State Circle/Maryland Avenue

Nothing Says Annapolis Quite Like State Circle & Maryland Avenue

Home to the Maryland State House (the oldest in continuous use in the United States) and connected to one of the state’s most historic streets, Maryland Avenue, you’ll find everything from dining to art, antiques, and museums. Located only a block away from Main Street and Church Circle, State Circle a must-see when visiting Annapolis.

Watermark Tours offer guided excursions of the major historic landmarks on and around State Circle, where you can trace the steps of George Washington and Thomas Jefferson, stroll through the Maryland State House, or head down to the United States Naval Academy. Take a group tour or discover these marvels on your own. 

Connecting the Naval Academy to State Circle is Maryland Avenue. Stop by one of the area's restaurants for a bite to eat before checking out the Hammond-Harwood House, which was built in 1773 and is known for having the “most beautiful doorway in America.”

State Circle and Maryland Avenue are noted for their small shops and antique stores. Packed into these three brick-paved blocks, you'll find shops devoted to gifts, world-class custom jewelers, antique shops, galleries, restaurants, and the Old Fox Books – a local favorite.

Whether you’re looking for food, shopping, art, or history, you’re sure to find it at State Circle and Maryland Avenue.