In the early 1700s, William Traphagen, an early settler of Rhinebeck (then a village known as Ryn Beck), established a traveler's inn called the Traphagen Tavern in the village. In 1766, Arent Traphagen, the grandson of William Traphagen, relocated the tavern to its present location, where the King's Highway intersected the Sepasco Trail. When winter closed the river, the road was the only avenue of travel. It served as a stage-house for stage coaches. Stables were erected to accommodate the change of horses.[7]
It has remained in operation as a hotel ever since.[8][9] Around 1765, a spring near the roadside supplied a well that became the "town pump".
By 1785, the King's Highway was now the country's Post Road, and in 1788, after independence, the village continued to grow. The Town of Rhinebeck, which contains the village, was organized.[10] The current route of East Market Street was laid out the same year during construction of the Ulster-Saulsbury Turnpike, later to become Route 308.[11] Everardus Bogardus died in 1799, and the tavern passed to his son Benjamin.
In 1802, Asa Potter bought the inn from Benjamin Bogardus. In 1804, during the race for Governor of New York State, both candidates had headquarters in Rhinebeck. Gen. Morgan Lewis had his at the inn, then known as Potter's Tavern, and Vice President Aaron Burr had his down the street at the Kip Tavern. Potter died in 1805. The tavern then came into possession of Captain Jacques, a former river sloop captain. It remained a rendezvous for politicians. Martin Van Buren was a frequent guest at Jacques' Tavern.[7]
U.S. President Franklin Delano Roosevelt, a resident of nearby Hyde Park and a frequent guest at the inn, concluded every campaign, both for governor and for president, by giving a speech from the front porch of the inn.[15][19][20]
^Sharp, L. Corwin (February 14, 1979). "National Register of Historic Places nomination, Rhinebeck Village Historic District", p. 48. New York State Office of Parks, Recreation and Historic Preservation. Retrieved February 20, 2010.