My goal is to get around and not have to rely on my family for transportation. But I expect you're right about the roads not being well suited if there is snow (and I expect there will be snow). I haven't looked at the roads from a cycling perspective, and I had hoped more ambitious cyclists had tried it and found it not so bad.

As for the Western Reserve Greenway, I would love to try it some day, but probably not unplowed without a decent snow bike. Long before it was a greenway, I used to bike a small stretch that ran through my town. The abandoned rail made for a great, traffic-free shortcut. I'm a little jealous of the people who can now use the length of it as a smooth path and without worrying about being scolded for trespassing.