Here's the generation:
Generated.jpg

I'm not sure how much in this challenge I am, it's more of an experiment, but the challenge is the impetus and inspiration for this experiment so I decided to take a shot anyways. The experiment is this: I'm trying out zbrush again because it has a ton of really nifty tools to experiment with, and I saw this project as an opportunity to sort of relearn how to use it, and for trying out a lot of the new stuff they added. Troedel has made a regional map in 3D and ever since I saw that I wanted to take a page out of his book and try it out myself. So that is my goal here.

Anyways here are the first "place" icons I've made, a tower on the right and a temple sort of thing on the left. I'm going to chalk up all the things like this under the "castles" figure. Obviously I'm not going to make a unique icon for all 44 castles/places, just the interesting ones.
Icons1.png
For non castle icons, I've only got 2 cities and 18 towns so they shouldn't prove too much of a difficulty.

I'm trying to develop kind of a unified style or theme for the icons but I don't know how successful that will be in the end.