i've been to Milwaukee a few times--during the 90's when i went on my gamer hadj to MECCA.
i had some nifty experiences there:
-- when M:tG came out, people were lined up thrice around the inside of the dealer's room. in the bathrooms, someone had left M:tG cards in the waste receptacles
-- when my friend and i noticed how xpensive the food was in MECCA, we went to the info desk to ask for any restaurants locally...we were told a list, and then that if we wanted ethnic food, there was a taco bell...that made me double take -- i had a moment of culture shock/alienation/minor sanity roll ;3
-- one time when we were figuring out how to get there we somehow drove less than a block and suddenly the neighbourhood changed where everyone was staring at us...like we passed into another reality...decaying streets & buildings...from wealth to poverty...