if i were going that way i'd go south n hit griffis sculpture park in east otto and prob over to zoar valley, then allegany, then the 86 and other roads over towards the fingerlakes and spend some time going around there, then after ithaca i'd hit binghamton and from there i'd probably go down the 81 to hit the bear creek forest area, then 476 to 78 to nyc. but i've never done this route so don't take my word as valuable, i'm just basing it on things i'd like to hit and then what looks like an easy route to the city with some woods to take a break in. depends what you want really, i'm all about trees and good stars. up to binghamton i've had planned for some time, everything after that i just went on googlemap and looked around for you. good luck with your plans man, look at atlasobscura and weird new york at weirdus.com for some more ideas. i'm probably not gonna get the chance to do it this season, i just got a job at the halloween store til november. i'll probably still do everything up to binghamton before i go west for winter, but unfortunately i need to make some money so i have to put it off for now.