Hi Chris, great to see another Oregonian here at the Guild! I am currently living in New Zealand, but Oregon is my stomping ground (I've lived in Sandy, Troutdale and Corvallis). As to what software to use, well, depends on what you want to do with it. Ravells has a good introductory guide called "Quickstart Guided to Fantasy Mapping" (a link to which can be found in the sticky at the top of the Member Introductions section) which I would recommend reading. It doesn't hurt to have multiple options though. You might also want to check out the tutorials section to see what types of maps you can make with various programs.