US40 #39 MILWAUKEE, WISCONSIN (Birdseye Map, 1872, Bailey)
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Never spent much time in Milwaukee, but it seems like a place I'd like. A town almost as identified with beer brewing as my own St. Louis. I'm sure there are other similarities. Y'all managed to only lose around 25% of your mid-century population (compared to our 60%+), so you must be doing something right.
Seems too damn cold, though.
Edit: My Grandmother tells me that a Great-Uncle of mine named Frank Zeidler was the mayor of Milwaukee throughout the 1950s. Never met the guy, and hadn't known that.
For more map resources and imagery from this period in Milwaukee's history, check out the Wisconsin Historical Society's website.