2. Boston, Massachusetts

Although at first glance Boston may not seem one of the best destinations for a family vacation with the kids and grandparents, it would be remiss of you to overlook this fantastic historical settlement when planning your next getaway. Regardless of whether your family is interested in visiting one of the numerous great museums, catching a Major League ballgame at the legendary Fenway Park, learning a little about America’s rich history on Boston’s renowned Freedom Trail, or just relaxing in Boston Public Garden (America’s first botanical garden), Boston really has it all.