Coworker informs me that Madison is inhabited by Republicans (i.e., Ivy League types with country club memberships and suede elbow patches (and who tend to vote either Democrat or commie)), and Clinton by Democrats (i.e., the New England version of good old boys (who vote either Republican or Militia, depending on who seems most likely to deal harshly with the hated Tories)). (I think my coworker misunderstands the whole politics thing.) Clinton has more reasonable rents.
Road called Boston Post Road connects everything; it most likely does go all the way to Boston, and probably used to carry mail, back in the day. I-95 runs more or less parallel to BPR. It would make a good couple weeks' walking vacation (except, no sidewalks!) to make one's way up the coast along the old post road. It's maybe 70 miles from New Haven to Rhode Island. 15--20 miles/day, assuming that one only carries a credit card and a change of clothes, leaves time to take in the beaches along the way. If there isn't a bunch of locals with Kentucky rifles hiding behind the trees keeping strangers out, anyway.