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Many European/Asian cities are notorious for complicated city layouts and uniform architecture making it difficult to negotiate getting around. But even the US is known for its share of getting lost. This would be my top 10 for getting lost in the US:
1) LA
2) NYC
3) Boston
4) Washington, DC
5) Detroit
6) Houston
7) Atlanta
8) Pittsburgh
9) Dallas
10) Chicago
It seems to me like many East Coast cities/metros are difficult to get around in because I get confused when things aren't laid out on a grid. It doesn't have to be a perfect grid, but a general system where most of the streets intersect at right angles. Just looking at Google maps (and speaking from some experience depending on the city), Pittsburgh, Atlanta, Charlotte, the Washington metro (not DC itself), Northern New Jersey, and Boston look like the most confusing.
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