Discover 15 can't-miss events happening in Oshkosh this summer—from festivals and concerts to markets, family fun, and more. Plan your perfect summer in Oshkosh!
1. Slow Roll Oshkosh – First ride Tuesday, May 19
A free, social community bike ride at a slow, fun pace. Slow Roll Rides happen once a month May through October—perfect way to explore Oshkosh!

2. Music on Main – Starting June 4
Free live music at Music on Main in Opera House Square every Wednesday through August! Bring your lawn chair and some friends - plus - grab a bite to eat a nearby restaurant, take a stroll along the Riverwalk, or purchase a DORA drink to enjoy throughout the concert!
Find the full summer schedule here.
3. Downtown Oshkosh Farmers Market – Starts May 30
Every Saturday through October—the Downtown Oshkosh Farmers Market takes place on the 400 & 500 Blocks of N Main St. & 100 Block of Church Ave in Downtown Oshkosh -- and features fresh produce, handmade goods, food trucks & more.
4. Brews by the Waterside – Kicks off June 16 at Menominee Park
Enjoy free live music, food trucks, & yard games on select Wednesday nights through September at either Rainbow Park or Menominee Park. See all dates here!
5. Waterfest – Kicks off June 18
Oshkosh’s iconic summer concert series! Select Thursday nights at the Leach Amphitheater all summer long. Find all dates here!
6. Battle on Bago: Otter Street CRR Walleye Tournament – June 20–21
Compete for your share of $135,000 in cash and prizes! Held annually over Father’s Day weekend - learn more here.
7. Waupaca Boatride Volleyball Tournament – July 9–12 at Brighton Acres
One of the largest volleyball events in the country—get ready for serious spikes and summer energy. Get all the info here!
8. Lifest Christian Music Festival – July 9–12 at Sunnyview Expo Center
National headliners and family-friendly fun at one of the biggest Christian music festivals in the U.S. Learn more here!
9. Live at the Leach Amphitheater Free Tuesday Night Concerts
Enjoy free family fun and live music on select Tuesday nights throughout the summer! Gates open: 5:30 pm | Live Music: 6 - 9 pm. See the lineup here!
10. EAA AirVenture – July 20–26
The world’s greatest aviation celebration! Catch daily airshows, aircraft displays, and more at the EAA Grounds. Find all the AirVenture info here!
11. Winnebago County Fair – July 29–August 2 at Sunnyview
A summer staple—fair food, live music, rides, animals, and entertainment for the whole family. Learn more about this year's county fair here.
12. New Exhibit at the Paine – June 13–October 4
Explore the Paine Art Center & Gardens this summer and visit the newest exhibit, The Triumph of Nature: Art Nouveau from the Chrysler Museum of Art. Learn more about the Paine estate here!
13. Downtown Oshkosh Chalk Walk – August 1
Watch Opera House Square transform into a colorful, open-air gallery! Artists of all ages will turn the pavement into vibrant works of chalk art. Find more information here.
14. XRoads41 Music Festival – August 6–8 at Oshkosh Festival Grounds
Three days of live music, camping, food, and fun—don’t miss the 3rd annual celebration! Get tickets & all the info here.
15. Oshkosh Jazz Festival – August 29 in Downtown Oshkosh
The 6th annual festival is free and family-friendly, featuring electrifying performances and smooth jazz vibes right in the heart of downtown. Stay tuned on the lineup and learn more here!
Share your summer adventures around Oshkosh with us by tagging Discover Oshkosh on Facebook and Instagram for a chance to be featured!
Stay the night in Oshkosh—click here for overnight options!




