The Halloween Tree is a bit more obscure than the other movies on this list, but it captures the spirit of the holiday so perfectly that it demands to be included. The animated movie is based on Ray Bradbury's novel of the same name (and he also serves as the narrator), and it focuses on a group of friends whose trick-or-treating gets interrupted when one of their pals is rushed to the hospital for an appendectomy. They end up chasing his spirit through the history of Halloween alongside a guide, Mr. Moundshroud, who has nefarious intentions where their friend is concerned. At once educational and a moving ode to childhood friendship, this is the rare movie that combines learning with genuine heart.