Key Takeaways:
- Oshkosh, Wisconsin is a year-round destination offering outdoor adventures, cultural events, and family-friendly activities for visitors of all interests.
- Whether you’re interested in history, nature, or local events, Oshkosh provides a diverse range of experiences to enjoy in every season.
- From its picturesque waterfront to vibrant downtown, Oshkosh offers something unique for everyone, making it a perfect spot for a getaway anytime of the year.
Table of Contents
- Visit the Oshkosh AirVenture Museum
- Explore the Wiouwash Trail
- Spend a Day at the Menominee Park
- Attend the Oshkosh Farmers Market
- Take a Cruise on Lake Winnebago
- Discover the Oshkosh Public Museum
- Stroll Through the Paine Art Center and Gardens
- Enjoy a Performance at the Grand Oshkosh
- Visit the EAA Aviation Museum
- Explore the Algoma Boulevard Historic District
Oshkosh, Wisconsin, known as the “Event City,” offers a unique blend of historical charm, natural beauty, and cultural attractions. Located on the shores of Lake Winnebago, this vibrant city is famous for hosting the largest airshow in the world, the EAA AirVenture Oshkosh. However, Oshkosh is much more than just aviation—its scenic parks, lively downtown, and year-round festivals make it an exciting destination for people of all ages. Whether you’re exploring its history, hiking its nature trails, or attending one of its many festivals, Oshkosh has something to offer no matter the season.
1. Visit the Oshkosh AirVenture Museum
The Oshkosh AirVenture Museum, also known as the EAA Aviation Museum, is a must-visit for aviation enthusiasts. It features an impressive collection of aircraft, artifacts, and exhibits that showcase the history of flight. From vintage planes to modern innovations, visitors can explore the evolution of aviation and learn about the pioneers who helped shape the industry. The museum also hosts interactive exhibits and educational programs, making it an exciting experience for both adults and children.
In addition to its permanent exhibits, the AirVenture Museum hosts special events, including the famous AirVenture Oshkosh airshow, attracting aviation lovers from around the world. The museum is open year-round, offering a unique way to engage with aviation history no matter when you visit. Whether you’re an aviation expert or simply fascinated by flight, this museum offers an unforgettable experience.
2. Explore the Wiouwash Trail
The Wiouwash Trail is a 22-mile-long, multi-use trail that runs through Oshkosh, offering opportunities for biking, walking, running, and cross-country skiing. The trail meanders through beautiful rural landscapes, forests, and wetlands, providing visitors with a scenic route to explore. Whether you’re looking for a leisurely stroll or a more intense bike ride, the trail offers a variety of experiences for outdoor enthusiasts. The trail is well-maintained, making it accessible for visitors of all ages and abilities.
During the warmer months, the trail is ideal for cycling and hiking, while in winter, it’s a popular spot for cross-country skiing and snowshoeing. The Wiouwash Trail connects several parks and natural areas, making it a great way to explore Oshkosh’s outdoor beauty year-round. Whether you’re visiting in summer or winter, the trail offers a chance to experience the city’s natural landscapes and stay active.
3. Spend a Day at Menominee Park
Menominee Park is a beautiful, family-friendly park located on the shores of Lake Winnebago. The park offers a wide range of activities, from picnicking and hiking to fishing and swimming. Visitors can enjoy the scenic views of the lake, relax in the park’s green spaces, or take a walk along the waterfront. The park also features a zoo, the Menominee Park Zoo, which houses a variety of animals, including native species of Wisconsin.
In addition to its recreational offerings, Menominee Park hosts seasonal events, such as outdoor concerts and festivals, making it a lively gathering spot for the community. Whether you’re looking to spend a peaceful day by the lake or participate in a fun local event, Menominee Park provides a beautiful setting for both relaxation and adventure. The park is open year-round, providing visitors with opportunities to enjoy the outdoors in any season.
4. Attend the Oshkosh Farmers Market
The Oshkosh Farmers Market is a local favorite, offering fresh produce, homemade goods, and artisan products every Saturday from May to November. The market is a vibrant community hub where you can shop for locally grown fruits and vegetables, enjoy handcrafted items, and sample delicious food. The friendly atmosphere and variety of vendors make it a great place to spend a Saturday morning in Oshkosh. It’s also an excellent opportunity to support local farmers and businesses while experiencing the city’s lively culture.
During the winter months, the market moves indoors, offering a smaller selection of goods but still maintaining the same warm, community-focused vibe. Whether you’re looking for fresh ingredients, unique gifts, or just a fun way to spend your Saturday, the Oshkosh Farmers Market provides a great year-round experience for locals and visitors alike.
5. Take a Cruise on Lake Winnebago
Lake Winnebago, the largest lake in Wisconsin, is a great place to spend a day on the water. There are several boat tours and cruises available, allowing visitors to take in the scenic views of the lake and the surrounding countryside. Whether you’re interested in a relaxing sightseeing tour or a more adventurous boating experience, there are options for all types of water enthusiasts. The lake is also a popular spot for fishing, sailing, and kayaking, making it a prime destination for outdoor activities.
In addition to its recreational opportunities, Lake Winnebago offers a serene environment for relaxation. Whether you’re enjoying a leisurely boat ride during the summer or observing the beauty of the frozen lake in winter, there’s always something to enjoy at Lake Winnebago. The lake’s stunning views and tranquil atmosphere make it a year-round destination for both locals and visitors.
6. Discover the Oshkosh Public Museum
The Oshkosh Public Museum is a treasure trove of local history, showcasing exhibits that highlight the city’s rich past and cultural heritage. Located in a historic building, the museum offers a variety of exhibits ranging from Native American artifacts to displays about the city’s industrial history. One of its standout features is the collection of historic clothing and decorative arts that reflect the evolution of Oshkosh over the years. The museum is perfect for history buffs and anyone interested in learning more about the city’s roots.
