99
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11
rides
Touring cycling routes around Pleasant Hills are characterized by rolling terrain, river valleys, and historical landmarks. The region features trails that follow waterways like the Little Gunpowder River and Winters Run River, often incorporating former railroad beds. This landscape provides varied cycling experiences, from gentle riverside paths to routes with significant elevation changes.
Last updated: July 12, 2026
15
riders
35.0km
03:18
470m
470m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
riders
24.0km
02:07
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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14
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
21.5km
01:58
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
15.8km
01:31
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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This 297-meter section of Bottom Road is compacted dirt, however it's really well maintained and smooth. Just use caution on really rainy days.
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You can view the quarry from the top or from the bottom. From here you get great sweeping views off the ledge, and if you swing down below via the Little Gunpowder Trail you can look up to see its towering stone walls. The trail to this point from east is a little easier.
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Jerusalem Mill Section is part of the vast Gunpowder Falls State Park. An endless network of trails will lead you to the discovery of this beautiful corner of Maryland.
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There is ample parking at the trailhead and access to the trail system on both sides of the road. From here you can explore a network of peaceful singletrack trails that fork off of Little Gunpowder.
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This is a wonderfully scenic singletrack trail that winds its way along the southern bank of Little Gunpowder Falls with continuous views of the river. The trail is packed dirt and only mildly technical.
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The waterfall cascades down the length of the Waterfall Trail, which follows Dick Branch on both sides. There are stepping logs and stones to help you cross the creek.
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The iconic bridge here is beautiful and open to views of Little Gunpowder Falls. The bridge is narrow and you share the road with the cars while you cross.
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This is an old segment of the Maryland & Pennsylvania Railroad. You can follow the MD & PA Trail for a few miles along the river and through the trees between Pleasantville Bridge and Bottom Road Bridge.
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There are 10 touring cycling routes available around Pleasant Hills. These routes offer a variety of experiences, from easy rides to more challenging excursions.
The touring cycling routes around Pleasant Hills are characterized by rolling terrain and river valleys. Many trails follow waterways like the Little Gunpowder River and Winters Run River, often incorporating former railroad beds. You'll find a mix of gentle riverside paths and routes with significant elevation changes.
Yes, Pleasant Hills offers a range of touring cycling routes suitable for different ability levels. You can find 2 easy routes, 5 moderate routes, and 3 difficult routes, ensuring options for beginners and experienced cyclists alike.
Many routes pass by historical landmarks and natural features. For instance, the Little Gunpowder Trail – Jerusalem Mill Section loop from Fallston passes by the historic Jerusalem Mill. You can also find routes that feature the Jericho Covered Bridge, and trails like the Sawmill Trail and Sweathouse Trail.
Yes, many of the touring cycling routes in Pleasant Hills are designed as loops. Examples include the Little Gunpowder Trail – Jerusalem Mill Section loop from Fallston, the Bottom Road Steel Bridge – Abandoned railroad loop from Fallston, and the Jericho Covered Bridge – Jerusalem Mill Trail loop from Germantown.
Yes, there are family-friendly options among the touring cycling routes. Routes with easier difficulty grades, such as the Ma & Pa Trail – Winters Run River loop from Bel Air, are generally suitable for families looking for a more relaxed ride.
The most popular touring cycling route is the Little Gunpowder Trail – Jerusalem Mill Section loop from Fallston. This difficult 21.8-mile route follows a scenic river valley and passes historic sites, making it a favorite among local cyclists.
Yes, several routes utilize former railroad beds, offering a unique historical cycling experience. A notable example is the Bottom Road Steel Bridge – Abandoned railroad loop from Fallston, which incorporates sections of an abandoned railway.
For a moderate touring cycling experience, consider the Bottom Road Steel Bridge – Abandoned railroad loop from Fallston. This 13.4-mile path offers a blend of scenic views and historical interest without being overly strenuous.
If you're looking for a longer and more challenging ride, the Jericho Covered Bridge – Jerusalem Mill Trail loop from Germantown is an excellent choice. This difficult 33.7-mile route leads through river valleys and past historic bridges, typically taking over 4 hours to complete.
The komoot community frequently praises the varied terrain, the scenic river valleys, and the historical features like covered bridges and old railroad beds. Cyclists appreciate the network of routes that cater to different skill levels, allowing everyone to enjoy the region's unique landscape.


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