- recent - | Massachusetts Regions Did you know that there are 55 cities and 296 towns? That is a total of 351 municipalities of varying shapes and sizes. I'm on a quest to visit them all! Which have you been to? Here's a map of all the towns and cities. There's no one set way to divide up Massachusetts. If you look on twenty different sites you'll get twenty answers! This is what I've tended to go with. It's always a bit arbitrary when you get to the edges. I know that :). We have to draw the line somewhere. So this site is divided up into these regions: Berkshires Boston Cape & Islands Fall River North Boston South Boston Springfield Worcester Tweet