Westport (Kansas City) A big thumbs-up to Cherokee Street in St. Louis for its Brooklyn-esque qualities, but Westport on the other side of the state is the spot. Westport is, first and foremost, an entertainment district. It’s where you party and eat like a king — at Port Fonda for Mexican, at Dave’s Stagecoach for the jukebox and a beer, at Kelly’s for a Guinness in a pub that’s been around forever but where the clientele has, well, shifted, and at Julep for a cocktail with an egg white in it. During the day there’s plenty to do as well, whether you want to search for an album at Mills Record Company to throw on your portable record player, grab a coffee at the 20+ year and still going Broadway Roasting, or get secondhand threads at Arizona Trading Company.
Just don't hang around late, after midnight, likely.