It had been in my backlog for months to try to go around central park and run its rectangular boundary. It was a nice ride, there are some points where you should be paying attention to traffic and traffic lights, but nothing that can jeopardize your training.
It's amazing to see how the "ambient" changes from upper west side to Harlem and them back from Harlem to upper east side. Well, the park is pretty much smooth, changes can only be noticed outside.
A very good approximation is that each longer side is 4km long and the smaller ones 1km. I started at Columbus Circle and finished 10km in front of the Museum of Arts and Design.
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