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Whats your favorite city?

Traveling the US departing from the Northeast, I've been noticing how lucky I was to be so close to such old cities. NYC, Philly, Salem, etc are way more interesting architecturally and energetically. The modern cities are fun to visit too, but the feelings from walking along old cobbled streets and immersion into dark history gives me chills and I like it!
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Probably Chicago. Maybe St Paul. Not much for cities in general