"One thing I don't understand about the quoted route is taking the left at Midlothian and going 2 miles north right there, to go East on Winchester, then head South. It's great riding to just go straight ahead on Hawley to pick up the North Shore path to the DPRT."
If the path works for you, that's fine. Most roadies wouldn't even consider taking there multi-$1000 bike on a crushed granite path and the OP indicated he was looking for roads, so that's what I specified. Personally, I most often use the short stretch of path from Carmel to Stevenson and take Old Rockland across. - TF