4.6
(24)
435
riders
35
rides
Touring cycling routes around Leesburg benefit from the region's diverse landscape, characterized by the Potomac River, rolling hills, and former railroad beds. The area features an extensive network of shared-use paths and bike lanes, including the well-known Washington & Old Dominion (W&OD) Trail. This infrastructure provides accessible routes through both urban areas and the Virginia countryside. The terrain is generally varied, offering relatively level paved sections alongside routes with notable elevation changes.
Last updated: May 4, 2026
23
riders
51.8km
04:04
490m
490m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
22
riders
50.6km
03:59
610m
610m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(2)
61
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
16
riders
81.0km
04:57
770m
770m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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The Washington & Old Dominion Trail is a converted rail line that runs for 45 miles across Northern Virginia. It runs through a number of cities and by quite a few parks, restaurants and other spots that invite you to stop for a while. It can get quite busy is some sections, so be kind to your fellow trail users.
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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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No matter where you're going, or where you came from, it's all downhill from here. The road goes in three directions from here, so take your pick and enjoy the descent.
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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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This quiet country road runs through agricultural land and open fields, offering a serene escape from the bustling city. It's a nice flat ride in a quiet setting, passing by expansive ranches and rolling hillsides.
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Leesburg offers over 30 touring cycling routes, catering to various skill levels. These routes are highly rated by the komoot community, with an average score of 4.5 stars.
Yes, Leesburg has several easy routes perfect for beginners or families. The Luck Stone Quarry Overlook – Trailside Park loop from Leesburg is an easy 13.2-mile path that offers a mix of paved surfaces and park scenery, connecting to the W&OD Trail. The W&OD Trail itself is known for being relatively level and accessible.
For those seeking more challenging rides, routes like the W&OD Trail — Leesburg section – Woodburn Road Climb loop from Leesburg feature significant elevation changes. This 31.4-mile route includes the notable Woodburn Road Climb, offering a more strenuous experience.
Leesburg's cycling routes offer varied terrain. You'll find relatively level paved sections, especially along the W&OD Trail and the Leesburg Bike Trail Network. However, the region also features routes with notable elevation changes, particularly as you venture into the rolling hills of Loudoun County and towards the Blue Ridge and Catoctin mountains.
Yes, many routes in Leesburg are designed as loops, allowing you to start and finish in the same location. An example is the Hamilton Station – North Fork Catoctin Creek loop from Leesburg, a 32.2-mile route that navigates through rural landscapes.
Leesburg's routes offer views of the Potomac River, rolling hills, and historic sites. You can pass by the Luck Stone Quarry Overlook, the historic Clarkes Gap Stone-Arch Bridge on the Washington & Old Dominion Trail, and sections of the W&OD Trail — Leesburg section. The region is also at the base of the Blue Ridge and Catoctin mountains, providing scenic backdrops.
Parking is available at various points along the W&OD Trail and at local parks within Leesburg. Many trailheads and parks, such as Ida Lee Park, offer dedicated parking facilities for cyclists.
While Leesburg has a local bus service, direct public transport options specifically for accessing bike trails with a bicycle might be limited. It's generally recommended to drive to a trailhead or start your ride from a central location in Leesburg.
The spring and fall seasons are generally ideal for touring cycling in Leesburg. The weather is milder, and the natural scenery, especially with fall foliage, is particularly beautiful. Summer can be warm and humid, while winter can bring colder temperatures and potential for snow or ice.
Yes, the W&OD Trail itself is a significant long-distance route, stretching 45 miles from Shirlington to Purcellville. You can explore extended sections, such as the W&OD Trail — Leesburg section – The End of the W&OD loop from Leesburg, which covers over 50 miles.
Absolutely. Leesburg's downtown area and various points along the W&OD Trail offer access to cafes, restaurants, and local pubs. Loudoun County is also known for its wineries and breweries, many of which are conveniently located near cycling routes, providing great spots for a post-ride refreshment.
Yes, local bike shops in Leesburg, such as Trek Bicycle and Transition Triathlon, provide gear, rentals, and support for cyclists looking to explore the area's trails.


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