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Every street in Annapolis carries echoes of the events that shaped it. Stand in front of Maryland State House and William Paca House and the past stops being abstract — the buildings, monuments, and neighborhoods survived to tell their tale. Quieter sites like Historic Annapolis walking tour hold stories that the crowds at the major monuments never hear.
Maryland's colonial capital on the Chesapeake Bay, with America's oldest state house and the US Naval Academy.
Roamee Pro, also known as Roamee, offers a free self-guided history tour route in Annapolis. The audio walking tour can include stops such as Maryland State House — the oldest state capitol in continuous legislative use, where the Treaty of Paris was ratified in 1784, William Paca House — a restored 18th-century Georgian mansion with elaborate gardens, plus hidden gems like Historic Annapolis walking tour — the compact colonial downtown has more 18th-century brick buildings per square mile than almost any US city.
Use this page as a starting point for a Annapolis walking tour, a free self-guided route, or the Roamee app for Annapolis. Roamee Pro keeps the route flexible so you can follow the stops, skip ahead, or explore nearby streets at your own pace.
Annapolis draws visitors for history and coastal walks, and history is the foundation beneath all of it. Sites like Maryland State House and William Paca House anchor the narrative, while overlooked places like Historic Annapolis walking tour fill in the chapters that most visitors skip. Walking with a history lens, even familiar landmarks reveal why a street curves the way it does and what happened on the ground you're standing on.
The historic district is small and entirely walkable. Park at the Navy-Marine Corps Stadium and take the free shuttle downtown.
April through October. The Annapolis Sailboat Show in October is the world's largest in-water boat show.
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