Hope the plan is to ride that route clockwise. Your waypoints are arranged to make it look like you are heading N out of NYC, which would be ill advised, especially this year. The NE part of the U.S. has had a terribly cold winter, and we are currently running temperatures 20-30 degrees colder than normal.
Ride safe and have fun! Do explore the back roads, and avoid the cities. The REAL culture is in the countryside, aside from a few cities, one is no different then the next.