This sounds like a trip to hell and back. My daughter has moved to Andover, ma and works in Boston. We are in Northwest Tennessee, towing a 30 ft 5er. When I map it from here I get two routes. One takes us up to ohio and straight across Pen on the toll road. They other takes us up to Cleveland and across a small spot of Pen and straight across NY into Boston. The mileage on that one is like 1,400 miles. I looks like if I go that way even though it is longer it avoids all the big city stuff except Boston. I don't mind paying tolls if I can get there faster and safer, but would rather be safer then quicker.