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United States
Maryland
Anne Arundel County

Annapolis

The best cycling routes around Annapolis

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.

Best touring cycling routes around Annapolis

  • The most popular touring cycling route is Quiet Waters and Thomas Point Park, a 13.3 miles (21.4 km) trail that takes 1 hour 17 minutes to complete. This easy route offers picturesque views of the South River and Chesapeake Bay.
  • Another top favourite among local touring cyclists is Baltimore & Annapolis Trail – BWI Trail loop from Annapolis, a moderate 40.2 miles (64.7 km) path. This route follows a historic railway line, providing a smooth ride through green corridors with trees and seasonal blooms.
  • Local touring cyclists also love the Annapolis City Dock – Maryland State House loop from Annapolis, a 22.8 miles (36.8 km) trail leading through historic urban streets and waterfront areas, often completed in about 2 hours 13 minutes.
  • Touring cycling around Annapolis is defined by coastal paths, historic urban streets, and extensive parkland. The network offers options for different ability levels, from easy family-friendly rides to more challenging routes.
  • The routes in Annapolis are highly rated by the komoot community with an average score of 4.9 stars from over 30 reviews. More than 400 touring cyclists have used komoot to explore Annapolis's varied terrain.

Last updated: May 1, 2026

5.0

(1)

4

riders

#1.

Quiet Waters and Thomas Point Park

21.4km

01:17

60m

60m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Annapolis

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On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

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Tips from the Community

Marius
June 1, 2025, Maryland State House

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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Frequently Asked Questions

How many touring cycling routes can I find around Annapolis?

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.

What kind of terrain and scenery can I expect on Annapolis's cycling routes?

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.

Are there any easy or family-friendly touring cycling routes in Annapolis?

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.

What are some of the more challenging touring cycling routes in the Annapolis area?

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.

What interesting landmarks or attractions can I see along the cycling routes?

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.

Are there any circular touring cycling routes available?

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.

What is the best time of year to go touring cycling in Annapolis?

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.

Are there dedicated bike trails in Annapolis?

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.

Where can I find parking for the popular bike trails in Annapolis?

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.

What do other touring cyclists enjoy most about cycling in Annapolis?

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.

Are there any options for mountain biking in the Annapolis area?

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.

Can I find cafes or pubs along the touring cycling routes in Annapolis?

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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