There's a strip of pretty cool bars and restuaunts on Granby Street in Downtown Norfolk. I always enjoyed Hell's Kitchen. Relative Theory Records is also on Granby, it's a pretty cool little record shop...it's also kinda behind the Norva too.
Speaking of the Norva, it's a really nice venue, catch a show there if you can.
There's Waterside, on Waterside Drive in Downtown Norfolk, which, after dark is basically a mall of resturaunts and bars like Jillians, Crocodile Rock, Dixie's Tavern, Bar Norfolk (kinda like the Inner Harbor of Baltimore and Power Plant thrown together, and not as big).
Colonial Williamsburg is always fun, even if you don't pay and just do the free stuff. And there's lots of great golfing around that area.
And of course, there's VA Beach, which will be overrun with tourists and overpriced parking this time of year.
Avoid Hampton and Newport News and most of Norfolk outside of downtown. Not much to see at all, I lived in Newport News for four years and worked in Hampton. Both are nasty.