Historic Annapolis Walking Tour

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A. Market House, 25 Market Space

The first market house on this site was built in 1784. The present market, which has been renovated many times, was first completed in 1858.

B. Waterfront Warehouse, 4 Pinkney Street
This building is a rare surviving example of the small warehouses that dotted the Annapolis waterfront in the 18th and early 19th centuries. Small tobacco growers brought their crops to merchants’ warehouses like this one, where the crops would be purchased and stored until a sufficient cargo was assembled for shipment to England.

C. Shiplap House, 18 Pinkney Street & Hogshead, 43 Pinkney Street
The circa 1715 Shiplap House is one of the oldest surviving buildings in Annapolis. Its first occupant ran a tavern here, and it later housed merchants and artisans. The building now houses the offices of the Historic Annapolis Foundation. Hogshead is a typical middle class dwelling from the 18th century (note the mansard roof) and was likely used as a barracks during the Revolutionary War. It is open for visitors and houses Historic Annapolis’ living history exhibit.

**Walk back down Pinkney Street and turn left into the alley next to the Waterfront Warehouse. Walk to Prince George Street and turn left.  

D. Street Patrick Creagh House, 160 Prince George Street
This brick house was built between 1735 and 1747 by local craftsman Patrick Creagh, and has a gambrel roof typical of Annapolis dwellings from this era. In the 19th century is was owned by free African-American John Smith, whose wife operated Aunt Lucy’s Bakeshop at the corner of Main and Greene Streets. Some walls of the house show scars from gunfire during the Civil War.

E. James Brice House, 42 East Street
James Brice tried (and sometimes succeeded) to advance the already considerable accomplishments of pre-revolutionary Annapolis architecture with this commanding five-part plan house on the corner of Prince George and East Streets built between 1767 and 1773. Read our Annapolis Architecture Guide (AAG) article about the James Brice House to learn more. This house is occasionally open for tours through the Historic Annapolis Foundation.

Brice House

F. William Paca House, 186 Prince George Street
William Paca, signer of the Declaration of Independence and three-term governor of Maryland built this five-part Georgian mansion between 1765 and 1769. The home is open daily for tours of the house and two-acre 18th century pleasure garden by the Historic Annapolis Foundation.

Paca House

 **Turn right on Maryland Avenue.

G. Hammond-Harwood House, 19 Maryland Avenue
The Hammond-Harwood House is a masterpiece of architectural design and has been described as “the most beautiful house in colonial America”. Architect William Buckland designed the house in 1773. With his knowledge of English Palladian architecture he refined the typical Annapolis five-part plan concept and created a house of transcendent wholeness, harmony and balance. This home is open daily for tours by the Hammond-Harwood House Association, or read our AAG article on the Hammond-Harwood House to learn more about this historic home.

Hammond-Harwood House

H. Chase-Lloyd House, 22 Maryland Avenue
Edward Lloyd IV bought the then unfinished house from Samuel Chase, a later signer of the Declaration of Independence. The home was finished by Lloyd from 1769 to 1774. Lloyd’s daughter married Francis Scott Key here in 1802.
The architecture of the Chase-Lloyd House is expertly proportioned and tailored. The conservative presentation to the street belies the exuberant interior decorative woodwork. This home is open for tours- call 410.263.2723 for more information. Visit our page on the Chase-Lloyd House to learn more about this historic home.

Chase-Lloyd House

 **Turn left on King George Street.

I. Ogle Hall, 247 King George Street
The Golden Period of Annapolis colonial mansion building starts with Ogle Hall, built between 1739 and 1742. It takes its name from the Ogle family, who lived here from 1747 to 1815. Famous visitors to the house include George Washington and the Marquis de Lafayette. Ogle Hall is now known as Alumni House and is home to the Naval Academy Alumni Association. Visit our page on Ogle Hall to learn more about this historic home.

Ogle Hall

 **Turn left on College Avenue.

J. McDowell Hall, St. John’s College Campus
In 1744 Colonial Governor Thomas Bladen started construction on this building, but work stopped for lack of funding. “Bladen’s Folly” stood as a ruin for nearly fifty years. After the Revolutionary War the ruins and property were confiscated from the British. In 1788 the building was completed with a third floor, roof and bell tower cupola, and has been in use by St. John’s College ever since. You can learn more about this beautiful building by reading our AAG Article about the Maryland Governor's House.

