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Routes
Cycling routes
United States
Virginia
Loudoun County

Round Hill

The best cycling routes around Round Hill

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.

Best touring cycling routes around Round Hill

  • The most popular touring cycling route is Clarke's Gap – W&OD Trail — Leesburg section loop from Purcellville, a 21.6 miles (34.8 km) trail that takes 2 hours 2 minutes to complete. This moderate route offers a blend of scenic views and varied terrain.
  • Another top favourite among local touring cyclists is W&OD Trail — Leesburg section – The End of the W&OD loop from Purcellville, a difficult 36.9 miles (59.3 km) path. This route provides a longer, more challenging ride through the region's diverse landscapes.
  • Local touring cyclists also love the Hamilton Station loop from Purcellville, a 13.0 miles (20.9 km) trail leading through local farmlands, often completed in about 1 hour 13 minutes.
  • Touring cycling around Round Hill is defined by rolling hills, canal paths, and scenic farmlands. The network offers options for different ability levels, from easy loops to more challenging routes with significant elevation.
  • The routes in Round Hill are highly rated by the komoot community with an average score of 4.7 stars from over 10 reviews. More than 100 touring cyclists have used komoot to explore Round Hill's varied terrain.

Last updated: May 16, 2026

18

riders

#1.

W&OD Trail — Leesburg section – The End of the W&OD loop from Purcellville

59.4km

04:34

580m

580m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

4

riders

21.4km

01:51

230m

230m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Round Hill

Hiking around Round Hill

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Tips from the Community

S Schwark
March 13, 2025, Purcellville Train Station – Washington & Old Dominion Trailhead

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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Picturesque gentle climb on the W&OD, a reminder that this was a railway for years and years

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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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Stop for a quick history lesson at the sign!

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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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At 582 feet, Clarkes Gap, was the highest point on the Washington & Old Dominion Railroad. The stone bridge dates from the 1870s, but instead of a railway line now going underneath, there is a recreational trail and this is a super trail for cycling.

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Frequently Asked Questions

How many touring cycling routes are available around Round Hill?

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.

What kind of terrain can I expect on touring cycling routes in Round Hill?

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.

Are there any family-friendly touring cycling routes in the Round Hill area?

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.

Where can I find challenging touring cycling routes with significant elevation?

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.

What natural features or viewpoints can I expect to see along the cycling routes?

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.

Are there any circular touring cycling routes around Round Hill?

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.

What is the best time of year for touring cycling in Round Hill?

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.

Are there places to eat or drink near the cycling routes?

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.

What are some interesting landmarks or attractions to explore near the cycling routes?

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.

What do other touring cyclists enjoy most about cycling in Round Hill?

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.

Are there any long-distance touring cycling options in the area?

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.

Is public transport available to access touring cycling routes in Round Hill?

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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