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The Maryland State House in Annapolis is the oldest U.S. legislative building still in active use for legislative purposes. Construction began in 1772 and took until 1797 to complete. Its striking feature is its large wooden dome—built entirely without nails. The U.S. Congress of the Confederation met here between 1783 and 1784. Today, the building is located on the grounds of Fort Williams Park and is managed by the State House Trust.

The 6th Street Bridge, also known as the Spa Creek Bridge, is a drawbridge that takes you across Spa Creek. There is a sidewalk for pedestrians to safely cross the bridge and get great views of Spa Creek.

The Kunta Kinte-Alex Haley Memorial in Annapolis, Maryland, is the only U.S. memorial that commemorates the actual name and arrival location of an enslaved African Kunta Kinte. The memorial features a bronze sculpture of author Alex Haley reading to three children of diverse backgrounds, along with a Story Wall and Compass Rose, all symbolizing the enduring strength of African heritage and the importance of family history.

Located at the U.S. Naval Academy, the Herndon Monument is a 21-foot-tall grey granite obelisk. It stands in honor of Captain William Lewis Herndon, who lost his life evacuating passengers during the SS Central America sinking on September 12, 1857. A nearby ship rescued women, children, and many men during the storm, preserving their lives.

Built in 1772, Maryland State House is the oldest state house that's still in use. It is a beautiful building, topped with the largest wooden dome in the US constructed without nails. It's a designated National Historic Landmark.

The docks are a wonderful stop on a bike trip. Historic buildings hug the water of Chesapeake Bay and boats come and go from the harbor. There are lots of eateries to refuel and shops to browse through. The docks have hosted town merchants for over 350 years.

Established on 10 October 1845, the Naval Academy is the second oldest of the five U.S. service academies, and educates officers for commissioning primarily into the United States Navy and United States Marine Corps. The campus including the Chapel, the Memorial Hall and the impressive Dahlgren Hall can be visited, e.g. by way of historical walking tours (90 mins). https://navalacademytourism.com/historical-walking-tour?hsLang=en https://en.wikipedia.org/wiki/United_States_Naval_Academy#Halls_and_principal_buildings

is the oldest state capitol in continuous legislative use, dating back to 1772, and is the only state house ever to have served as the nation's capitol. The Continental Congress met in the Old Senate Chamber from November 26, 1783 to August 13, 1784. During that time, George Washington came before Congress to resign his commission as commander-in-chief of the Continental Army and the Treaty of Paris was ratified, marking the official end of the Revolutionary War. The State House is where the Maryland General Assembly convenes for three months each year, and the elected leadership of the state — the governor, lieutenant governor, speaker of the House of Delegates and president of the Senate — all have their offices here. The capitol has the distinction of being topped by the largest wooden dome in the United States constructed without nails. https://msa.maryland.gov/msa/mdstatehouse/html/home.html