Brick streets, City Dock and the State House
The colonial core of Annapolis, running from Church Circle and State Circle down Main Street to City Dock. Independent shops, historic taverns, water taxis and the waterfront promenade.
Event date: November 9, 2026 Event Time: 07:00 PM - 11:59 PM Location: 160 Duke of Gloucester St Annapolis, MD 21401
Gifts, home goods and Annapolis-made items on Maryland Avenue.
A Main Street institution serving deli sandwiches, milkshakes and the daily Pledge of Allegiance.
1 Dock St
33 West St
Hourly rates apply
Hourly rates apply; check posted signage
