That trail looks relatively knarly. I wouldn't ride my cross bike on it consistently. Remember, a cross bike is a glorified road bike.

I second the IGH for low maintence, but not for mountain biking. Even though people have reported good things, the shimano IGHs say "do not put excess pressure on the pedals, do not stand on the pedals...." etc. They probably say that for good reason. I've had my shimano nexus 8 for a while now and it's still fine even though I've stood on it and pushed hard.

I'd definitely ride my hardtail MTN bike on it. That'd make a nice off-road tourer as well. If you're going to do touring on the road then well, you're best off buying two different bikes because no road bike will handle this trail well.