Thanks for the advice.
Yes this is for a D&D campaign he was running. I hadn't really thought about the period correctness of scale. That's a great point.
The textures and other refinements were mainly for him to get an image in his head. I am still working the black and white right now. What I posted here was straight from computer with little work on making it look authentic. I will most likely print it out and trace it hand drawn then scan it back in. Slightly convoluted but makes the artwork easier for someone who is trying this for the first time.

As for the naming I will look into inkscape. Another tool is never a bad thing.

This first run was an attempt to get the world view, if he wants more detail like City locations I'll try points for the larger cities/landmarks and break it into separate maps for regions if he needs more than that. Now that I've got my hands on this project I like the idea of trying to go through the whole thing, and he can pick and choose what he needs for final publication.