Wonderful Town (1958)

Ruth Sherwood and her sister, Eileen, have moved to 1935 Greenwich Village. They're surrounded by colorful Village characters (including an out-of-work football player known as the Wreck, and Mr. Appopolous, a modern painter and their landlord) and embark on various New York adventures. Ruth, who's trying to make it as a writer, meets up with a sleazy newspaper writer named Chick and a kindly editor named Bob, both of whom take an interest in both her career and her.