Here are my rough stages on the city map so far:
* The first is just a cut from the regional to establish the basic shapes.
* The second gets a little more detail. Here I've sketched in roads and outlying villages, laid in a stand-in texture for the city, and placed the outer wall, docks, etc. The city is made from clips of Genova taken from Google Maps in satellite mode. It looks kinda cool, I think. Doubt I can find a way to use it in the final, however.
* The third has a little more refinement on the surrounding terrain, adds the city's original wall, and works out the details of the roads a bit more...especially those within the city itself. I used the city texture to suggest layout a bit and it worked pretty well actually. Oh, the purple hashes are intended to show elevation within the city. The crosses mark the high points, where prominent features will be placed.
I'll be out of town for a week (at CES in Vegas, joy) but will hopefully have updates to these and the battle maps (thread) on Saturday or Sunday. C&C welcomed and appreciated. Thanks!