The Winsor family and Duxbury have been linked together since the town was first settled in 1632.  The first Winsors came to America onboard the Mayflower, and after landing in Plymouth, they migrated to Duxbury and created a life there.  Living in a seaside village during the era of maritime commerce, the Winsors became prosperous shipbuilders; and their fleet of seaworthy vessels charted courses around the globe.

The history of the Winsor House Inn begins with a wedding gift.  Nathaniel Winsor, Jr., was the third generation of this prosperous, ship building Winsor family.  He gifted a piece of land to his daughter and son-in-law, John Howland, so that the young couple could build a home and start a life together.  The newlywed Howlands built their home here in 1803, and this is the property that we know now as the Winsor House Inn.

The property was maintained by the Winsor family through the nineteenth century, but at the turn of the twentieth century, the home was abandoned by the fam