5.0
(4)
51
riders
15
rides
Gravel biking around Round Hill, Virginia, offers diverse terrain through rolling hills and rural landscapes. The region features a network of routes suitable for various fitness levels, with some paths including significant elevation gains. Cyclists can expect a mix of paved and unpaved surfaces, often passing through scenic areas with horse farms. This area provides a compelling destination for outdoor enthusiasts seeking varied gravel cycling experiences.
Last updated: July 11, 2026
5.0
(1)
9
riders
54.9km
03:18
580m
580m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
12
riders
39.9km
02:09
330m
330m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
109km
07:20
1,260m
1,250m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
78.1km
04:49
860m
860m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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This section of Hopewell Road, a forested, scenic road in Ashburn is quite steep. Be ready for some hard work if cycling up, or some fast riding if coming down! While the road is fairly quiet, its a bit narrow, so just be aware as you ride.
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This intersection can be busy, since it leads directly to WV cities of Charlestown, etc close to the west. The lovely church on the north of the roundabout often has unique food trucks and local ice cream from Moo Thru, a local dairy that produces simply amazing milk, cream, cheese, and ice cream!
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Beautiful stretch of smooth gravel. The road is lined with trees, so there is a lot of shade as you are riding, so this is a great option for a hot, sunny day.
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Round Hill offers a good selection of gravel biking routes, with 15 trails available for exploration. These routes cater to various skill levels, ranging from moderate to difficult.
The gravel bike trails around Round Hill feature diverse terrain, characterized by rolling hills and rural landscapes. You'll encounter a mix of paved and unpaved surfaces. Routes vary in difficulty, with 8 moderate options and 7 difficult ones, some requiring very good fitness due to significant elevation gains, potentially up to 3,000 feet.
Yes, experienced riders will find several challenging routes. For instance, the Middleburg, Virginia β Middleburg, Virginia loop from Round Hill is a difficult 75.7 km ride with 855 m of elevation gain. Another demanding option is The End of the W&OD β Bridge over Beacerdam Creek loop from Purcellville, a 55.0 km route with 569 m of ascent.
While many routes in Round Hill feature rolling hills and can be challenging, some sections of the W&OD Trail, which is integrated into routes like the 'Round Hill East 20', offer more accessible, mostly paved surfaces that might be suitable for families. Always check the route details for specific terrain and elevation before heading out.
Yes, the region boasts several scenic spots. You can find panoramic views at Bears Den Overlook and Raven Rocks Overlook. Many routes also pass through picturesque rural settings, including large horse farms and segments of the Appalachian Trail.
The region is beautiful year-round, but spring and fall generally offer the most pleasant temperatures and vibrant scenery for gravel biking. Summers can be warm, and winters may bring colder conditions, so checking local weather forecasts is always recommended.
Yes, many of the gravel biking routes around Round Hill are designed as loops. For example, the Gravel loop from Hillsboro is a popular circular route, and The End of the W&OD loop from Purcellville also offers a circular experience.
Many routes start from towns like Purcellville or Round Hill itself, where public parking may be available. Some routes, like the 'Round Hill East 20', start and end at local landmarks such as Round Hill Elementary School, which may offer parking. For specific routes, check the tour details for recommended starting points and parking information.
The gravel biking routes in Round Hill are highly rated by the komoot community, with an average score of 5.0 stars from more than 4 reviews. Over 50 gravel bikers have used komoot to explore the varied terrain, often praising the scenic rural roads and diverse cycling experiences.
Absolutely! Round Hill is ideally situated for outdoor enthusiasts. The town is between two Appalachian Trail visitor centers, making it a great base for hiking. You can also find opportunities for running and walking. For more information on outdoor activities in the area, you can visit roundhillva.gov.
The region around Round Hill is known for its vineyards and breweries. While specific gravel routes aren't explicitly designed as 'pub crawls,' many trails wind through the scenic countryside where establishments like Bluemont Vineyard, Doukenie Winery, and Dirt Farm Brewing are located, offering opportunities to visit them before or after your ride.
Intermediate riders have several excellent moderate options. The Gravel loop from Hillsboro is a 39.9 km trail with 332 m of elevation gain, offering rolling terrain and rural scenery. Another good choice is The End of the W&OD loop from Purcellville, a 39.3 km route through varied landscapes.
While popular routes can see more traffic, exploring the less-traveled rural roads, particularly those mentioned around Bloomfield Rd, might offer a quieter experience. Routes like Horse Farm near Philomont loop from Philomont could also provide a more secluded ride through picturesque landscapes.


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