T'will be a lovely map; I've got the mill, mines, castle, and village more-or-less laid out. I'll upload a pic when it starts getting more substantial.
How tough is making maps in warband? I've always wanted to try but I'm not super savvy if its really technical
It's not really technical, you'll only have to understand how to deal with scene codes and scene files, but that's easy to deal with, once you learn (well explained in Eskalior mapper tutorial, but I think he removed it). The rest depends on your imagination. If you can't think about anything, try to take inspiration from a movie, TV, game, book or anything else.