My only question is this: how are you going to get traction? So I use this to plan a pub crawl with my friends. Why would I tell anyone else about it? Why would I ever come back?
Cute ideas are easy. Traction not so much.
I live between UVA and VPI. Great to see some local startup ideas appearing on HN.
ADD: Sort of a random idea, but I wonder if you couldn't do a reverse auction for drinks. Kind of like groupon for drinkers. Something like "If 50 people promise to show up and each order $20 worth of beer, what price would you sell it for?" Not only would this mean more beer cheaper for the kids, it would also mean that wherever they went would be a pretty rocking place with a good number of people there.