The trail is fairly new, but is clearly marked, so getting an idea of where it runs is not difficult. The weather has been cool, but no precipitation. You seem to accomplish your recon work without drawing any attention to yourself and Robert is pretty good about disappearing into the background when you tell him to be stealthy.
Jericho gets a pretty good idea of, say, the mile of woodland parallel to the trail. Slightly hilly, but no huge elevation changes. The woods are pretty thick with a decent amount of undergrowth.