In late 1967, a young orphaned boy goes to live with his loving grandma in the rural Alabama town of Demopolis. As the boy and his grandmother encounter some deceptively glamorous but thoroughly diabolical witches, she wisely whisks him away to a seaside resort. Regrettably, they arrive at precisely the same time that the world's Grand High Witch has gathered.

A young man and young woman, both who have recently gone through break-ups, become friends over the festive season though don't wish to be each other's respective rebound. To get over this, the man goes on a series of disastrous dates so he can get together with the girl he really likes.