I think Boston makes the most sense since it is the official starting point and the capital City If you say Massachusetts it could indeed refer to other roads with that name in other towns I m pretty sure Massachusetts Ave Starts in Dorchester not Roxbury It is at the intersection of Dorchester Ave Check out Mapquest It then goes through the Newmarket District then Roxbury until Albany Street then it becomes South End Then Back Bay then Cambridge 16 11 24 Oct 2007