In 1794, Giles Pettibone, Jr., son of Col. Giles Pettibone and grandson of Jonathan Pettibone of Simsbury, built a tavern on the Green in Norfolk. After Giles Pettibone died in 1811, according to The Norfolk Village Green (1917), by Frederic S. Dennis,
His son Jonathan Humphrey Pettibone, who died in 1832, succeeded his father as Tavern keeper. This Tavern a little later was kept by John A. Shepard […] This Tavern was known as Shepard’s Tavern and during the stage coach era was a place of great activity. Here the stages stopped to change horses en route between Hartford and Albany and between Winsted and Canaan. This Tavern was in late years rebuilt for a private residence by Mr. Frederick M. Shepard, the son of Capt. John A. Shepard, and was occupied by him and his family as a summer residence. […] An interesting fact connected with the old Tavern is that seven generations of the Shepard family have lived in it.
The Tavern is now covered with aluminum siding, but the central doorway surround is the original wood.