One of the biggest things I can say is make sure you have WRITTEN permission if you use "private" land or somewhere you dont specifically pay to get in like Assategue or one of the parks. A lot of people that do have large properties like to keep them to themselves so be careful if you venture off.
There are lots of hunting trails out in western Md...only open during the hunting season itself...and finding them can be hit or miss...you kind of have to just drive out, turn on a back road and find them on your own....many don't go more than a mile or two in the woods, but getting down them can be fun.
There is a downside, in that, I have gone back to a hunting road I used before, only to find it closed...but eventually find another that was closed before that is now open.
I like exploring, so heading out to western Md and camping for a long weekend and just driving around works well for me.
Wv is great for hunting trails too! (actually, better)
At Green Ridge the ride is what you make of it. You can make it fun unless you are having a race. Running fourwheelers there is fun also. There a few four wheeling roads in Garrett, one that comes to mine is poplar lick I think it is called, I've only ran it on snowmobiles so I am not sure what the terain is for sure. I have ran several of the fire roads there, it is illegal but but traffic back there is so sparse that I don't think it is to likely to get caught. Anyway I'm dang near sixty, so fun to me might be a little different then to a twenty - thirty year old.