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Routes
Road cycling routes
United States
Virginia
Loudoun County

Purcellville

The best road cycling routes around Purcellville

4.7

(12)

844

riders

12

rides

Road cycling routes around Purcellville, Virginia, traverse diverse landscapes and extensive trail networks. The region features rolling terrain, views of the Blue Ridge Mountains, and tranquil Virginia countryside. A prominent feature is the Washington & Old Dominion (W&OD) Trail, a mostly level, paved path, which is complemented by an extensive network of historic gravel roads. This combination provides varied terrain for road cyclists.

Best road cycling routes around Purcellville

  • The most popular road cycling route is Washington & Old Dominion…

Last updated: May 10, 2026

30

riders

#1.

Washington & Old Dominion Trail: Leesburg Loop

50.8km

02:10

310m

310m

Cycle the moderate 31.6-mile Washington & Old Dominion Trail: Leesburg Loop, gaining 1011 feet through scenic Virginia countryside.

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Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

5.0

(1)

4

riders

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Purcellville

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Tips from the Community

Garymm755
February 28, 2026, Herndon Caboose Park

Cool place to stop.

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Nice people, great snacks and beer.

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Great cycle shop with coffee, beer, snacks, energy bars,restrooms and super helpful staff. They have bike pumps available as well as a fully functioning bike servicing shop.

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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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Goosecup is a coffee shop, located in Leesburg, VA. It is is a popular spot with locals and visitors alike and is known for its coffee and cozy atmosphere.

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Herndon Caboose Park is located in the heart of Herndon, VA, and is a small but historically significant park centered around a restored caboose from the Washington & Old Dominion (W&OD) Railroad. This vibrant red caboose serves as a nod to the town’s railway heritage and is a favorite spot for photos. There are a few benches and green spaces, as well as informational plaques about the area’s railroading history. Situated along the popular W&OD Trail, it’s a popular rest stop for cyclists and walkers.

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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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Great bike store - friendly and helpful. Easy stop on the trail

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Frequently Asked Questions

What types of road cycling routes can I find around Purcellville?

Purcellville offers a diverse range of road cycling experiences. You'll find paved paths like the famous Washington & Old Dominion (W&OD) Trail, which is mostly level and suitable for all skill levels. Additionally, the region boasts an extensive network of nearly 300 miles of historic gravel roads, providing more challenging and scenic rides through rolling terrain, past historic properties, and with views of the Blue Ridge Mountains.

Are there any easy or beginner-friendly road cycling routes in Purcellville?

Yes, Purcellville has several easy routes perfect for beginners or those seeking a gentle ride. A great option is the Goosecup Coffee Shop – W&OD Trail — Leesburg section loop from Purcellville, an easy 21.4-mile (34.5 km) path that provides a gentle ride along the paved W&OD Trail. The W&OD Trail itself is known for being mostly level and accessible.

What are some popular moderate road cycling routes in the area?

For moderate rides, the Washington & Old Dominion Trail: Leesburg Loop is a popular choice, covering 31.6 miles (50.8 km) along the paved W&OD Trail. Another well-liked route is the Herndon Caboose Park – Green Lizard Cycling, Herndon loop from Purcellville, which is a longer 50.5-mile (81.3 km) trail leading through varied terrain.

What kind of scenery and landmarks can I expect to see along the road cycling routes?

Cycling routes around Purcellville offer picturesque views of the Blue Ridge Mountains and tranquil Virginia countryside. Along the W&OD Trail, you can pass by the historic Clarkes Gap Stone-Arch Bridge. Many routes also traverse past historic properties, working farms, and horse country. The Purcellville Train Station marks the western terminus of the W&OD Trail and is a notable landmark.

Are there any circular road cycling routes available?

Yes, many of the road cycling routes around Purcellville are designed as loops. For instance, the Washington & Old Dominion Trail: Leesburg Loop and the Goosecup Coffee Shop – W&OD Trail — Leesburg section loop from Purcellville are both popular circular options that allow you to start and end in the same location.

Where can I park my car to access the road cycling trails in Purcellville?

Cyclists can easily access the W&OD Trail with multiple parking options available directly in Purcellville. The Purcellville Train Station, which is the western terminus of the W&OD Trail, is a convenient starting point and typically offers parking.

What do other road cyclists say about the routes in Purcellville?

The road cycling routes in Purcellville are highly rated by the komoot community, with an average score of 4.6 stars from over 10 reviews. More than 700 road cyclists have used komoot to explore the varied terrain, often praising the well-maintained W&OD Trail and the scenic beauty of the rural roads.

Can I combine road cycling with visits to local attractions like vineyards or breweries?

Absolutely. Purcellville is located in a region renowned for its craft beverage scene. Many cycling routes are specifically designed to connect these establishments, allowing riders to enjoy their outdoor activity with visits to local wineries and breweries. The extensive network of gravel roads, in particular, often passes by these venues.

Are there any routes that offer views of the Blue Ridge Mountains?

Yes, many of the cycling routes, especially those on the historic gravel roads in Loudoun County, offer impressive views of the Blue Ridge Mountains. Routes like the Middleburg Vineyard Tour and the Waterford Dirt Ride are known for their scenic vistas of the mountains and surrounding horse country.

Is the W&OD Trail suitable for families?

The Washington & Old Dominion (W&OD) Trail is celebrated for being mostly level, often shaded, and suitable for cyclists of all skill levels, making it an excellent choice for families. Its paved surface and gentle gradients provide a safe and enjoyable experience for riders of varying ages and abilities.

What is the best time of year for road cycling in Purcellville?

The region offers enjoyable cycling conditions across multiple seasons. Spring and fall typically provide pleasant temperatures and beautiful scenery, with changing foliage in autumn. Summer can be warm, but many routes, especially the W&OD Trail, offer shaded sections. Winter cycling is possible, though conditions may vary.

Are there any longer, more challenging road cycling routes for experienced riders?

Yes, for experienced riders seeking a challenge, routes like the Luck Stone Quarry Overlook – Lovely Aldie loop from Purcellville offer a moderate challenge over 44.5 miles (71.6 km) with significant elevation gain. The extensive network of historic gravel roads also provides more demanding terrain and longer distances for advanced cyclists.

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