Playboy magazine once called Colfax Avenue the “longest, wickedest street in America,” and for a while the 26-mile thoroughfare deserved the gritty reputation. But today most of the notorious street is, actually, quite tame. Stop to browse the stacks at the Tattered Cover Book Store, dig into a sugar steak at the retro Bastien’s Restaurant, and top the night off with a concert at the Bluebird Theater. At night, the streetlights and vintage neon signs cast the perfect light for a romantic evening stroll, making it our go-to pick for date night.