3.9
(29)
1,071
riders
66
rides
Road cycling routes around Naval Academy feature a diverse landscape characterized by extensive shoreline along the Severn River and Chesapeake Bay, offering scenic waterfront views. The region includes a network of paved multi-use trails, such as the Baltimore & Annapolis Trail and the BWI Trail, providing mostly flat terrain. Historic Annapolis also contributes charming streets and landmarks to many routes.
Last updated: July 2, 2026
1.0
(1)
24
riders
93.6km
04:13
450m
450m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(9)
283
riders
79.5km
03:38
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(10)
136
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
16
riders
52.0km
02:15
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
14
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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best ice cream around they even have vegan options well worth the stop
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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 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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Nice viewpoint over the South River in Quiet Waters Park. There is a small gazebo which is a great place for a break to enjoy the view.
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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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There are over 60 road cycling routes available around Naval Academy, offering a diverse range of options for cyclists. These routes are highly rated by the komoot community, with an average score of 4.2 stars from more than 30 reviews.
Yes, the area offers many routes suitable for beginners. With 37 easy routes, you can find paths that are mostly flat and well-paved. A great option is the Severn River views – Baltimore & Annapolis Trail loop from Annapolis, which is 22.9 miles (36.8 km) and offers scenic views without significant elevation changes.
For experienced road cyclists, there are 27 moderate routes and 2 difficult routes available. The Baltimore & Annapolis and BWI Trail Loop is a popular moderate choice, covering 58.2 miles (93.6 km) and connecting two major paved trails with varied scenery.
Yes, several routes offer longer distances. The Baltimore & Annapolis and BWI Trail Loop is a substantial 58.2 miles (93.6 km) ride. Another excellent long-distance option is the Baltimore & Annapolis Trail – BWI Trail loop from Annapolis, which spans 48.0 miles (77.3 km) and provides a comprehensive experience of the region's extensive trail network.
Many routes in the area boast beautiful coastal scenery and waterfront views. The Severn River views – Baltimore & Annapolis Trail loop from Annapolis specifically highlights views of the Severn River. Additionally, routes that pass through Quiet Waters Park or along the Chesapeake Bay shoreline offer picturesque vistas.
Absolutely. Annapolis is rich in history, and several cycling routes incorporate historic points. The Annapolis City Dock – Maryland State House loop from Annapolis is a great example, allowing you to cycle past the historic Maryland State House and the vibrant Annapolis City Dock. You can also visit the Kunta Kinte–Alex Haley Memorial.
Yes, the region is well-suited for family cycling. The Baltimore & Annapolis (B&A) Trail, a 13-mile paved multi-use trail, and the BWI Trail, a 12-mile paved loop, offer mostly flat terrain and are excellent for families. Quiet Waters Park also features six miles of paved trails ideal for cycling with children.
Many of the major trails, such as the Baltimore & Annapolis Trail and the BWI Trail, have designated parking areas at their trailheads. Quiet Waters Park also provides ample parking for visitors looking to cycle its internal network. It's advisable to check specific trail resources for detailed parking information.
The Annapolis area has a strong and growing cycling culture. The presence of a competitive Navy Cycling team at the Naval Academy, along with ongoing efforts to expand Annapolis' bike network, indicates a vibrant environment for road cyclists. You'll find many locals enjoying the extensive trail networks and scenic routes.
Yes, loop routes are a common feature in the area, allowing for varied scenery without retracing your path. Examples include the Baltimore & Annapolis and BWI Trail Loop and the Annapolis City Dock – Maryland State House loop from Annapolis, which offer comprehensive tours of different parts of the region.
Road cycling around Naval Academy offers a diverse landscape. You'll encounter extensive shoreline along the Severn River and Chesapeake Bay, providing beautiful waterfront views. Many routes also traverse paved multi-use trails like the Baltimore & Annapolis Trail, and you can explore the charming, historic streets of Annapolis.
The area is highly rated by the komoot community, with an average score of 4.2 stars. Reviewers often praise the diverse landscape, the extensive network of paved trails, and the scenic waterfront views. The combination of natural beauty and historic charm makes it a favorite among cyclists.


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