https://youtu.be/erHe_WF4D1s?si=k0boyRmdSHrf8Y2r
Street networks tend to be pretty sticky. Meaning, they tend not to change very much, or at all, over time. We have spoken about this before, over the years .
A good example of this is Broadway in Manhattan. Broadway is a world-famous street. And it's perhaps no coincidence that it's also the only street that runs the full length of Manhattan and breaks across the city's regular street grid.
The exact reasons for this are somewhat nuanced. And for a more fulsome backstory, I recommend you watch Daniel Steiner's recent video on the topic (embedded above).
It is alleged that Broadway started out as the Wickquasgeck trail. Meaning it pre-dates the arrival of Europeans to the island. But regardless, we know that it came before New York's famed Commissioners' Plan of 1811, which is the plan that gave the city its grid.
So it would appear that, sometimes, even the most rational of plans can be no match for something even stronger: a street that already exists.