Stagecoach
Stagecoach was John Wayne's first major role, and it ended up launching his career. Adapted from a short story by Ernest Haycox, it follows a group of people traveling through Apache Indian territory. It was nominated for seven Academy Awards and won two of them.
Steamboat Bill, Jr.
The 1928 film actually laid the groundwork for Disney's Steamboat Willie. It stars Buster Keaton and includes his most famous on-screen stunt where an entire house falls on him. Yes, he really did it.