4.7
(18)
181
riders
15
rides
Touring cycling routes around Round Hill traverse a landscape characterized by rolling hills and diverse natural features. The region offers access to both the challenging terrain near the Appalachian Trail and the more level paths of the C&O Canal. This topography provides varied experiences for touring cyclists, from routes with significant elevation changes to more leisurely rides through farmlands and past vineyards. The area's natural parks also contribute to a network of trails suitable for different cycling preferences.
Last updated: May 16, 2026
18
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
30
riders
20.5km
01:12
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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7
riders
62.2km
05:28
610m
610m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
21.4km
01:51
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
44.2km
03:42
350m
350m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Purcellville, at the end of the rail line, has great places to stop. Monk's BBQ is fantastic and easy, and if you want to simply spend more time you can take the distillery tour at the Catoctin Creek Distilling Company (makers of great rye and other spirits). They town has also kept the old downtown shopping area straight out of the 1940s, which is great to see.
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Along this scenic, generally well-maintained gravel road is a large horse farm. Be on the lookout for the horses grazing as you ride past.
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Stop in at Sweet Rose Bake Shop right across the street from the end of the trail. Family owned, super nice folks, kombucha is great. Puff pastries are vegan.
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The stretch of the W&OD from Leesburg to Purcellville (~10 miles) is by far the best section.
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Vegan Pasta hit the spot!!! Right in downtown Leesburg.
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There are 15 touring cycling routes around Round Hill, offering a variety of experiences for different skill levels. These routes are highly rated by the komoot community, with an average score of 4.7 stars.
Touring cycling around Round Hill is characterized by rolling hills and scenic farmlands. You'll find routes with significant elevation changes, particularly closer to the Appalachian Trail, as well as more level paths like sections of the C&O Canal. The diverse topography provides options from challenging climbs to leisurely rides.
Yes, there are routes suitable for families. For example, the Hamilton Station loop from Purcellville is an easy 13.0-mile (20.9 km) trail that leads through local farmlands, offering a pleasant ride for various skill levels. Round Hill Park also features extensive trails suitable for biking.
For more challenging rides with notable elevation, consider routes like W&OD Trail — Leesburg section – The End of the W&OD loop from Purcellville, which is a difficult 36.9-mile (59.3 km) path with over 570 meters of ascent. Another option is Bridge over Beacerdam Creek – The End of the W&OD loop from Purcellville, a difficult 62.2-mile (100.1 km) route with over 610 meters of climbing.
The region offers several natural features and scenic viewpoints. You might encounter sections of the Appalachian Trail, rolling farmlands, and access to the C&O Canal. Notable viewpoints include Bears Den Overlook and Raven Rocks Overlook, which provide picturesque views of the surrounding landscape.
Yes, many routes are designed as loops, allowing you to start and end at the same point. Examples include the moderate Clarke's Gap – W&OD Trail — Leesburg section loop from Purcellville and the easy Hamilton Station loop from Purcellville, both offering convenient circular journeys.
The best time for touring cycling in Round Hill is generally during spring, summer, and fall when the weather is mild and the natural scenery is at its peak. The region's rolling hills and farmlands are particularly beautiful during these seasons. While winter cycling is possible, be prepared for colder temperatures and potentially icy conditions.
Yes, the Round Hill area is known for its local vineyards and breweries, which can be found near many routes. These include Bluemont Vineyard, Doukenie Winery, Twin Oaks Tavern Winery, and breweries like Bear Chase Brewing Company and Dirt Farm Brewing, offering opportunities for refreshments and breaks during your ride.
Beyond the cycling itself, you can explore several attractions. The Purcellville Train Station – Washington & Old Dominion Trailhead is a significant starting point. You can also visit Round Hill Park, a large county park with trails and a working demonstration farm, or the nearby Harpers Ferry National Historical Park for historical and natural scenery.
The komoot community highly rates the touring cycling routes in Round Hill, with an average score of 4.7 stars. Cyclists often praise the blend of scenic views, varied terrain from rolling hills to canal paths, and the charm of riding through local farmlands and past vineyards.
Yes, for those seeking longer rides, routes like the difficult Bridge over Beacerdam Creek – The End of the W&OD loop from Purcellville cover over 62 miles (100 km). The region's connection to the W&OD Trail also provides opportunities for extended journeys.
While specific public transport options directly to all trailheads might be limited, the region is accessible by car, and many routes originate from towns like Purcellville, which may have local transport connections. It's advisable to check local transit schedules for specific access points.


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