© karen e. titus | all rights reserved
Shipshewana, Indiana
Shipshewana claims to be home to the Midwest’s largest outdoor flea market. It’s also a place for the van-driving set and the buggy-driving set to do a little business.
© jan albers | all rights reserved
© jan albers | all rights reserved
Boston, Mashachusetts
© jan albers | all rights reserved
In Boston, Route 20 either begins or ends, depending on which direction you’re facing. Speaking historically, however, Boston is part of the road’s beginning, where it was originally called the King’s Highway. Later the name was changed to the Upper Boston Post Road, when it became part of a colonial mail route between Boston and New York. The road roughly follows the Old Connecticut Path, a Native American trail that extended from Massachusetts Bay to the Connecticut River.