As I see it, you're enjoying a free service (Head Start) funded by other people's money (did I hear a 'thank you' anywhere? but that's ok, you're welcome) and door service up a 200-foot driveway.
I understand your annoyance at being asked to cover your sidearm on your own property, but at the most you are risking a service afforded to you at no direct cost because you're offended at someone's request. Some times in life you just can't have it all - so you might just lose your free Head Start program (which is a freebie, not a right) because you are indignant about your Constitutional right being challenged. Doesn't seem like win-win to me.