This is a great idea and sounds like tons of fun! I agree it will take a lot of planning and compromise from everyone to make it work, but think we can do it!
It maybe easier to start with smaller regional events that would create & build interest for an official StingerFest. This would also give feedback on local Stinger turnout to determine where the most members are and would be willing to travel.
Just looking at a map Denver, Kansas City, and Indianapolis seem to be centralized and all have major highways inbound from all directions. The only other thing I can think of that may be a big deciding factor is snow for RWD owners. I only have summer tires so that limits me to locations without snow!
Either way I love the idea, and would be cool to see if we can get a small event in SFL to get this ball rolling!