RoutesPlannerFeaturesUpdates
App
Login or Signup
Get the App
Login or Signup
Routes
Road cycling routes
United States
Maryland

Queen Anne'S County

The best road cycling routes in Queen Anne's County

3.8

(22)

879

riders

29

rides

Road cycling in Queen Anne's County offers diverse landscapes, from level to gently rolling farmland, making it accessible for various abilities. The region is characterized by its extensive waterfront along the Chesapeake Bay and its tributaries, providing scenic views. Cyclists can explore dedicated paved trails and numerous road routes that traverse farmlands, meadows, and wooded areas. The topography generally features minimal elevation gain, ideal for smooth road cycling experiences.

Best road cycling routes in Queen Anne's County

  • The most popular…

Last updated: October 10, 2026

1.0

(1)

25

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.

Navigate with deviceSend to Phone
Save
Moderate

4.0

(1)

27

riders

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

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.
Sign up for free

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Moderate

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

Moderate

48

riders

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

Easy

4.7

(3)

38

riders

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

5.0

(2)

23

riders

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

Easy

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

Easy
Sign up for free to see 20 more rides in Queen Anne's County.

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

Popular around Queen Anne'S County

Road Cycling Routes around Kent Narrows

Road Cycling Routes around Stevensville

Road Cycling Routes around Chester

Road Cycling Routes around Grasonville

Road Cycling Routes in Love Point State Park

Hiking in Queen Anne's County

Cycling in Queen Anne's County

Running Trails in Queen Anne's County

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

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.

Translated by Google•

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

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.

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

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

mtm05005
July 23, 2024, B&A Trail

The Baltimore & Annapolis (B&A) Trail is a 13-mile rail trail that connects Baltimore & Annapolis. It is fully paved and runs along an old railroad corridor.

1

0

Frequently Asked Questions

What kind of terrain can I expect when road cycling in Queen Anne's County?

Queen Anne's County offers diverse landscapes, primarily characterized by level to gently rolling farmland. You'll find extensive waterfront views along the Chesapeake Bay and its tributaries, as well as routes winding through farmlands, meadows, and wooded areas. The topography generally features minimal elevation gain, making it ideal for smooth road cycling experiences.

How many road cycling routes are available in Queen Anne's County?

There are over 25 road cycling routes in Queen Anne's County, catering to various preferences and skill levels. These include dedicated paved trails and numerous road routes that showcase the region's natural beauty.

Are there dedicated paved cycling trails in Queen Anne's County?

Yes, Queen Anne's County features popular paved, off-road trails. The Cross Island Trail is a notable 7-mile route, and its companion, the South Island Trail, also spans 7 miles. These trails are relatively flat and well-maintained, suitable for all ages and abilities.

Can I combine trails for a longer road cycling experience?

Absolutely! You can combine the Cross Island Trail and the South Island Trail for a longer ride. This creates a round trip of approximately 28 miles, offering varied scenery from Terrapin Nature Park to Romancoke Fishing Pier.

Are there road cycling routes suitable for beginners or families?

Yes, Queen Anne's County has many routes suitable for beginners and families due to its generally flat to gently rolling terrain. For example, the Saint Michaels to Oxford loop is an easy 29.1-mile path, and the Swan Cove loop from Stevensville is an easy 20 km route, both offering pleasant rides.

What are some interesting landmarks or natural features I can see along the road cycling routes?

Many routes offer scenic views and pass by notable attractions. You can cycle past Matapeake Park, which features a public beach and fishing pier, or explore areas near Swan Cove. The Cross Island Trail also offers views of Terrapin Nature Park, known for its panoramic Chesapeake Bay vistas.

Where can I park for road cycling routes in Queen Anne's County?

Parking is available at key access points for popular trails. For the Cross Island Trail, you can find parking at Terrapin Nature Park. For the South Island Trail, Matapeake State Park serves as a convenient starting point with parking facilities.

What is the best time of year to go road cycling in Queen Anne's County?

The spring and fall months generally offer the most pleasant conditions for road cycling in Queen Anne's County, with mild temperatures and beautiful scenery. Summer can also be enjoyable, especially along routes with shaded sections or water views, though it can be warmer.

Are there any loop road cycling routes in the area?

Yes, there are several loop routes available. Examples include the Roadbike loop from Claiborne, the Swan Cove – Bennetts Point Landing loop from Stevensville, and the Matapeake Park loop from Stevensville, providing circular journeys through the scenic landscape.

What do other road cyclists enjoy most about cycling in Queen Anne's County?

The area is highly rated by the komoot community, with an average score of 4.25 stars from over 19 reviews. Reviewers often praise the diverse landscapes, from quiet farmlands to scenic waterfronts, and the accessibility of routes for various abilities, including dedicated paved trails.

Are there any challenging road cycling routes for experienced riders?

While much of Queen Anne's County is gently rolling, there are routes that offer more challenge. For instance, the Severn River views – Baltimore & Annapolis Trail loop from Skidmore is a moderate 74 km route with more elevation gain, providing a more demanding experience for advanced cyclists.

Can I find routes that offer a mix of woods, farms, and residential areas?

Yes, many road routes in Queen Anne's County offer a blend of scenery. The 'Grasonville Flatlands' route, for example, combines woods, farms, and residential areas, and also provides opportunities to visit the Chesapeake Bay Environmental Center.

Most popular routes in Queen Anne's County

Hiking in Queen Anne's County

Most popular attractions in Queen Anne's County

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now
Store rating

Didn’t find what you were looking for?

Check out more Road cycling routes throughout Queen Anne'S County below and find the perfect route in your destination.

StevensvilleLove Point State ParkChesterKent NarrowsGrasonville

Nearby adventure guides

Things to Do around Queenstown

background

Get ready to conquer new peaks

Sign up for Free
Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy