Once host to Presidents, Governors, and statesmen, The Maryland Inn has played a prominent role in the history of the United States. Eleven delegates of the 1783-84 U.S. Congress stayed at the Inn, as they were in Annapolis to hear George Washington resign as commander in chief of the Continental Army and ratify the Treaty of Paris. And it is rumored that the likes of Benjamin Franklin and John Adams enjoyed their fair share of libations at the Inn’s tavern. While many of the 44 guestrooms date back to the revolutionary era, the wooden porches and the marble lobby floor are Victorian-era enhancements.

The Maryland Inn changed hands several times throughout the 18th and 19th centuries, although it remained a popular Annapolis lodging location throughout the 19th century. It was acquired by the Maryland Hotel Company in 1868 and was a favorite rendezvous point for important national, state and military visitors. Spanish Admirals, who had been captured and were being held as prisoners of war at the Naval Academy in 1898, supposedly dined at The Maryland Inn. In 1953, The Maryland Inn was acquired by owners who became aware of its importance to Maryland history. They began a restoration designed to return The Maryland Inn to its colonial glory while adapting its historic accommodations to modern requirements. The Maryland Inn was then sold in the 1970s to local visionary Paul Pearson, who further enhanced the historic integrity of the property. Pearson brought in national jazz greats and performers, creating a vibrant entertainment venue that quickly became a popular draw for visitors and locals alike. While the jazz club is long gone, The Maryland Inn, the crown jewel of The Historic Inns of Annapolis, remains a important landmark with a worldwide reputation for hospitality and historic significance.