Here are a few of my favorite spots/things to do:
The Downtown Mall
So in downtown Charlottesville there is a big strip of shops, restaurants, and other interesting places that you can walk through, being especially nice when its warm.
Around here some examples of things to do are: go to an ice skating rink, go watch a hockey game, go to the Jefferson Theatre and watch a movie or any performers that may be performing a concert, go eat in one of the many restaurants, etc. etc. etc. I personally love to walk around here in the Fall and Spring time.