McDowell Hall

 **Turn left on North Street.

K. Randall House Duplex, 86-88 State Circle
This duplex was built in 1878 by Alexander Randall, a lawyer, businessman, United States Congressman, and Maryland Attorney General. He and his family were very well educated, world travelers, and successful in business, science, and the arts. This home makes an emotional artistic statement: the wonderment of organic earthly life. The architectural spirit in this house links directly to the natural architecture of Frank Lloyd Wright in the 20th century and the biomorphic forms of architect Frank Gehry today. Read our AAG article on the Randall House to learn more about the first “modern” house in Annapolis.

Randall Duplex

L. Bordley-Randall House, State Circle
Built in 1760 by Stephen Randall, the Bordley-Randall house is the first five-part plan house built in Annapolis. This floor plan concept was made famous by Andea Palladio in 16th century Italy, and became a staple of 18th century English Georgian country house architecture. You can read our AAG article on the Bordley-Randall House to learn more about this home, and perhaps catch a glimpse of it through its iron gate on State Circle.

M. Maryland State House, 99 State Circle
The Maryland State House is the oldest state capitol in continuous legislative use and the only state capitol to have been a U.S. capitol. Construction began in 1772 and the legislature first met here in 1779. The State House dome is the largest wooden dome in the country. The State House is open daily for tours through the Maryland State Archives.

State House Dome

N. Maryland Governor’s House, 110 State Circle
The land for the current Government House was procured in 1869 after selling the previous Governor’s house and property to the Naval Academy. R. Snowden Andrews, a well regarded and accomplished Baltimore architect, designed the new Governor’s residence to be “…modern in improvements, taste and ideas…and creditable to the public spirit of the State." Andrews created an eclectic building in-tune with the popular aesthetic movement of the time. Unfortunately by the 1930’s this eclecticism was viewed as a dated relic of previous generations and the Governor’s house was renovated into a “colonial” house resulting in the loss of a genuine 18th century architectural treasure. Learn more about all of the homes that have served as the Governor’s residence by reading our AAG article. You can schedule a tour of the current Government House through the Maryland State Archives.

Government House

 **Turn right on East Street, and then turn right to walk around Church Circle.

O. U.S. Post Office, Church Circle & Northwest Street
One of the most beautiful buildings in Annapolis is the United States Post Office designed in 1901 by United States Treasury Department architect James Knox Taylor, who skillfully blends classical design with architectural elements found specifically in Annapolis. This building was recently bought by the State of Maryland for use as government offices. Read our AAG article about the Annapolis Post Office to learn more about this wonderful building.  

Post Office

P. St. Anne’s Church, Church Circle
The present church, built in the Romanesque Revival style, is the third to stand on this site. It commands the second-highest point of land in Annapolis, a site set aside by city planner Sir Francis Nicholson for the Church of England. Take a moment to enjoy the exceptional interior of this building, and learn more by reading our AAG article about St. Anne's Church.  

St. Anne's Church

Q. Maryland Inn, 16 Church Circle
This building was built by Thomas Hyde before the Revolution, and has remained an inn throughout its life. Presidents, Governors and statesmen have all stayed at the inn, including eleven delegates from the 1786 US Congress, as well as Spanish Admirals who were held prisoner at the Inn in 1898.

Maryland Inn

 **At this point you can opt to complete the tour by walking down Main Street and ending at the Historic Annapolis Museum, across the street from where you started. Or, you can continue on with a detour down Duke of Gloucester Street (click here) to see more historic buildings.

Z. Historic Annapolis Museum, 99 Main Street
Erected in the 1790’s shortly after a destructive fire, this building had commercial shops on the ground floor and residential uses on the upper story. The attractive Flemish bond brick pattern, the dramatically angled flat window arches, and tall thin chimneys further reflect the superior building craft achieved in late 18th century Annapolis. The building now houses the museum and gift shop of the Historic Annapolis Foundation. Read our AAG article, Main Street Annapolis in 1790 and 1970, to learn more about this building and its modern neighbor.

Historic Annapolis Museum