thejetman,
The .308 and the -06 should perform about the same when it comes to trees. They have a very similar velocity and the same projectile. Much of VA hunting land is WMA's or national forests (both are woodlike), private land (probably more woods like than open fields, mainly because farmers are very selective on who the let hunt), or the very rare open gully type shot. I have seen places in a WMA I hunt that could have had a 150y shot, but that was about the longest I have personally seen on publicly accessable land.
As to my earlier post, I have seen fields that were about 4-500y wide, and very long. Of the hunters I hang around with, none of them keep a 2 inch group very well, so I never even consider thinking about 300 y shots (six inches at 300y can very easily range into the guts if you aren't very particular about where you are aiming). I don't use a gun that will shoot well enough at 300y in my opinion and I don't own one, unless you are one of the people that can take a milsurp garand and do 1.5 moa with irons (I'm not that good with it). If you can get the .270 with a scope and get it sited in, it will do even for the long shots. It should have the least percieved recoil (but the 7mm might actually be less) and is cheap to shoot. That will let you get up to speed quickly with the rifle before you go tromping through the woods.