RCPFA is a club out of Crozet that wheels on privately owned land. You can either go to an Open wheeling event and wheel as a non-member, or you can go to http://www.rcpfa.com
and register on the forums. Then pay $26 to become a member for a year, access the members area of the forum, and post a date you are going wheeling! Only requirements are that you go on a open day (usually only one weekend a month is closed), and at least two rigs are going. The nice thing about Crozet is you have a ton of trails and obstacles all within a ten minute walk from the staging/camping area. There is not as much "fear" about breaking down on a trail 12 miles into the middle of nowhere. Banjo music in the woods unnerves me.
The next open ride is Aug 25-26th.
PM me if you want to go, I'll be going and would be glad to show you around.
If you want to ride some fire roads and such, George Washington National Forest offers a few trails that aren't completely boring. Research Big Levels and Shoe Creek to start with. The problem with the forest trails in VA are that anything "fun" is often times private property or national wilderness, and as such is illegal to run.