4.8
(70)
4,893
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.
Last updated: June 29, 2026
58
riders
91.3km
04:19
790m
790m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
34.0km
01:26
180m
180m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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35
riders
84.8km
03:49
880m
880m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
40
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
28
riders
61.4km
02:52
690m
690m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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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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A little pavilion with a bench here marks the entrance to Beth Miller Park, adjacent Trailside Park. If you follow the path from the W&O, you will come to a gazebo with a nice view over the pond.
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Trailside Park features well-maintained sports fields, pleasant surroundings, modern playgrounds, and spacious picnic areas. Adjacent to the Washington and Old Dominion Trail, it's a perfect spot for family outings, with convenient access to scenic trails and recreational facilities.
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This road climbs up and down the edge of Hogback Mountain just outside of Leesburg.
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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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