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Cincinnati had a lot of Appalachian immigration post-WWII, so much of its southern influence is rather recent. But it's definitely pronounced. Of course, its Downtown is also smack-dab on the Mason-Dixon Line.
It was settled by people from New Jersey and the Northeast, and has a mostly-dead local dialect which is linguistically descendent from the NYC area. Its historic immigration pattern (German Catholics especially) is a distinctly northern (and very Midwestern) pattern. The city boomed earlier than other cities in the Midwest, so its architecture appears more like an east coast city's.
A unique mix of Midwestern, Northeastern, and Southern influences.
st. louis isn't southern at all, unless you count the high african-american population from the great migration. but that is actually more characteristic of northern industrial cities, as blacks from the south flooded northern cities to work in factories. as far as southern white influence, probably detroit. that city was a magnet for southern blacks and whites to a greater degree than any other city in the midwest. if you're talking inherent southern attributes, i'd say indianapolis. it just has a more countrified atmosphere than the more established cities of the midwest. cincinnati has deep connections with its neighboring state of kentucky, and its regional voting patterns mirror those of some larger southern cities (i.e. it's more conservative than other midwest metros).
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