My general process usually includes drawing a tree, staring at it in despair, then drawing another one and another one until I have a whole wood of them, and then stare at them in despair again and complain to anyone who will listen just how much I hate my trees. Erase them and start the same thing over. Finally accept that I can't do them better, and again complain to someone but this time just leave the damn things in there. Repeat this until all the forest are done.

Yeah. I love making maps but man are forests not my strong suit!

In all seriousness, I think the style you were testing there works quite well with the other elements. I love the Banner Saga map as well, it's very inspiring. Just keep experimenting and you should find a way that suits your needs. Welcome to the Guild!