I really enjoyed this great historical maps of Manhattan post by Robert Hempsall, which he says “serves no purpose other than to indulge my interest in old maps (which I seem to have inherited from my mum) and my love of New York.” The one above is from 1660.

This one is from just over a hundred years later, in 1770:

And this one is from 1842:

Bonus footage – the opening to Woody Allen’s masterpiece Manhattan: