George Carlin, and later Cheech y Chong, were arguably the first hippie comedians, although an argument could be made that all hippies were comedians. At least these guys were intentionally funny.
But Wavy Gravy owns the title of being the First Hippie Clown. He even played Woodstock, and he’s still alive.
Proof can be found on the Wavy Gravy Homepage.
Tacky Raccoons 