4.9
(17)
202
riders
25
rides
Touring cycling around Naval Academy offers a blend of historical landscapes and scenic natural beauty. The region is characterized by its coastal setting at the confluence of the Severn River and Chesapeake Bay, providing waterfront views and access to paved trails. Cyclists can explore charming streets, historical landmarks, and extensive trail networks through Anne Arundel County. The terrain generally features gentle elevation changes, making it suitable for various cycling abilities.
Last updated: May 20, 2026
5.0
(9)
72
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(5)
33
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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7
riders
36.3km
02:09
140m
140m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
9
riders
12.9km
00:45
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
1
riders
77.0km
04:35
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. 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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Quiet Waters Park is a great park on the banks of the South River. There are several miles of nature trails, a pier and multiple points that give you great views of the river.
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Pier in Quiet Waters Park that stretches into the South River. It is a great place to admire the river or to rent kayaks to get out on the water.
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Fantastic path, smooth, great scenery, no big grades 👍🏻
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The BWI Trail offers a great spot to watch planes land at Baltimore/Washington International Thurgood Marshall Airport. This scenic trail provides some shelters and benches to take a break and watch.
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The region offers a mix of coastal paths, paved trails, and routes through historic areas. You'll find options ranging from easy park loops to moderate, longer routes, many providing scenic waterfront views at the confluence of the Severn River and Chesapeake Bay.
Yes, there are several easy routes. For a relaxed ride through a park setting, consider the Quiet Waters Park – Quiet Waters Park loop from Annapolis Neck, which is about 8 miles (12.9 km) long. Another easy option is the Baltimore & Annapolis Trail – Cattail Creek Natural Area loop from Baltimore & Annapolis Trail Parking, offering a scenic journey through natural and historical areas over 19.3 miles (31.1 km).
For a more extensive ride, the Baltimore & Annapolis Trail – BWI Trail loop from Annapolis is a moderate 40.2 miles (64.7 km) path that provides diverse scenery, including opportunities for airport views. Another moderate option is the Annapolis City Dock – Maryland State House loop from Annapolis, covering about 22.8 miles (36.7 km) and exploring historic Annapolis.
Many of the paved trails in Anne Arundel County are suitable for families. The Quiet Waters Park – Quiet Waters Park loop from Annapolis Neck is an excellent choice for families due to its easy difficulty and park environment. The Baltimore & Annapolis Trail also offers sections that are flat and well-maintained, perfect for a family outing.
Many parks and trails in Anne Arundel County, including sections of the Baltimore & Annapolis Trail and Quiet Waters Park, are dog-friendly. However, it's always best to check specific park regulations regarding leashes and waste disposal before you go. The Greenbury Point Conservation Area also offers trails where dogs are generally welcome.
The Annapolis area is rich in history. You can cycle past or near landmarks such as the Maryland State House, the oldest U.S. legislative building still in active use, and the historic Annapolis City Dock. The Kunta Kinte–Alex Haley Memorial is another significant site you might encounter.
Parking is available at various access points for the major trails. For instance, the Baltimore & Annapolis Trail has designated parking areas, such as the one used for the Baltimore & Annapolis Trail – Cattail Creek Natural Area loop. Quiet Waters Park also provides parking for visitors.
The Annapolis area is enjoyable for cycling during spring, summer, and fall. Spring offers pleasant temperatures and blooming scenery, while fall provides cooler weather and vibrant foliage. Summer can be warm, but coastal breezes often make it comfortable. Winter cycling is possible, but check local conditions as some trails may be less maintained or colder.
Yes, especially along popular routes like the Baltimore & Annapolis Trail, you'll find towns and small communities with cafes, restaurants, and public restrooms. Annapolis City Dock, a common stop on many routes, offers numerous dining options. Quiet Waters Park also has facilities available for visitors.
There are over 25 touring cycling routes available in the Naval Academy area, catering to various skill levels and preferences. These routes are highly rated by the komoot community, with an average score of 4.8 stars from over 20 reviews.
The area is highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the blend of historical landscapes and scenic natural beauty, the well-maintained paved trails, and the accessibility of routes that offer waterfront views and connections to charming towns.
While the broader Annapolis region is very cycling-friendly, public cycling is generally restricted in the ceremonial areas of the U.S. Naval Academy's main campus, known as 'the Yard.' However, you can explore the Academy on foot or via guided tours to appreciate its historic buildings, monuments, and waterfront setting. For planning your visit, you can check navalacademytourism.com.


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