i havent been anywhere in virginia where off-roading is legal...unless you are riding on land that you, or someone you know, -- owns.
as far as trails go....come on. seriously? one of the most populated cities in virginia is va beach, and your looking for empty land? maybe out in pungo you'll find some woods and trails...but good luck trying to see past the no trespassing signs posted on every tree. or take a weekend trip out to lynchburg, blacksburg, charlottesville, front royal, luray, culpepper, lexington, staunton, or even williamsburg.
i know how josh feels, the vb police force has been nice enough to let me go the past three times ive been caught off-roading, but my criminal record can't afford to be any longer than it is. good luck and happy trail riding