Kinda curious as to what people thought was the worst kind of terrain on the trail. On my last section hike, I encountered a combination of jagged rocks jutting up from the ground at 90 degree angles, furniture sized boulders, tree roots, grassy paths through the balds where the footpath was only 7" wide, fist sized rocks that dared me to set my foot down, parts where the trail hadn't been cut away and it seemed like you were bushwhacking through, and combinations of roots, rocks, and water.
After rolling my ankles pretty badly on the fist sized rocks AND the grassy areas where the trail is dug 6" down with overgrown grass on each side (making it impossible to see how the ground falls off), I vote these as the WORST trail terrain. Beartown Mountain gets a respectable third with its overgrown trail encroachment.