Ahhh
I had a great time in Charlottesville - there's a first rate steakhouse there called the Angus Barn on the main street...
Barboursville winery is worth visiting. It is the oldest existing winery in Virginia and has a super restaurant if you want to splash ou. ALso has ruins of a mansion designed by T Jefferson for his friend James Barbour which uses the same octagon shape found at Monticello.
Any wine questions you have just ask them here!