15
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Road cycling around Chewsville, located in Washington County, Maryland, offers routes through picturesque countryside characterized by rolling hills and valleys. The region provides diverse landscapes for cyclists, with mostly well-paved surfaces suitable for various fitness levels. Proximity to the Appalachian Mountains to the west contributes to varied topography, creating scenic routes through farms and forests. This area is known for its accessible and engaging cycling opportunities directly from the community.
Last updated: July 10, 2026
4
riders
36.5km
01:42
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
41.9km
01:55
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3
riders
79.8km
04:03
1,230m
1,230m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
48.5km
02:20
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Chewsville
The peaceful Appalachian foothills and fields here are far removed from their bloody history. The Antietam National Battlefield commemorates a Civil War battle in 1862. You can explore the beautiful area around the Potomac River on a network of paths. There's a visitor centre, field hospital museum, national military cemetery and Burneside's Bridge.
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Sharpsburg, is a small town steeped in history. You can visit the Antietam National Battlefield, wander through the historic town centre and stop for an ice cream. It's a great place to stop for refreshments on a bike ride.
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Road cycling around Chewsville features picturesque countryside with rolling hills and valleys. The region's varied topography, influenced by its proximity to the Appalachian Mountains, creates diverse and scenic routes through farms and forests. Most surfaces are well-paved, offering a smooth ride.
There are several road cycling routes around Chewsville, with komoot featuring 3 distinct routes in this guide. These routes are generally of moderate difficulty, suitable for various fitness levels.
While all routes in this guide are rated as moderate, the region's rolling hills provide opportunities for significant elevation gain. For example, the Roadbike loop from Williamsport covers nearly 62 miles (99.7 km) with over 860 meters of elevation gain, offering a longer and more demanding ride.
The routes vary in length and duration. For instance, the Roadbike loop from Chewsville is about 26 miles (41.9 km) and takes around 1 hour 55 minutes, while the Roadbike loop from East Hagerstown Park & Ride is 22.6 miles (36.4 km). Longer options, like the Roadbike loop from Williamsport, can extend to nearly 62 miles (99.7 km), requiring about 4 hours 28 minutes.
Yes, all the routes featured in this guide are designed as loops, allowing you to start and finish at the same point. Examples include the Roadbike loop from Chewsville and the Roadbike loop from Hagerstown Premium Outlets.
The routes offer scenic views of Maryland's picturesque countryside, characterized by rolling hills, open farmlands, and charming small towns. You'll cycle through diverse landscapes, including forests and rural areas, providing a beautiful backdrop for your ride.
While cycling, you might encounter various points of interest. For a refreshing stop, consider visiting Misty Meadows Farm Creamery. The region also offers scenic viewpoints like View from Black Rock Cliff and High Rock Overlook, which are popular attractions in the wider Washington County area.
The road cycling experience in Chewsville is highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, scenic countryside, and the well-paved surfaces that make for an enjoyable ride through the region's charming landscapes.
Many road cycling routes in the area, such as the Roadbike loop from East Hagerstown Park & Ride, often start from locations with designated parking facilities, making it convenient to begin your ride. It's always a good idea to check specific starting points for parking availability.
The region's diverse landscape makes it enjoyable for road cycling across multiple seasons. Spring and fall offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. Winter cycling is possible, but conditions can vary, so checking local weather is advisable.
While the routes in this guide are rated moderate, the broader Washington County offers a range of biking opportunities, including flatter, packed-stone trails like those found along the C&O Canal, which are ideal for leisurely family rides. For road cycling specifically, routes with less elevation and shorter distances would be more suitable for families.


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