Coming to Boston for college in the early '60's from a Chicago suburb, having learned to speak standard newscaster American, I was in for a big shock. I couldn't understand many people, "townies", for quite some time. John Kennedy was president and the album "First Family" had been released a couple of years earlier, so I had heard the Kennedy Boston Accent, but never heard the range of accents until I got to Cambridge. Asking for directions was especially challenging. My freshman year I tutored a high school student from Southie. His family invited me for dinner at their home. Not quite like being in a foreign country, but close.
The Seth Meyer parody was a lot of fun for me. And, of course, cars were not allowed to be parked in Harvard Yard.
Going up to Vermont and New Hampshire was even more of a challenge.
Larry