Buddy Gilbert (Gavin Bellour) is a struggling musician living in NYC. He spends his days touring the northeast with his pet turtle, playing community centers, dive bars and coffee shops because, he says, it beats a 9-to-5.
One day, Buddy overhears his neighbor Susan (Elisabeth Moss) get in a particularly bad argument with her boyfriend and, although he barely knows her, he finds himself taking her out for some cheer-me-up ice cream.
When Buddy is leaving the following day for a tour, Susan asks if she can tag along, if for no other reason than to get out of the city a while. Hesitant at first, Buddy obliges, and finds himself spending a week traveling around with someone who, just days before, was no more than "the girl on the other side of the wall".
From a rough biker bar to a 100-year-old birthday party and other odd stops along the way, record label rejections to family connections, Buddy and Susan make their way from NYC to Philadelphia's Main Line, and they come to realize that it's not the road's end that matters, but rather the road itself.
