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Routes
Road cycling routes
United States
Maryland
Anne Arundel County

Annapolis

The best road cycling routes around Annapolis

3.9

(32)

1,201

riders

22

rides

Road cycling routes around Annapolis feature diverse landscapes, including over 500 miles of shoreline, offering views of the Chesapeake Bay, the South River, and Harness Creek. The terrain includes flat, paved trails, wooded areas, and routes through historic city centers. While generally low in elevation, some areas in the northern and western parts of Anne Arundel County offer more significant climbs.

Best road cycling routes around Annapolis

  • The most popular road cycling route is Baltimore & Annapolis and BWI Trail…

Last updated: April 24, 2026

1.0

(1)

24

riders

#1.

Baltimore & Annapolis and BWI Trail Loop

93.6km

04:13

450m

450m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Popular around Annapolis

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

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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

Nancy
October 18, 2025, Bruster's Real Ice Cream

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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Nice wooden bridge that takes you over Spa Creek and out of Truxton Park. It is a great way to enter the park.

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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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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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From this spot on the BWI Trail you get a truly amazing views over the airport. This multi-use trail is the only trail in the U.S. that encircles an international airport, making it a unique spot for a ride.

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Alex
July 23, 2024, Broad Creek

Broad Creek is on the west side of Constitution Road, approximately 500 feet south of the Pennsylvania state line. The watershed Broad Creek is part of spans an area of 40.6 square miles. The mouth of the creek is at the Conowingo Reservoir, where Broad Creek flows into the Susquehanna River.

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Frequently Asked Questions

How many road cycling routes are available around Annapolis?

There are over 15 road cycling routes available around Annapolis on komoot, offering diverse experiences for riders. These routes are highly rated by the komoot community, with an average score of 3.9 stars.

What kind of terrain can I expect on road cycling routes in Annapolis?

Annapolis road cycling routes feature diverse landscapes, including over 500 miles of shoreline, offering views of the Chesapeake Bay, the South River, and Harness Creek. You'll find a mix of flat, paved trails, wooded areas, and routes through historic city centers. While generally low in elevation, some areas in the northern and western parts of Anne Arundel County offer more significant climbs.

What is the general difficulty level of road cycling routes in Annapolis?

The road cycling routes in Annapolis cater to various skill levels. Out of the available routes, 11 are considered easy, and 7 are moderate, making it accessible for both casual riders and those looking for a bit more challenge. There are no routes classified as difficult.

What landmarks or points of interest can I see while road cycling in Annapolis?

Many routes offer views of historic and scenic attractions. You can cycle past the historic Maryland State House, explore the vibrant Annapolis City Dock, or ride along sections of the Baltimore & Annapolis Trail. The Annapolis City Dock – Maryland State House loop from Annapolis is a great option for experiencing the city's charm and architecture.

Are there any circular road cycling routes in Annapolis?

Yes, many road cycling routes in Annapolis are designed as loops, allowing you to start and end at the same point. For example, the Severn River views – Baltimore & Annapolis Trail loop from Navy-Marine Corps Memorial Stadium offers a scenic coastal ride. Another option is the longer Baltimore & Annapolis Trail – BWI Trail loop from Annapolis.

What is the best time of year for road cycling in Annapolis?

Annapolis enjoys mild weather throughout much of the year, making it suitable for cycling across multiple seasons. Spring and fall generally offer the most comfortable temperatures and beautiful scenery. While winter conditions can occur, many paved trails remain accessible.

Are there family-friendly road cycling routes in Annapolis?

Yes, Annapolis offers several family-friendly road cycling options. The Baltimore & Annapolis (B&A) Trail is a 13-mile paved trail known for its flat terrain, making it suitable for various fitness levels and families. Quiet Waters Park also features miles of paved trails perfect for a leisurely family ride.

Where can I find parking near road cycling trails in Annapolis?

Many popular trailheads and parks in Annapolis offer parking facilities. For routes like the Severn River views – Baltimore & Annapolis Trail loop, you can often find parking near the Navy-Marine Corps Memorial Stadium. For city-centric rides, public parking garages in downtown Annapolis are available.

Are there road cycling routes suitable for beginners in Annapolis?

Absolutely. Many routes in Annapolis are classified as easy, perfect for beginners. The Baltimore & Annapolis (B&A) Trail is an excellent choice due to its flat, paved surface. The Annapolis City Dock – Maryland State House loop from Annapolis also provides an easy urban ride through the city's historic areas.

Can I find places to eat or drink along the road cycling routes?

Yes, especially on routes that pass through or near Annapolis city center or other populated areas. The Annapolis City Dock – Maryland State House loop, for instance, takes you directly through areas with numerous cafes, restaurants, and pubs. The B&A Trail also has historical markers and pocket parks, with amenities often accessible nearby.

What do other road cyclists think about the routes in Annapolis?

The road cycling routes in Annapolis are highly regarded by the komoot community, with an average rating of 3.9 stars from over 10 reviews. More than 500 road cyclists have used komoot to explore the area, often praising the scenic coastal paths, historic routes, and the variety of terrain available.

Are there longer road cycling routes for experienced riders in Annapolis?

Yes, for experienced riders seeking longer distances, the Baltimore & Annapolis and BWI Trail Loop is a substantial option, covering over 58 miles (93 km) with moderate elevation changes. This route connects Annapolis to Glen Burnie and encircles the BWI airport, offering varied scenery and a good workout.

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