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 27
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 in Opera House Square every Wednesday through September from 5:30–7pm. Bring your lawn chair and some friends to Music on Main in Downtown Oshkosh! 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!
3. Downtown Oshkosh Farmers Market – Starts June 7
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 11 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 12
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 14–15
Compete for your share of $135,000 in cash and prizes! Held annually over Father’s Day weekend.
7. Waupaca Boatride Volleyball Tournament – July 10–13 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 10–13 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. Tiffany’s Gardens in Glass – July 19-Jan 2026 at the Oshkosh Public Museum
Explore Louis C. Tiffany’s deep connection to nature through ten stunning botanical lamps and windows, plus rare nature study photographs from Tiffany Studios’ archives at the Oshkosh Public Museum.
10. EAA AirVenture – July 21–27
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 30–August 3 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. The Nature of Light at the Paine – August 1–October
A magical nighttime experience blending light, art, and nature at the Paine Art Center & Gardens. Learn more about the Paine estate here!
13. Downtown Oshkosh Chalk Walk – August 2
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 7–9 at Oshkosh Festival Grounds
Three days of live music, camping, food, and fun—don’t miss the 2nd annual celebration! Get tickets & all the info here.
15. Oshkosh Jazz Festival – August 23 in Downtown Oshkosh
The 5th 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!
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