Greyson Atwood, Hollywood movie star, and his best friend Prudence Hardwick have been dancing around their feelings for each other since high school. Fresh off a Spirit Award win for Best Actor, and despite the awards buzz in the air, Greyson finds himself burned-out on the Hollywood vibe. He knows his hometown of Amber Falls, Massachusetts is the best place to rest and recover, and it doesn't help that his pent-up feelings for Prudence have simmered to the surface one too many times to ignore anymore. Greyson decides he has no choice but to go to Prudence. As the town prepares for the annual Fall Festival, Greyson and Prudence finally have the time to navigate their deep bond of friendship that goes back to their childhood and find out if that bond is enough to build the rest of their lives on, together.