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In 1750, Samuel Horatio Middleton took over this building from a Mrs. Bennett and established an Inn for seafaring men. It was only one of several enterprises operated by the entrepreneurial Middleton. He also ran a ferry linking Annapolis to Rock Hall on the Eastern Shore.

The ferry offered a popular shortcut on the route from Virginia to Philadelphia. George Washington, Thomas Jefferson, James Monroe, and Benjamin Franklin all recorded stops here in their journals.

Taverns in the 18th century were far more than a place to have a quick brew. A portside establishment like Middleton's was where one caught up on news from the outside world, heard about the latest imports and fashions, and congregated with friends.

Overlooking the City Dock, Middleton's was a popular meeting place for social organizations such as the "Tuesday Club." There was always a friendly game of cards or a political discussion happening by the fireplace. Middleton's Tavern continues as a popular restaurant and gathering place to this day.

Banneker-Douglass Museum The Barracks Charles Carroll House Circuit Court for A.A. Co. The City Dock City Hall Hammond-Harwood House Maryland Government House Maynard-Burgess House Middleton Tavern The Naval Academy

Old Treasury Building Reynold's Tavern Shiplap House The State House St. John's College Summer Garden Theatre Walking Tours of Annapolis William Paca House Victualling Warehouse

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