Two women, one (Cameron Diaz) from America and one (Kate Winslet) from Britain, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man (Jude Law, Jack Black) but realizes that the imminent return home may end the relationship.

Despite having recently presided over a very successful Halloween, Jack Skellington, aka the Pumpkin King, is bored with his job and feels that life in Halloweenland lacks meaning. Then he stumbles upon Christmastown and promptly decides to make the Yuletide his own.