4.8
(9)
613
riders
11
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.
Last updated: April 24, 2026
29
riders
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.
5.0
(2)
154
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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10
riders
71.6km
03:08
610m
610m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
4
riders
56.4km
02:48
430m
430m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5
riders
34.2km
01:46
360m
360m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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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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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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The stretch of the W&OD from Leesburg to Purcellville (~10 miles) is by far the best section.
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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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The Leesburg Quarry is a historical site right off the Washington & Old Dominion Trail. This paved multi-use trail is about 45 miles and is a great way to ride around the area free of cars. There is a historical marker right off the trail in front of the old quarry. In the 1860s, the railroad's arrival spawned businesses like the Leesburg Lime Company, operating here since 1868. Using dynamite, quarriers extracted limestone, later burned in kilns. The company supplied farmers with fertilizer and builders with plaster. Its decline came when bluestone from the eastern county proved more durable for roads.
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The Luck Stone Quarry overlook, just off the W&OD (Washington & Old Dominion) bike path offers you a view of the quarry below. The nearby city of Leesburg and it's Quarry has played a major part in the developing of Northern Virginia.
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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