The lineup for Strollin’ Middleton 2025 is listed below. This year all performances take place on the Stone Horse Green, 7550 Hubbard Avenue, Middleton. Admission is free.

Why is it called Strollin’? The original concerts were sponsored by the Greater Madison Jazz Consortium (GMJC) and featured local jazz artists performing at venues close enough so audience members could stroll from one to the next. These happened 2-3 times a year and moved between different locations: Monroe St, downtown Madison, downtown Middleton, Schenk’s corners, Hilldale, and other spots.

Strollin’ Middleton caught on right away and even though the GMJC no longer exists, the Middleton concert series continues and has turned into an annual tradition. All concerts are now held at the Stone Horse Green, so though there no longer is any strolling, the name remains.