A couple of things:
1. U.S. 6 is PA Route Y, not V. And of all the ways to get across, it's probably the easiest.
2. Route S is difficult in western and central PA. It calms down the farther east you go.
3. If you don't have luck with software, you should at least try www.bikely.com
. You can "draw" routes and it will give you a basic profile that includes climbing ft. Make a separate map for each day so the profile doesn't become too compressed. This would allow you to compare something like Route V and Route S.
4. I have a really fun 100 mile route to NYC that starts in New Hope, not too far north of the eastern terminus of Route S. Our club does it every Sunday before Labor Day. It takes you into Hoboken, NJ (birthplace of baseball and Frank Sinatra) and then utilizes a ferry across the Hudson River to Manhattan. The only catch is that if you were to ride it during the week you would probably not survive. That's because it goes through the Port of Elizabeth and Newark and you would likely be squashed by a truck. However, there are several places prior to the section through the port where you can get a train. Send me a private message if you would like the cue sheet for the route. The only way to actually bicycle into NYC from NJ is via the George Washington Bridge.