5.0
(2)
293
riders
20
rides
Road cycling routes around Bensville, Maryland, are characterized by a mix of paved trails and rural roads, offering varied terrain for cyclists. The region features the notable Indian Head Rail Trail, providing a relatively flat and accessible cycling experience. Surrounding areas include gentle hills and open landscapes, with elevation gains on routes ranging from approximately 100 meters to over 400 meters. This allows for both easy and moderate road cycling options.
Last updated: July 13, 2026
5.0
(1)
28
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
12
riders
79.5km
03:19
420m
420m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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11
riders
94.4km
03:57
410m
410m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
6
riders
45.8km
02:01
190m
190m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
67.6km
02:52
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Bensville
This recreation area is managed by BLM and is part of the Potomac Heritage Trail. It is a diverse area with shorelines along the east side of the Potomac River, 548 acres of forest, and a historical walk. The main trails that loop through the park are the Chiles Homesite Trail and the Cal Posey Trail, which connect the North and South trailheads for the area. This is a great area for a day hike and also adds some nice off-road hiking to the section of the Potomac Heritage Trail that it runs along.
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Smallwood State Park is a 628 acre park on the Potomac River. The park has a marina, picnic area, restrooms, and a camping area. The park is also home to Smallwood Retreat. The house used to be the home of Major General William Smallwood, a Continental Army officer and Governor of Maryland. The house has been preserved and is open to visitors.
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You can get off at the end of the trail and take the road back. It's a strait shot, and it'll be a loop instead of a strait line .
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This is a paved, wide trail that leads 13 miles (21 km) through Charles County. On the way, you'll find pavillions and benches to stop for a snack and toilet facilities. There are wildlife viewing areas too.
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Myrtle Grove is made up of forests of oak, maple, beech, sycamore, poplar and other tree species. Its wetlands are home to diverse bird and animal species. Listen out for the barred owls call here. It sounds like: 'who cooks for you, who cooks for you all!' There's a lake, pond and two reservoirs to explore too. Be aware that hunting takes place at the park.
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Mattawoman area is a real gem. The Mattawoman Creek winds through long reeds and marshes, surrounded by tidal forest. In spring and summer, forest songbirds tweet from the trees. Trails lead through the park and to vantage points where you can watch migratory birds come and go.
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There are over 25 road cycling routes available around Bensville, offering a variety of experiences for different skill levels.
Road cycling routes around Bensville, Maryland, feature a mix of paved trails and rural roads. You'll find relatively flat and accessible sections, particularly along the Indian Head Rail Trail, as well as gentle hills and open landscapes in surrounding areas.
Yes, Bensville offers options for various skill levels. You'll find several easy routes, such as the Indian Head Rail Trail – Myrtle Grove loop from Kings Manor South, which is primarily flat. For those seeking more challenge, there are numerous moderate routes with greater distances and elevation gains, but no difficult routes are listed.
The road cycling routes in Bensville are highly rated by the komoot community, with an average score of 5.0 stars from over 8 reviews. More than 430 road cyclists have used komoot to explore the varied terrain, often praising the smooth rides and scenic rural landscapes.
Yes, for experienced riders looking for longer distances, routes like the Rose Hill loop from Waldorf cover approximately 58.6 miles (94.4 km) with over 400 meters of elevation gain, traversing rural landscapes.
Absolutely. The Indian Head Rail Trail – Myrtle Grove loop from Kings Manor South is an excellent easy option, primarily following the paved Indian Head Rail Trail for a smooth ride with minimal elevation changes.
Many of the road cycling routes around Bensville are designed as loops, allowing you to start and end at the same point. Examples include the Indian Head Rail Trail loop from South Potomac Church & US 301 and the Rose Hill loop from Waldorf.
While cycling around Bensville, you can explore several notable attractions. The Indian Head Rail Trail itself is a significant feature. Nearby, you might consider visiting historical sites like George Washington's Mount Vernon or enjoying the natural settings of Fort Hunt Park.
Elevation gains on road cycling routes around Bensville vary. Easy routes, particularly those on the Indian Head Rail Trail, can have as little as 100 meters of gain. Moderate routes, such as the Waldorf Nrp Barracks loop from Waldorf, can feature over 400 meters of climbing.
Yes, the Indian Head Rail Trail is a paved rail trail, making it highly suitable for road bikes. It offers a smooth surface and minimal elevation changes, perfect for a relaxed ride.
While specific crowd levels can vary, exploring the rural roads connecting to the main rail trail routes, such as those found on the Indian Head Rail Trail – Indian Head Rail Trail loop from Accokeek, might offer a more serene experience away from the most popular sections.
The region's climate suggests that spring and fall offer the most comfortable conditions for road cycling in Bensville, with milder temperatures and pleasant scenery. Summer can be warm, but early mornings or late afternoons are still enjoyable.


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