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Road cycling routes
United States
Maryland

Kent County

The best road cycling routes in Kent County

5.0

(6)

203

riders

11

rides

Road cycling routes in Kent County are characterized by flat to gently rolling terrain, often following scenic waterways and coastal areas. The region features extensive paved trails and quiet roads, making it suitable for various cycling abilities. Elevations are generally low, with routes offering views of rivers and bay landscapes. This environment provides a mix of open stretches and areas with natural features, ideal for road cyclists seeking accessible and varied rides.

Best road cycling routes in Kent County

  • The…

Last updated: August 22, 2026

24

riders

#1.

Cross Island and Kent Island South Trails

50.6km

02:24

50m

50m

Embark on a moderate road cycling adventure along the Cross Island and Kent Island South Trails, covering 31.5 miles (50.6 km) with a gentle elevation gain of 178 feet (54…

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Moderate

45

riders

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

Easy
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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

5.0

(4)

23

riders

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

Easy

8

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

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

Moderate
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Popular around Kent County

Road Cycling Routes in Eastern Neck National Wildlife Refuge

Hiking in Kent County

Cycling in Kent County

Running Trails in Kent County

Tips from the Community

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.

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Eastern Neck National Wildlife Refuge was established in 1962, and many migratory birds can be spotted here. It is a very wild and picturesque area.

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Matthew
February 26, 2024, Rock Hall Harbor

Rock Hall Harbor is home to a bunch of different boating docks, ports, and marinas. There is a large parking area near one of the major docks right here where you can take a break and check out all the boats on the water.

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Tolchester Beach Road dead ends at the coast. There is a rocky shoreline that offers great views onto the water.

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Matthew
February 16, 2024, Rock Hall Harbor

Rock Hall Harbor is home to a bunch of different boating docks, ports, and marinas. There is a large parking area near one of the major docks right here where you can take a break and check out all the boats on the water.

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Tolchester Beach Road dead ends at the coast. There is a rocky shoreline that offers great views onto the water.

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Eastern Neck National Wildlife Refuge was established in 1962, and many migratory birds can be spotted here. A very wild and picturesque area.

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Alex
February 1, 2024, Severn River views

The views from the bridge towards the River Severn are wide and panoramic, with a lot to see on the horizon. Renowned for its rich maritime history, the river offers scenic beauty, recreational opportunities, and is home to the United States Naval Academy. Its serene waters and cultural significance make it a cherished and vibrant waterway.

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Frequently Asked Questions

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

Road cycling routes in Kent County are generally characterized by flat to gently rolling terrain. You'll often find yourself following scenic waterways and coastal areas, with extensive paved trails and quiet roads. The landscape offers a mix of open stretches and natural features, making it suitable for various cycling abilities.

How many road cycling routes are available in Kent County?

There are over 10 road cycling routes detailed in Kent County, offering a variety of experiences for cyclists. These routes are highly rated by the komoot community, with an average score of 5.0 stars.

Are there any easy road cycling routes for beginners or casual riders?

Yes, Kent County offers several easy road cycling routes. For example, the Roadbike loop from Rock Hall is an easy 23 km ride, and the Swan Cove loop from Stevensville is another easy option at around 20 km.

What are some moderate road cycling routes in Kent County?

For those looking for a moderate challenge, the Cross Island and Kent Island South Trails route is a popular choice, spanning over 50 km and connecting two islands with expansive waterfront views. Another great option is the Swan Cove – Bennetts Point Landing loop from Stevensville, which covers nearly 50 km through coastal landscapes.

What can I see along the road cycling routes in Kent County?

Many routes offer scenic riverfront views and coastal landscapes. You can explore attractions like Rock Hall Harbor, a charming waterfront area, or enjoy the natural beauty of the Bayview Butterfly Trail. The Tolchester Beach also offers picturesque views.

Are there any long-distance road cycling routes in Kent County?

Yes, for longer rides, consider routes like the Severn River views – Baltimore & Annapolis Trail loop from Skidmore, which is a substantial 74 km path featuring scenic river views. The Cross Island and Kent Island South Trails also offers a significant distance at over 50 km.

What do other road cyclists enjoy most about cycling in Kent County?

The komoot community highly rates the road cycling experience in Kent County, with an average score of 5.0 stars. Reviewers often praise the flat coastal paths, beautiful riverfront views, and the agricultural scenery that defines many of the routes. The network offers accessible and varied rides for different ability levels.

Are there any circular road cycling routes in Kent County?

Many of the routes in Kent County are designed as loops, offering convenient circular rides. Examples include the Rock Hall Harbor loop from Rock Hall, the Matapeake Park loop from Stevensville, and the Swan Cove loop from Kent Narrows.

What are the best times of year for road cycling in Kent County?

While specific seasonal data isn't provided, coastal regions like Kent County generally offer pleasant cycling conditions during spring and fall, with milder temperatures and beautiful scenery. Summer can be warm, and winter might be cooler, but many routes remain accessible year-round.

Where can I find more information about parks in Kent County?

For a comprehensive list of parks and their amenities in Kent County, you can visit the official county website: kentcountymi.gov.

Are there any routes that connect different islands or significant landmasses?

Yes, the Cross Island and Kent Island South Trails route is notable for connecting two islands, providing expansive waterfront views and a unique cycling experience across different landmasses.

Most popular routes in Kent County

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Check out more Road cycling routes throughout Kent County below and find the perfect route in your destination.

Eastern Neck National Wildlife Refuge

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