In addition to its regular exhibits, the Oshkosh Public Museum hosts educational programs, special events, and temporary exhibits throughout the year. Whether you’re a local resident or visiting for the first time, the museum offers a deeper understanding of Oshkosh’s development. It’s a great way to connect with the city’s history, making it an excellent stop during your year-round travels.
7. Stroll Through the Paine Art Center and Gardens
The Paine Art Center and Gardens offers a unique cultural experience in Oshkosh, combining art, history, and nature in one beautiful location. The center hosts a wide range of art exhibitions, including works by renowned artists, as well as local artists. In addition to the art exhibits, the Paine Gardens provide a stunning outdoor setting with beautifully landscaped grounds, perfect for strolling and enjoying the seasons. The gardens feature themed areas, including rose gardens, woodland areas, and formal gardens, all designed to inspire and delight visitors.
Throughout the year, the Paine Art Center hosts seasonal events, such as garden tours, art sales, and community workshops, making it a lively cultural hub. Whether you’re admiring the art exhibits, attending a special event, or enjoying the gardens, this venue provides a peaceful and creative space to explore. It’s a great spot for anyone interested in art, nature, or simply enjoying a quiet day in beautiful surroundings.
8. Enjoy a Performance at the Grand Oshkosh
The Grand Oshkosh is a historic theater that offers a variety of performances, including Broadway shows, live music, dance performances, and comedy acts. Located in downtown Oshkosh, this venue is a cornerstone of the city’s cultural scene, providing entertainment for people of all ages. The theater is known for its intimate atmosphere, where every seat offers a great view of the stage, making it the perfect place to enjoy a live performance. Whether you’re attending a community theater production or a traveling show, The Grand Oshkosh offers a rich cultural experience.
In addition to its regular performances, the theater also hosts film screenings, educational programs, and special events throughout the year. It’s a wonderful place to experience the arts and connect with the local community. Whether you’re an art lover or just looking for a fun night out, The Grand Oshkosh provides a memorable experience that will stay with you long after the curtain falls.
9. Visit the EAA Aviation Museum
The EAA Aviation Museum, located just outside Oshkosh, is one of the premier aviation museums in the country. This museum is dedicated to preserving and showcasing the history of flight, with a special focus on aviation’s role in shaping Oshkosh. The museum is home to an extensive collection of aircraft, including historical planes, experimental aircraft, and flight simulators. It also offers a variety of educational programs and exhibits that highlight the advancements in aviation technology.
The museum is especially famous for hosting the annual EAA AirVenture Oshkosh, the world’s largest airshow, attracting aviation enthusiasts from around the globe. Even when the airshow isn’t in session, the museum offers an engaging experience for all visitors, with interactive exhibits and hands-on activities. Whether you’re a seasoned aviation enthusiast or a newcomer to the world of flight, the EAA Aviation Museum provides an unforgettable experience.
10. Explore the Algoma Boulevard Historic District
The Algoma Boulevard Historic District in Oshkosh is a charming area filled with beautifully preserved historic homes, churches, and landmarks. This district is perfect for those who enjoy walking through historic neighborhoods and admiring architecture. As you stroll down Algoma Boulevard, you’ll encounter beautiful examples of early 20th-century architecture, including Colonial Revival, Arts and Crafts, and Queen Anne-style homes. The district provides a glimpse into Oshkosh’s past and is a great spot for a leisurely walk while exploring the city’s history.
In addition to its architectural beauty, the Algoma Boulevard Historic District is home to several important cultural institutions, including the University of Wisconsin-Oshkosh. The district is a vibrant part of the city, offering a mix of history, education, and scenic charm. Whether you’re taking a casual walk or learning about the district’s history, Algoma Boulevard provides a unique perspective on Oshkosh’s past and present.
What to do if you have kids?
Oshkosh is an excellent destination for families, with a variety of activities that will keep kids entertained year-round. Menominee Park features a zoo and playgrounds, making it a great spot for a family outing. The Paine Art Center offers educational programs for children, while the EAA Aviation Museum provides interactive exhibits that engage younger visitors in aviation history. For outdoor fun, kids can enjoy the Wiouwash Trail and various parks around Oshkosh, which offer trails for biking, hiking, and picnicking. Oshkosh’s community events, like the Farmers Market and the annual festivals, are also great ways to spend time together as a family.
Where can I find free events in Oshkosh, Wisconsin, taking place this weekend?
To find free events in Oshkosh this weekend, use Planmyweekend.ai to discover exciting local activities. This handy tool curates a list of free events and activities, such as outdoor festivals, live performances, and community gatherings. Simply enter your location and explore the best budget-friendly options in Oshkosh. Whether you’re looking for arts, outdoor fun, or family-friendly events, Planmyweekend.ai is your go-to source for free entertainment this weekend.
Final Thoughts
Oshkosh, Wisconsin offers a wide range of activities for visitors to enjoy year-round, from historical tours and outdoor adventures to exciting festivals and cultural experiences. Whether you’re hiking through its parks, enjoying a live performance, or exploring its aviation history, there’s always something to do in this vibrant city. With its welcoming community, beautiful natural landscapes, and rich history, Oshkosh is the perfect destination for a year-round getaway. Plan your visit today and discover all the wonderful things Oshkosh has to offer!

Author: Dejon Brooks
Dejon Brooks is an entrepreneur who founded Trend Watchers with his life savings. Aged 24, Dejon has turned Trend Watchers into a successful business. After reaching over 150M+ people on his personal accounts, he now spends his time growing Planmyweekend.ai