I'm not sure Cincinnati's built form/urban environment can even be considered Midwestern or Southern, seeing as how it boomed before the prominence of other Midwestern cities and leveled off around the time places like St. Louis, Chicago, Cleveland and Detroit boomed. If anything, the built environment is vaguely eastern, almost like a smaller and newer Baltimore?
It was, for all intents and purposes, one of the first boomtowns west of the Appalachians.
"Cincinnati: The Los Angeles of the early 19th century"
Also: Good God, the Catholic influence in the area...many a battles have been fought over the powerhouse high school football teams of the Greater Catholic League as well as which parrish has the best summer festival