Thanks! My suggestion would to start out by checking out your area on openstreetmap.org for two things: Firstly to check to see if the trail you refer to is shown (it should show up as a yellow dashed line if it's a trail). Secondly to see if the woods are shown (this should show in a light green shaded area). Trail Router uses the presence of woods as a hint to prefer paths. Both of these items are surprisingly easy to edit on OSM.