I'm thinking about linking up the AT and the South Taconic Trail in MA (plus a bit in CT and NY) to make a 30-mile loop. At the south end, it looks like the two trails connect via the trail to Mt. Frissell (which goes over the CT high point), and on the north end you'd have to road walk a couple of miles on Jug End Rd.
Has anyone done the South Taconic Trail or tried this loop? I've heard good things about the west side of the Taconics, but I've never been over there.