Yeah, one of the things keeping me from doing the whole NC/SC Trail in one shot again is that I remember the hills heading north being a little annoying. I don't mind hills when I'm headed someplace for an overnight, but, for some reason, if I'm just going the distance of a bike path and then heading home, I don't have as much enthusiasm for doing all that extra work!
Is Brewster still the northern terminus, or has more been added? And is there a Metro North stop near the northern end?