Boston is awesome, go there for work from time to time. I wouldn't mess with a car, the T (subway) is very good and gets you around town very easy. If you have been to NYC the T in Boston is a piece of cake compared to their subway system.
If you get a chance and you like seafood Anthony's in the seaport district is very good, it used to be frequented by JFK and other famous folks. If you are adventurous they have a pretty well developed china town as well with tons of great places to eat.