students—it’s a hub of cultural and recreational activities. Take a self-guided tour of the beautiful grounds, which feature green spaces, walking trails, and historic buildings. Art enthusiasts can visit the Allen Priebe Art Gallery, which showcases works by local and national artists. The university also hosts lectures, performances, and sports events that visitors can attend. It’s a great way to engage with the local community and discover the university’s impact on the city.

15. Visit the Military Veterans Museum and Education Center

This museum honors the bravery and sacrifices of U.S. military veterans through an impressive collection of artifacts and vehicles. Visitors can explore exhibits that span different wars and eras, offering a comprehensive look at the nation’s military history. The museum’s dedication to education makes it a meaningful stop for families, students, and history enthusiasts. Located near Highway 41, it’s an easily accessible and inspiring experience. Admission is free, but donations are appreciated to support their mission.

16. Dine Along the Fox River

Riverside dining in Oshkosh offers a mix of casual and fine dining experiences with breathtaking views of the Fox River. Popular spots like Beckets and Ground Round on the River serve up delicious meals, from fresh seafood to hearty steaks. These restaurants often feature outdoor seating, allowing you to enjoy the scenic surroundings as you eat. Pair your meal with a craft cocktail or local beer for the perfect dining experience. Whether you’re dining solo, with friends, or with family, the river provides a peaceful ambiance that enhances any meal.

17. Attend the Oshkosh Celebration of Lights

Held during the holiday season, the Oshkosh Celebration of Lights transforms Menominee Park into a winter wonderland. Drive through dazzling light displays, visit Santa’s Workshop, and enjoy festive activities like carriage rides. The event raises funds for local charities, adding a heartwarming aspect to the holiday cheer. Families, couples, and groups of friends will find this event to be a magical addition to their winter plans. It’s a beloved tradition that showcases the community spirit of Oshkosh.

18. Discover the Gardens at the Oshkosh Country Club

The Oshkosh Country Club is not only a golfer’s paradise but also a serene destination for visitors looking to relax. The beautifully landscaped gardens offer a peaceful retreat where you can stroll and enjoy the seasonal blooms. After your walk, dine at the club’s restaurant, which serves exquisite dishes crafted from locally sourced ingredients. It’s an ideal spot for a romantic dinner or a casual meal with friends. If you’re interested in golf, consider booking a tee time to complete your visit.

19. Explore Winnebago County Parks

Winnebago County is home to a variety of parks, each offering unique recreational opportunities. Whether you’re hiking through Asylum Point Park, picnicking at Rainbow Park, or fishing at Lake Winnebago’s shoreline parks, there’s something for everyone. These beautiful parks are perfect for enjoying free things to do in Oshkosh, surrounded by nature. Families with kids will appreciate the playgrounds, while couples can enjoy quiet walks along the trails. Don’t forget your camera to capture the stunning views!

20. Stay at a Lakeside Cabin or Resort

Enhance your Oshkosh experience by staying at one of the city’s charming lakeside cabins or resorts. Many accommodations offer easy access to Lake Winnebago, with amenities like private docks, fire pits, and cozy interiors. Wake up to serene lake views and enjoy activities like kayaking or paddleboarding right from your doorstep. It’s a great option for families, couples, or solo travelers seeking a peaceful retreat. Be sure to book early, as these spots are popular during peak seasons.

21. Catch a Sporting Event in Oshkosh

Sports fans visiting Oshkosh will find plenty to cheer about, from local baseball games to college basketball tournaments. The Oshkosh Arena frequently hosts exciting events, including the Wisconsin Herd, the G-League affiliate of the Milwaukee Bucks. Outdoor enthusiasts can also enjoy fishing tournaments and boating competitions on Lake Winnebago. No matter your preference, you’ll find a sporting event to keep you entertained.

22. Visit Ardy & Ed’s Drive-In

Step back in time at Ardy & Ed’s Drive-In, a classic diner that has been serving Oshkosh since 1948. This nostalgic spot is famous for its root beer floats, burgers, and onion rings, all delivered right to your car by servers on roller skates. It’s a fun dining experience that’s perfect for families and retro enthusiasts alike. Located near Lake Winnebago, it’s an easy stop during a day of exploring the area. Don’t forget to snap a photo to capture the retro vibe!

