Summer Live Music, Runs & Car Shows
Key Questions
When does the American Legion Band season begin this summer?
The American Legion Band launches its season on June 11. This event kicks off a series of live music performances aligned with other summer activities in the area.
What car show is scheduled for June in the region?
The Bald Eagle Car Show takes place on June 20. It offers enthusiasts a chance to view classic vehicles as part of the broader summer events lineup.
What is the GuitarTown festival and who does it honor?
GuitarTown festival in Waukesha honors Les Paul and local music makers. It features live original music from at least a half-dozen Wisconsin bands along with a music-themed Vendor Village.
What activities are included in the Music on the Lawn series?
Music on the Lawn offers live music, local beer sponsors, food trucks, lawn games, and family-friendly activities. Events take place on summer evenings in Waukesha.
Are there any running events or challenges mentioned for the summer?
The Lake Country Challenge 2026 starts at the Village Green in downtown Oconomowoc and leads participants along Lac La Belle. It includes an 8-Mile and half marathon option for runners.
American Legion Band launches June 11 season; Bald Eagle Car Show June 20; Waukesha Memorial Day march 5/25, GuitarTown festival, Music on the Lawn series. New: Lake Country Challenge 2026 8-mile/half marathon at Village Green along Lac La Belle.