Joined: Jul 2007
Posts: 8,597
Likes: 3,528
From: South shore, L.I., NY
Bikes: Trek Emonda SL7, Cannondale Topstone, Miyata City Liner, Specialized Chisel, Specialized Epic Evo
From NYC, generally due west is thru the difficult hills of Penn. I have seen routes that either take the southern NY route past Binghamton, which is not not hilly, or heading to Albany and west on the Erie Canal trail to south of Buffalo, then Ohio-Erie trail to Cincinnati and the farm roads west thru Indiana, Illinois, Kansas etc.