Central Park (duh)
We shouldn't have to point this out to you, but in case you haven't noticed, the giant medieval style park in the center of the city is the ideal walking location. Loop the park endlessly without ever getting too far from a cold-brew coffee shop or subway station. This is the best walk to take if you're looking to pick up a hot jogger - not that you would ever consider jogging yourself.
[Photo via @centralparknyc]