I'm curious about the Finger Lakes. I've been flirting for ages with the idea of getting a lake house somewhere within driving distance of NYC... Poconos, Catskills, Finger Lakes, etc. But I just don't know enough about any of them to ever get close to pulling the trigger.
As it stands right now, I have spent the same week every year for the past decade in Montauk, driving there with friends. Outside of that week, much like the OP, I only do vacations I fly to... and usually nothing closer than 3 hours flight.
Granted for me, flying is easier. I don't have a car. So unless I'm going with a friend who drives (like Montauk), for me it's much easier to kick my feet back on a flight, have a few drinks, and let the pilot and flight crew worry about everything.