Walking Tours

Please use caution when walking in Annapolis.  Be especially careful when crossing streets. Pedestrian crosswalks are not always marked well, and many drivers are not familiar with Annapolis pedestrian activity, and unusual traffic patterns. Most sidewalks are brick, many are old, and their surfaces are irregular. Most importantly: take your time. There is much to see, explore and enjoy.

Tour 1: Harbor to Hill
Starting at City Dock at the foot of Main Street, this walking tour emphasizes the unique features of Annapolis. Click here for a printable version of the Annapolis Harbor to Hill tour.

Tour 2: Historic Annapolis
Starting at the Market House, this tour takes you by homes, churches and civic buildings from the 18th and 19th centuries. Click here for a printable version of Tour 2 & Tour 3.

Tour 3: Duke of Gloucester Detour
Beginning at the top of Duke of Gloucester Street at Church Circle, this tour visits the many significant buildings on and off of this street. Click here for a printable version of Tour 2 & Tour 3.

Tour 4: United States Naval Academy
Beginning at USNA Gate 1, this tour visits the many significant buildings and monuments located in and around the quadrangle, the historic core of the Naval Academy campus. Click here for a printable version of the U.S. Naval Academy tour.

St. Anne's Church

Brice House

Paca House

Hammond-Harwood

McDowell Hall

Chase-Lloyd House