When I lived in New York, I skated to burn off energy stifled by being cooped up in an office all day. My office was at 34th and 5th Avenue, across the street from the Empire State Building.
After work I would strap on my skates and skate up Madison Avenue to Central Park where I would skate until dark. See a picture of me there here.
Then I would skate down 5th Avenue to Washington Square Park and go around in circles there for a while longer until I took the L train under the river and then skated home to Green Street in Greenpoint. Besides the mileage going around in circles in the parks that was an 8 mile route.
Needless to say I love roller skating and this video was irresistible, even though I was less into the trick skating and more into disco.