Music teacher and reigning "Strawberry Queen" Beth Landon (Julie Mond) puts herself on the line when she invites world-famous country singer Jason Keith (Trevor Donovan) to perform at her town's beloved Strawberry Festival. A one-hit wonder with a bad-boy reputation, Jason isn't what Beth's mother, Eileen (Shelley Long), considers a reliable musical act for the festival. But behind Jason's rock star image, he's hiding a secret about his past that could turn around his tanking career. With Beth's persuading, Jason decides the festival is a great way to get back in the good graces of his fans. As Jason spends more time with Beth, his attitude starts to fade as they encourage each other to realize their deepest dreams.