First, the Native American roots. The word comes from the Massachusett tribe. “Mass” means “great.” “Adchu” means “hill.” “Et” means “place.”
So, Massachusetts literally means “at the great hill.” That’s a poetic start for a spelling disaster. The hill in question is likely the Blue Hills near Boston.
But English speakers got creative. They jammed all those letters together like a game of Scrabble gone wrong. And we’ve been guessing ever since.