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Routes
Road cycling routes
United States
Virginia
Loudoun County

Ashburn

The best road cycling routes around Ashburn

4.8

(46)

3,093

riders

47

rides

Road cycling routes around Ashburn offer diverse landscapes, featuring a mix of paved paths and scenic routes through rolling hills and woodlands. The region is characterized by the extensive Washington & Old Dominion (W&OD) Trail, providing varied terrain for cyclists. Natural preserves like Beaverdam Reservoir Park and Brambleton Regional Park add to the area's appeal. Routes range from mostly level paths along old railroad beds to those with significant elevation changes, catering to different fitness levels.

Best road cycling routes around Ashburn

  • The most popular road cycling route is Middleburg, Virginia – Lovely Aldie loop from Ashburn, a 56.7 miles (91.3 km) trail that takes 4 hours 19 minutes to complete. This moderate route explores the picturesque countryside around Middleburg and Aldie.
  • Another top favourite among local road cyclists is W&OD Trail — Leesburg section – Luck Stone Quarry Overlook loop from Belmont, an easy 15.1 miles (24.3 km) path. This route utilizes a section of the W&OD Trail, offering a mostly flat ride with views towards the Luck Stone Quarry.
  • Local road cyclists also love the View of the Luck Stone Quarry – Goosecup Coffee Shop loop from Loudoun Gateway, a 72.4 miles (116.5 km) trail leading through varied terrain with significant climbs, often completed in about 5 hours 11 minutes.
  • Road cycling around Ashburn is defined by the paved W&OD Trail, rolling hills, and natural preserves like Beaverdam Reservoir Park. The network offers options for easy, moderate, and difficult routes, accommodating various ability levels.
  • The routes in Ashburn are highly rated by the komoot community with an average score of 4.6 stars from over 20 reviews. More than 1,700 road cyclists have used komoot to explore Ashburn's varied terrain.

Last updated: August 9, 2026

59

riders

#1.

Middleburg, Virginia – Lovely Aldie loop from Ashburn

91.3km

04:19

800m

790m

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

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Moderate

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

Moderate
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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. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Moderate
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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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The Washington & Old Dominion Trail and Bridal Path parallel one another as the trails run through a tunnel of green between Leesburg and Ashburn.

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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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Beautiful fun town with nice places to stop and eat. A couple of gas stations with easy Gatorade if you need to top off, or places to stop and grab lunch if you have more time

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The building that serves as the Herndon Depot Museum, also known as the Herndon Historical Society Museum, was built in 1875 to replace the original railway depot shed that was built in 1857. It was added to the National Register of Historic Places on June 18, 1979.

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The building that serves as Herndon Town Hall was built in 1939. It was the town's first official municipal building.

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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Ashburn?

Ashburn offers a diverse road cycling landscape. You'll find a mix of mostly level, paved paths, such as the extensive Washington & Old Dominion (W&OD) Trail, alongside routes with rolling hills and significant elevation changes, especially as you venture into the picturesque countryside around Middleburg and Aldie. The region's woodlands and natural preserves provide varied scenery.

Are there any easy road cycling routes suitable for beginners or families in Ashburn?

Yes, Ashburn has several easy routes. The W&OD Trail — Leesburg section – Luck Stone Quarry Overlook loop from Belmont is an excellent choice. This 24.3 km path utilizes a section of the W&OD Trail, offering a mostly flat ride. The W&OD Trail itself is largely level, making it ideal for all fitness levels and family outings.

Where can I find routes with significant elevation gain for a more challenging ride?

For a more challenging experience with significant climbs, consider routes like the View of the Luck Stone Quarry – Goosecup Coffee Shop loop from Loudoun Gateway. This 116.5 km route leads through varied terrain and includes substantial elevation changes, often taking over 5 hours to complete. Another option is the Woodburn Road Climb – Luck Stone Quarry Overlook loop from Ashburn, which features a notable climb.

What are some scenic viewpoints or natural features I can see along the road cycling routes?

Many routes offer scenic views. The Luck Stone Quarry Overlook is a notable viewpoint featured in several routes. You can also experience the serene woodlands and natural beauty of areas like Beaverdam Reservoir Park and Banshee Reeks Nature Preserve, which provide a beautiful backdrop to your ride, even if not directly on a paved cycling path.

Are there any long-distance road cycling routes available in Ashburn?

Absolutely. Ashburn offers several long-distance routes for endurance cyclists. The Middleburg, Virginia – Lovely Aldie loop from Ashburn is a popular moderate route spanning 91.3 km. For an even longer ride, the Horse Farm near Philomont – Luck Stone Quarry Overlook loop from Ashburn covers over 102 km, taking you through picturesque countryside.

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

The road cycling routes in Ashburn are highly rated by the komoot community, with an average score of 4.8 stars from over 30 reviews. Cyclists often praise the varied terrain, from the smooth W&OD Trail to the challenging climbs, and the beautiful scenery, including views of the countryside and natural preserves.

Are there any loop trails for road cycling in the Ashburn area?

Yes, many of the road cycling routes around Ashburn are designed as loops, allowing you to start and end at the same point. Examples include the Middleburg, Virginia – Lovely Aldie loop from Ashburn and the W&OD Trail — Leesburg section – Luck Stone Quarry Overlook loop from Belmont, providing convenient circular journeys.

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

Ashburn offers enjoyable cycling conditions through much of the year. Spring and fall generally provide the most pleasant temperatures and vibrant scenery. Summer can be warm, but early mornings or late afternoons are often ideal. Winter cycling is possible, but check local weather conditions for ice or snow, especially on less-trafficked roads.

Are there places to stop for coffee or snacks along the road cycling routes?

Yes, Ashburn and its surrounding towns offer amenities for cyclists. The W&OD Trail, in particular, passes through several towns with cafes and shops. For example, the View of the Luck Stone Quarry – Goosecup Coffee Shop loop from Loudoun Gateway specifically highlights a coffee shop, indicating that such stops are integrated into routes.

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

The Washington & Old Dominion (W&OD) Trail, a central feature for Ashburn cycling, offers multiple parking areas along its length, allowing easy access to different segments. Many local parks, such as Trailside Park, also provide convenient parking and direct access to the W&OD Trail or other local routes.

How many road cycling routes are available in the Ashburn area?

There are over 50 road cycling routes available around Ashburn on komoot, catering to various skill levels. This includes 13 easy routes, 31 moderate routes, and 6 difficult routes, ensuring options for every cyclist.

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