I recently illustrated a small map of Vermont for Middlebury Magazine. It's a lovely little article about the author's annual journey to Bread Loaf. 
I think it's always interesting to see how an illustration starts, so these are the initial sketches I made when I was thinking about how to approach the project. The first sketch, which I ended up working with, shows the map from an aerial bird-eye view, and the entire route. The second sketch shows the road to Bread Loaf in a more 3 dimensional way, although some of the road is hidden behind hills...
I take the page layout into consideration when I work, so it makes me happy to see everything come together nicely on the printed page.