UVA has a beautiful campus, especially in the fall. It is definitely worth a walk around. Visit the famous Rotunda as well as Edgar Allan Poe's old dorm room! There should be tours that leave from the Rotunda at 10, 11, and 2 pm everyday.
Rob loves their "gold rush." It's probably not on the menu so you'd have to ask for it.
Another one of Rob's favorite restaurants.
Charlottesville is full of wineries and breweries. Although we can't vouch for how good/bad this tour is, it sounds like fun!