The best cycling routes around Sherando
4.9
(7)
66
riders
15
rides
Touring cycling around Sherando offers routes through the scenic Blue Ridge Mountains, characterized by rolling hills, dense forests, and elevated ridge lines. The region features significant elevation changes, providing challenging climbs and rewarding descents for cyclists. Many routes follow historic roads, offering panoramic views of the surrounding valleys and peaks.
Best touring cycling routes around Sherando
- The most popular touring cycling route is Skyline Drive: Waynesboro to Front Royal, a 105.8 miles (170.2 km) trail that takes about 11…
Last updated: May 12, 2026
170km
11:38
3,130m
3,530m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
riders
34.8km
02:31
780m
780m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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11
riders
83.3km
05:56
1,700m
1,700m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
riders
51.6km
03:42
1,030m
1,030m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
3
riders
19.9km
01:14
210m
220m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
During the ride down just arond the corner of the road you will see this view
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An alternative to the sometimes busy parking lot a little further away, directly at the waterfalls. From here you can also walk to the Doyles River Falls, a total of approximately 2.5 km extra.
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Here is a parking lot from which you can walk the shortest route to the waterfalls below. Literally at the bottom because prepare yourself for a downhill descent of about 375 m to the waterfalls and then of course another 375 m uphill back to the parking lot. Beautiful walk, no views and in the summer when we were there less water due to the waterfalls and river. You have to cross the river on foot and that may be a bit of a challenge with more water. There is a lot of wildlife to see along the way, we saw squirrels, deer, but also many birds and a milk snake. Bring water and wear good shoes.
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Located in Shenandoah National Park, Swift Run Overlook is a much-loved viewpoint along Skyline Drive with incredible views of the surrounding national park. Make sure to visit in the Autumn for especially captivating foliage views.
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Bacon Hollow Overlook, situated at Milepost 69 on Skyline Drive in Shenandoah National Park, offers a southern-facing view from an elevation of 2,455 ft (748 m). It provides a panoramic view of the central region of Virginia between the Blue Ridge Mountains and the Coastal Plains.
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Sawmill Run Overlook sits on a point where Appalachian Trail meets Skyline Drive, and, being accessible by car, it’s not so secluded as other viewpoints in the AT. However, it is a great trailhead to start on the Appalachian Trail. From the overlook you can appreciate expansive views of the Appalachian Mountains covered by forest, and in particular the nearby Turk Mountain Summit.
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The South River Overlook offers a picturesque view at an elevation of around 2,950 feet.
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Frequently Asked Questions
How many touring cycling routes are available around Sherando?
There are 16 touring cycling routes around Sherando, offering a mix of moderate and difficult options. The region is known for its challenging climbs and rewarding descents through the scenic Blue Ridge Mountains.
Are there any easy or beginner-friendly touring cycling routes in Sherando?
While the Sherando area is primarily characterized by mountainous terrain with significant elevation changes, making most routes challenging, there are 4 moderate touring cycling routes available. These routes still offer a good workout but are less demanding than the difficult options.
What is the best time of year for touring cycling in Sherando?
The best time for touring cycling in Sherando is typically during the spring and fall. These seasons offer pleasant temperatures, vibrant foliage, and clearer views. Summer can be warm, while winter cycling is possible but requires preparation for colder temperatures and potential icy conditions on higher elevations like Skyline Drive.
Are there any circular touring cycling routes in the Sherando area?
Yes, there are circular touring cycling routes available. One notable option is the Afton Overlook – Skyline Drive loop from Rockfish Gap, which offers a challenging 32-mile (51.5 km) ride with continuous climbs and descents along the scenic Skyline Drive.
What kind of scenic viewpoints can I expect along the touring cycling routes?
The touring cycling routes in Sherando, particularly those along Skyline Drive, offer numerous panoramic overlooks. You can expect stunning views of the surrounding valleys and peaks of the Blue Ridge Mountains. Specific viewpoints include Afton Overlook, Ravens Roost Overlook, and Three Ridges Mountain Overlook.
Are there any waterfalls accessible from the touring cycling routes?
Yes, the Sherando area is home to beautiful waterfalls that can be explored. You might consider visiting Shamokin Falls or White Rock Falls, both of which are natural attractions in the region.
What do other touring cyclists enjoy most about cycling in Sherando?
The area is highly rated by the komoot community, with an average score of 4.9 stars. Reviewers often praise the challenging mountainous terrain, the extensive ridge-top cycling, and the panoramic overlooks that provide breathtaking views of the Blue Ridge Mountains.
Are there any longer touring cycling routes for experienced riders?
For experienced riders seeking a significant challenge, the Skyline Drive: Waynesboro to Front Royal route is an excellent choice. This extensive trail covers 105.8 miles (170.2 km) with substantial elevation changes, offering continuous ridge-top cycling and numerous scenic viewpoints.
Can I find a moderate touring cycling route that is not too long?
Yes, a good moderate option is the North Park loop from Waynesboro. This route is approximately 30 miles (48.5 km) long, offering a less intense ride compared to the longer Skyline Drive segments, while still providing a pleasant cycling experience.
What are some historical sites or landmarks to explore near the cycling routes?
Beyond the natural beauty, you can explore historical sites such as the Humpback Rocks Visitor Center. This area also features the Humpback Rocks Trail, offering a chance to stretch your legs and learn about the region's history.
Are there any specific routes that focus on the iconic Skyline Drive?
Absolutely. Many routes in the Sherando area utilize the famous Skyline Drive. A popular option is the Skyline Drive route itself, which covers 51.8 miles (83.3 km) and provides an immersive experience through the Blue Ridge Mountains with continuous climbs and descents.
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