Well based on the two replies about what nights don't work, it looks like we're limited to Mondays and Thursdays (if we're trying to keep it during the week - weekends don't work for me and probably won't work for many). I'm good with either Monday or Thursday.
As far as location - I can't think of a good spot that is centrally located, has a good variety of food, and plenty of parking for our rigs where we can set up (and be out of everyone's way) and hang out without causing a scene. Maybe we need to eliminate the food requirement and everyone can just handle that part individually - just show up with whatever they want to eat (run through a drive through or stop at your favorite place on the way there). Then we could meet up somewhere fun each month - somewhere along the beach, a cool park, landmark, etc.