In 1969 a music festival named Woodstock has its roots in the entrepreneurship of Eliot Tiber (Demetri Martin), a gay interior decorator from Greenwich Village. His parents Sonia Teichberg (Imedla Staunton) and Jake Teichberg (Henry Goodman) own a cheesy motel in the Catskills that is about to go out of business when Eliot steps in with his inspiration. He calls in the promoter of the concert Michael Lang (Jonathan Groff) and introduces him to Max Yasgur (Eugene Levy) whose large pastoral farmlands could be a perfect location for the music festival. In the meantime Eliot keeps his secret homosexual life private, but yearns to join the music festival crowd to unleash his true self. In the meantime, the festival turns into a happening when several hundred thousand budding hippies show up.