4.9
(41)
515
riders
28
rides
Touring cycling around Annapolis features a diverse landscape characterized by its extensive shoreline along the Chesapeake Bay and Severn River, offering numerous routes with coastal views. The region also includes significant woodlands and parks, providing scenic paths through natural settings. Historic streets and well-maintained paved trails contribute to a varied cycling experience, connecting urban areas with natural attractions.
Last updated: May 1, 2026
5.0
(1)
4
riders
21.4km
01:17
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.7
(6)
132
riders
64.7km
03:48
300m
300m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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15
riders
20.5km
01:49
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
riders
36.6km
02:11
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.
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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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Annapolis offers a diverse selection of over 30 touring cycling routes, catering to various skill levels and interests. These routes are highly rated by the komoot community, with an average score of 4.9 stars.
Annapolis's touring cycling routes feature a diverse landscape. You can expect extensive shoreline views along the Chesapeake Bay and Severn River, as well as scenic paths through woodlands and parks. Many routes also take you through historic streets, offering a blend of natural beauty and urban charm. The region is known for its relatively gentle terrain, making it accessible for many cyclists.
Yes, Annapolis has several easy and family-friendly options. For a leisurely ride with picturesque water views, consider the Quiet Waters and Thomas Point Park route, which is 13.3 miles long. Another great choice is the Quiet Waters Park – Quiet Waters Park loop from Annapolis Neck, an easy 8-mile loop within the park itself, offering peaceful natural surroundings.
For those seeking a moderate challenge, the Baltimore & Annapolis Trail – BWI Trail loop from Annapolis is a popular choice. This 40.2-mile route follows a historic railway line, providing a smooth ride through green corridors. Another moderate option is the Broad Creek – Waterworks Park loop from Threemile Oak Corner, which is 10.6 miles and leads through wooded areas and parkland.
Many routes offer opportunities to explore Annapolis's rich history and natural beauty. You can cycle past the historic Maryland State House and the bustling Annapolis City Dock. The Baltimore & Annapolis Trail itself is a notable feature, following a historic railway line. You might also encounter the Kunta Kinte–Alex Haley Memorial, adding a cultural dimension to your ride.
Yes, many routes in Annapolis are designed as loops, offering convenient circular tours. Examples include the Quiet Waters and Thomas Point Park loop, the Broad Creek – Waterworks Park loop from Threemile Oak Corner, and the Quiet Waters Park – Quiet Waters Park loop from Annapolis Neck. These allow you to start and finish at the same point without needing a return trip.
The spring and fall seasons are generally considered the best times for touring cycling in Annapolis. During these periods, the weather is typically mild and pleasant, with comfortable temperatures and beautiful natural scenery, such as seasonal blooms or autumn foliage. Summer can also be enjoyable, though it can be warmer and more humid.
Yes, Annapolis boasts a variety of well-maintained dedicated bike trails. The 13.3-mile paved Baltimore & Annapolis Trail is a prominent example, offering a smooth ride through a green corridor. Quiet Waters Park also provides six miles of walking and biking trails. The region is actively expanding its trail network, with projects like the Broadneck Peninsula Trail and the West-East Express (WEE!) trail.
Parking is available at several key access points for Annapolis's bike trails. For the Baltimore & Annapolis Trail, there are various parking lots along its length. Quiet Waters Park, Waterworks Park, and Bacon Ridge Park all offer dedicated parking facilities for visitors accessing their trail networks. It's advisable to check specific park websites for detailed parking information and any potential fees.
The komoot community highly rates touring cycling in Annapolis, with an average score of 4.9 stars from over 30 reviews. Reviewers often praise the region's diverse landscape, which combines stunning coastal views with peaceful wooded areas. The well-maintained trails and the opportunity to explore historic sites while cycling are also frequently highlighted as major draws.
While this guide focuses on touring cycling, Annapolis does offer options for mountain biking enthusiasts. Waterworks Park features over 11 miles of trails, and Bacon Ridge is known for its singletrack and more challenging climbs, providing a different kind of cycling experience for those seeking rugged terrain.
Many routes, especially those passing through or near urban areas and historic districts like downtown Annapolis, will have access to cafes, pubs, and restaurants. The Baltimore & Annapolis Trail, for instance, passes through several towns where amenities are available. Exploring the waterfront and historic streets of Annapolis itself will provide numerous options for refreshments.


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