The best road cycling routes around Highland Springs
4.7
(19)
2,134
riders
63
rides
Road cycling around Highland Springs, Virginia, offers diverse terrain characterized by rolling hills, open grasslands, and varied woodlands. The region, situated at an elevation of 1,483 feet above sea level, features varied gradients suitable for road cyclists seeking both challenging climbs and scenic stretches. Roads often traverse areas with chaparral and oak forests, providing a mix of open vistas and shaded sections.
Best road cycling routes around Highland Springs
- The most popular road cycling route is Virginia Capital Trail,…
Last updated: May 13, 2026
4.8
(4)
129
riders
168km
06:50
490m
490m
Cycle the Virginia Capital Trail, a 104.4-mile paved route connecting Richmond to Jamestown, featuring river views and historic sites.
5.0
(1)
41
riders
33.8km
01:29
160m
160m
The Virginia Capital Trail: Osborne Boat Landing Loop is an easy 21.0-mile road cycling route with views of the James River.
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1
riders
74.1km
03:12
340m
330m
Cycle the 46-mile Virginia Capital Trail, a moderate route connecting Jamestown and Richmond with diverse scenery and historical sites.
2
riders
125km
05:03
500m
500m
This difficult 77.5-mile road cycling loop from Richmond to Ashland via the Virginia Capital Trail offers historical sites and varied scener
4.1
(7)
166
riders
36.2km
01:48
280m
280m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Tips from the Community
The cradle of modern America. Jamestown was the site of the first settlement by English immigrants in 1607. The museum provides all the information you need to know about it through images, text, audio, and video. Absolutely informative and worthwhile, and a true highlight.
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History museum that recreates a European settlement from 1607 with three ships and a Powhatan village.
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Absolutely beautiful, it wasn't overcrowded or incredibly polluted. A very quiet place to visit if you want some time to yourself.
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This is one of the more secluded stretches of parkland along the James River; if you're okay with running along Riverside Drive, which doesn't have much of a shoulder but is also a pretty quiet road, you can link these trails with a running loop in the Pony Pasture section of James River Park.
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Ashland Railside Park is a .5 mile paved and partially wooded multiuse trail. It runs alongside the railroad tracks and is completely off-road. It is a very popular trail for cyclists, hikers and walkers.
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Lewis G. Larus Park is a beautiful wooded park. There are several different hiking and biking trails to choose from, and the park is normally not too busy.
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Frequently Asked Questions
How many road cycling routes are available around Highland Springs?
There are over 50 road cycling routes available around Highland Springs, offering a wide range of options for different skill levels and preferences.
What kind of terrain can I expect on road cycling routes in Highland Springs?
Road cycling around Highland Springs, Virginia, features diverse terrain characterized by rolling hills, open grasslands, and varied woodlands. You'll encounter varied gradients suitable for both challenging climbs and scenic stretches, often traversing areas with chaparral and oak forests, providing a mix of open vistas and shaded sections.
Are there road cycling routes suitable for beginners in Highland Springs?
Yes, Highland Springs offers several easy road cycling routes. For instance, the Virginia Capital Trail: Osborne Boat Landing Loop is an accessible 21.0-mile (33.8 km) path that provides a gentle introduction to the region's natural settings.
Can I find challenging road cycling routes in Highland Springs?
Absolutely. For experienced cyclists seeking a challenge, routes like the 104.4-mile (168.1 km) Virginia Capital Trail offer extensive riding through varied landscapes with significant elevation changes.
Are there any long-distance road cycling routes available?
Yes, Highland Springs is home to several long-distance routes. The Virginia Capital Trail, for example, extends over 100 miles (168.1 km), providing an epic journey through the region.
What scenic views or landmarks can I expect to see while road cycling in Highland Springs?
While cycling, you can enjoy unfiltered, spectacular vistas of distant mountains and diverse landscapes including open grasslands, scrub, and oak forests. Notable landmarks you might encounter include the Virginia Capital Trail itself, the T. Tyler Potterfield Memorial Bridge, and the historic Virginia State Capitol.
Are there loop trails for road cycling in Highland Springs?
Yes, there are several excellent loop options for road cyclists. The Virginia Capital Trail: Osborne Boat Landing Loop is a popular choice, and the Virginia Capital Trail and Ashland Loop offers another extensive circular route.
What do other road cyclists say about the routes in Highland Springs?
The road cycling routes in Highland Springs are highly rated by the komoot community, with an average score of 4.4 stars from over 20 reviews. Cyclists often praise the varied terrain, which offers options for all ability levels, and the scenic beauty of the region's woodlands and open areas.
What is the best time of year for road cycling in Highland Springs?
While specific seasonal data isn't provided, regions with similar characteristics to Highland Springs, featuring diverse woodlands and open grasslands, typically offer pleasant cycling conditions in spring and fall. Spring brings a riot of wildflowers, and fall showcases vibrant foliage, making these seasons particularly scenic for road cycling.
Are there any family-friendly road cycling options in Highland Springs?
For families, the easier sections of the Virginia Capital Trail, such as the Virginia Capital Trail: Osborne Boat Landing Loop, provide a more accessible and enjoyable experience through natural settings, suitable for various ages and skill levels.
Are there any routes that pass by historical sites or points of interest?
Many routes in the Highland Springs area offer opportunities to see historical sites. For example, the Virginia State Capitol – Dock Street Park loop from Richmond passes by the Virginia State Capitol and the Virginia Washington Monument, blending cycling with historical exploration.
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