The Best Road Trip Movies
1 / 27
It Happened One Night (1939)
It Happened One Night is one of the first great road trip movies. The Frank Capra-directed film stars Clark Cable and Claudette Colbert as a sarcastic newspaper reporter and spoiled socialite, respectively, who end up on a cross-country trip full of flirtatious banter and screwball antics. The movie was the first in history to win the “Big 5” at the Academy Awards (Best Picture, Best Director, Best Actor, Best Actress, and Best Screenplay)—an honor that wouldn't happen again until One Flew Over the Cuckoo's Nest in 1975—but perhaps its biggest legacy is that scene in which Colbert flashes her leg while hitchhiking. —Caitlin Morton
Warning: Hijinks ensue.
Originally Appeared on Condé Nast Traveler
