I go to Boston for work every day. If you like sitting in traffic for hours, $30-$50 just for the privilege to park your car, and paying 2x what stuff costs everywhere else, than Boston is for you. There are some great historic places to visit, Fenway park is cool, and some of the restaurants are top notch. I personally like Kennebunkport Maine and certain beaches and places like Surside Beach in SC. Last year we rented a house right on the beach and it was pretty nice.
Also the amount of rats living in Boston is an epidemic. Hey are everywhere! Also watch out for where you stay as well. Bed bugs are everywhere too.