23. Explore the Riverwalk

The Oshkosh Riverwalk is a scenic pathway that stretches along the Fox River, offering a peaceful setting for walking, jogging, or biking. The trail connects key areas of the city, making it a convenient way to explore local attractions. Benches and observation points along the way provide opportunities to relax and enjoy the river views. It’s also a great spot for birdwatching, with plenty of local wildlife to observe. Whether you’re looking for exercise or a leisurely stroll, the Riverwalk is a must-visit.

24. Attend the Waterfest Concert Series

Waterfest is a summer concert series held at Leach Amphitheater, featuring an impressive lineup of local and national artists. The open-air venue, located along the Fox River, provides a stunning backdrop for live music. Bring your friends, grab a cold drink, and enjoy an evening of great entertainment. The event is a staple of Oshkosh summers, drawing music lovers from all over Wisconsin. Check the schedule to see who’s performing during your visit.

25. Visit the Oshkosh Masonic Center

The Oshkosh Masonic Center is a beautiful historic building that often opens its doors to the public for tours and events. Admire the architecture, learn about the history of Freemasonry, and explore the ornate interiors. The center also hosts community events, making it a unique venue to connect with locals. Whether you’re a history buff or just curious, this landmark is worth a visit.

26. Explore the Algoma Boulevard Historic District

Take a step back in time as you wander through the Algoma Boulevard Historic District. This area features beautifully preserved homes and buildings that showcase Oshkosh’s architectural heritage. Self-guided tours provide insight into the history and stories behind these structures. It’s a quiet, picturesque area perfect for leisurely walks and photography. History enthusiasts will appreciate the charm and significance of this district.

27. Attend the Winnebago County Fair

The Winnebago County Fair is a family-friendly event filled with rides, games, live music, and agricultural exhibits. Held annually, it offers a fun mix of traditional fair activities and modern entertainment. Enjoy carnival rides, sample fair food favorites, and watch live performances. Kids will love the petting zoo and animal shows, while adults can browse craft vendors and attend concerts. It’s a great way to experience the community spirit of Oshkosh.

28. Check Out Local Breweries and Wineries

Oshkosh boasts a growing craft beverage scene, with several breweries and wineries offering tastings and tours. Places like Bare Bones Brewery and Fifth Ward Brewing Company are popular spots to try locally crafted beers. Wine lovers can head to Vines and Rushes Winery, located just outside Oshkosh, for a relaxing experience. These venues often host live music and events, making them perfect for an evening out.

29. Discover the Wildlife at Sheldon Nature Area

The Sheldon Nature Area is a hidden gem for nature lovers looking to escape the city. The trails meander through peaceful woodlands and wetlands, offering opportunities to spot birds, deer, and other wildlife. It’s an excellent location for a quiet walk, photography, or simply reconnecting with nature. The area is well-maintained and suitable for visitors of all ages. Bring binoculars for birdwatching or a picnic to make the most of your visit.

30. Take a Day Trip to Nearby Appleton or Milwaukee

Oshkosh’s convenient location along Highway 41 makes it a great starting point for day trips to nearby cities. Appleton, just a short drive away, offers additional shopping, dining, and attractions like the Hearthstone Historic House Museum. Milwaukee, located about an hour south, boasts world-class museums, breweries, and a vibrant cultural scene. Whether you’re looking for urban excitement or more small-town charm, these nearby destinations have you covered.

31. Join a Community Event or Festival

Oshkosh is a city that knows how to celebrate, with events and festivals happening year-round. From parades and cultural celebrations to food festivals and art fairs, there’s always something to do. Check the city’s event calendar to see what’s happening during your visit. These gatherings are a great way to connect with the local community and experience the city’s vibrant culture.

Final Thoughts

With its mix of natural beauty, cultural attractions, and lively events, Oshkosh has something for everyone. Whether you’re here to relax, explore, or attend one of its renowned events, you’re sure to create lasting memories. Don’t forget to make your trip more convenient by booking your transportation with Kompelling Kars Oshkosh Car Rental.

Enjoy your visit to Oshkosh, a city that has it all!