Figured that I could help you out here. Try either or both of these groups, they should be able to get you going.
Southwestern Virginia 4 Wheelers: These folks maintain the Potts Mountain OHV Trail, North of Roanoke.
Southwestern Virginia Four Wheelers :: Index
Star City Crawlers 4X4:
Never a good idea to go wheeling alone.
I mentioned Potts Mtn., there's also Boblett's Gap, Overstreet's Creek, Reed Creek, Shoe Creek, and Big Levels. There are events at Oak Ridge Estate (past site of many Camp Jeep VA events) during the year too, but it's private property the rest of the time.
Shoot me a pm with your first and last name, and your email address and I'll add you to my emailtrailride list.
So, what Jeep ya got? Have you wheeled before? Mods?