In Willie and Me, Greta Weingarten (Hassmann) is a housewife who is trapped in a stagnant marriage. One evening while serving dinner to her successful but bland husband, she hears a radio announcement about Willie Nelson’s farewell concert. Through his music, she is transported back to her disjointed childhood. Greta is suddenly overwhelmed by the need to see Willie Nelson and will do whatever it takes to be at his last concert in Las Vegas. She takes off on her journey, leaving behind the husband and comfortable life she knows. With everything against her, but so much ahead, she realizes that the return ticket becomes her heaviest piece of luggage.