4.8
(21)
229
hikers
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hikes
Urban hiking trails around Naval Academy are characterized by a blend of historical significance and natural beauty, situated at the confluence of the Severn River and the Chesapeake Bay. The region features coastal paths, urban parkland, and historical routes, with generally flat terrain and minimal elevation changes. The 338-acre campus, known as "The Yard," offers extensive walking opportunities alongside waterfront views. This area provides accessible options for various fitness levels, focusing on scenic walks and historical exploration.
Last updated: July 8, 2026
20
hikers
4.86km
01:15
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
8
hikers
7.98km
02:03
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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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.
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The Annapolis boardwalk, located at City Dock, is a historic waterfront promenade that offers great views of the Chesapeake Bay. You can watch boats navigate the harbor, dine at nearby restaurants, and attend seasonal festivals and parades that celebrate Annapolis's rich nautical heritage.
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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.
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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.
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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.
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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.
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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.
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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
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There are 15 urban hiking trails around the Naval Academy, offering a variety of experiences for different fitness levels. Most of these routes are considered easy, with a couple of moderate options for those seeking a slightly longer walk.
The urban hiking trails around the Naval Academy are generally flat with minimal elevation changes, making them accessible for various activity levels. You'll find coastal paths, urban parkland, and historical routes, often featuring scenic waterfront views of the Severn River and Chesapeake Bay.
Yes, many of the urban walks are family-friendly due to their flat terrain. The Greenbury Point Trail, though not directly listed in the routes, is a popular 3.9-mile loop known for being accessible and offering wildlife viewing opportunities. Within the listed routes, easy options like the Annapolis City Dock – Maryland State House loop from Annapolis are great for families.
The area is rich in history. Many urban hikes will take you past significant landmarks. For instance, the Annapolis City Dock – Maryland State House loop from Annapolis allows you to explore both the vibrant Annapolis City Dock and the historic Maryland State House. You might also encounter the Kunta Kinte–Alex Haley Memorial on some routes.
Yes, several urban hikes in the area are circular, allowing you to start and end at the same point. For example, the Commodore John Barry Monument – Annapolis City Dock loop from Annapolis is a great option for a circular walk, offering views of the waterfront and historical sites.
The urban hiking experience around the Naval Academy is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the scenic waterfront views, the blend of historical exploration with outdoor activity, and the generally flat, accessible paths that make for enjoyable walks.
While not traditional hiking trails, the 338-acre campus of the U.S. Naval Academy, known as "The Yard," is a National Historic Landmark and offers extensive walking opportunities. You can embark on self-guided tours to explore its grand architecture, beautiful walkways, and numerous monuments, blending physical activity with rich American history. For more information on visiting, you can check navalacademytourism.com.
Absolutely. The Naval Academy's location at the confluence of the Severn River and the Chesapeake Bay means many urban hikes offer stunning waterfront views. Trails like the Greenbury Point Trail (a local favorite) and various paths around the Annapolis City Dock provide excellent opportunities to enjoy the bay and river scenery.
Annapolis offers pleasant urban hiking conditions throughout much of the year. Spring and fall provide comfortable temperatures and beautiful scenery. Summer can be warm, but the coastal paths offer refreshing breezes. Even in winter, the flat terrain makes for accessible walks, though you should dress warmly.
While most routes are easy, there are a couple of moderate options for those looking for a slightly longer urban walk. The Maryland State House – Annapolis City Dock loop from Annapolis is a moderate route, covering a distance of nearly 8 kilometers, offering a more extended exploration of the city's highlights.
Annapolis has various public parking garages and street parking options, especially around the downtown area and near the City Dock. It's advisable to check local parking regulations and availability, particularly during peak tourist seasons. Some trails, like those within parks, may have dedicated parking lots.
Annapolis has a local bus service, and many urban hiking starting points, especially those in the downtown area like the Annapolis City Dock, are accessible via public transport. You can plan your journey using local transit maps to reach the vicinity of your chosen urban trail.


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