Quote:
Originally Posted by iheartthed
Boston looks like it could be British or Irish, but it otherwise doesn't look like a European city center.
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Having just come back from a lovely trip to Boston, I had the same thoughts about it resembling Dublin or a smaller London in places. Walking down Newbury and Boylston Streets with all the al fresco dining and shopping did make me feel like I was in Europe or something. It's just so incredibly vibrant and pleasant and scaled for the pedestrian. Combine that with the beautiful Public Garden and other surrounding residential neighborhoods like Beacon Hill, and Boston has a pretty incredible swath of urbanity.
Boston might not be America's second most urban city, but it might just have our
best (or second best) urbanity.
To answer the OP, I think I'd go with Chicago, just because it seems to have the largest amount of traditional urbanism outside of NYC, and its core is the only other city in North America that holds a candle to NYC's (yes, including Toronto). Chicago takes a hit because of urban renewal and abandonment in portions of the city, but what American city hasn't experienced those issues? SF, Boston, and Philly are the only other cities who deserve to be in the conversation. LA is massive, but it's not traditionally urban in the sense that those other cities are.