Arent Traphagen died in 1769 and the tavern was purchased by Everardus Bogardus, great-grandson of the New Netherlands dominie.

It was host to many leaders of the American Revolution, including George Washington, Philip Schuyler, Benedict Arnold and Alexander Hamilton.

[7] By 1785, the King's Highway was now the country's Post Road, and in 1788, after independence, the village continued to grow.

[7] In 1918, under the ownership of Tracy Dows, the inn was extensively renovated, with a ballroom being added.

Dows's son Olin Dows, a United States Army artist who would serve in the European Theater of Operations during World War II, was commissioned to paint a mural in the Rhinebeck post office[12] depicting the town's beginnings.

[15] In 1957, the inn was host to New York Governor W. Averell Harriman upon the dedication of the Kingston–Rhinecliff Bridge.