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.
Last updated: April 24, 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
(8)
278
riders
77.3km
03:36
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Sign up for free
3.0
(1)
26
riders
27.9km
01:23
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
16
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
44.4km
01:59
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
best ice cream around they even have vegan options well worth the stop
0
0
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.
0
0
Nice wooden bridge that takes you over Spa Creek and out of Truxton Park. It is a great way to enter the park.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
0
0
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


Browse the best Road cycling routes in other regions.