Typically in the winter we spend a lot more time on our couch in front of our televisions getting caught up on those movies we never made it to the theater to see.  The Washington Post put together a list of the best movies from each state, the movie that was picked for Massachusetts was 'The Departed', a great movie that certainly showed a lot of Boston and had some of Hollywood's best stars in it.  There were plenty of other movies set in Massachusetts that did well in the box office, remember 'Good Will Hunting' or 'Mystic River"?  How about 'Gone Baby Gone' or 'The Town'?  All huge movies for Hollywood taking place in Massachussetts, although the subject matter is pretty dark in all of them.

Here is the story from the Washington Post and the movies that are the best set in other states: http://www.washingtonpost.com/blogs/the-fix/wp/2014/01/10/whats-the-best-movie-set-in-your-state-this-map-will-tell-you/