2.7
(8)
21
riders
03:01
66.1km
550m
Road cycling
This moderate 41.0-mile road cycling route in Berryville offers scenic views of the Shenandoah River and Virginia countryside.
Last updated: February 26, 2026
Waypoints
Start point
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56.1 km
Highlight • River
Tip by
66.1 km
End point
Way Types & Surfaces
Way Types
54.9 km
10.6 km
594 m
Surfaces
57.3 km
8.28 km
492 m
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Elevation
Highest point (250 m)
Lowest point (110 m)
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Weather
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Friday 8 May
21°C
3°C
0 %
Additional weather tips
Max wind speed: 22.0 km/h
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This route was planned by komoot.
The route features rolling hills with some challenging ascents and descents. Be prepared for sections with significant climbs, including what's described as 'killer hills' and a 'nasty uphill section' on Chilly Hollow Road. While primarily paved, there are specific sections that include unpaved gravel.
Yes, if you follow routes like the Shenandoah River Ramble, which is popular in the Berryville area, you will encounter approximately six miles of unpaved, gravel sections. This is an important consideration for road cyclists, as it might be more suitable for hybrid or all-road bikes.
You'll cycle through picturesque Virginia countryside, passing by scenic farms, vineyards, and estates within the Shenandoah Valley. The route offers views of the Shenandoah River and may include historical sites such as the Civil War battlefield of Cool Springs and the Holy Cross Abbey.
While specific parking areas for this exact route aren't detailed, road cycling routes in the Berryville area generally utilize public parking available in the town center or at designated trailheads for popular cycling loops. It's advisable to check local Berryville resources for the most convenient starting points.
No, typically, you do not need any special permits or have to pay entrance fees to cycle on public roads in the Berryville area. However, if you plan to visit private estates or specific attractions along the way, they may have their own entry requirements.
This route is primarily on public roads, so dogs are generally allowed if kept on a leash and under control. However, road cycling is not typically ideal for dogs, and there are no specific dog-friendly amenities mentioned for this route. Always ensure your dog's safety and adhere to local leash laws.
The picturesque Virginia countryside is beautiful in spring and fall, offering pleasant temperatures and vibrant scenery. Summer can be warm, while winter cycling might be challenging due to colder weather and potential road conditions. Spring and fall are generally recommended for the most enjoyable experience.
The Berryville area is known for its charming small towns and rural settings. While the route passes through scenic areas, specific cafes or pubs directly on the route are not detailed. It's a good idea to plan your stops in Berryville town or other small communities you pass through for refreshments.
Given the route's moderate difficulty, rolling hills, and some steep ascents, it may be challenging for absolute beginners or young children. The presence of unpaved gravel sections also adds to the difficulty. More experienced cyclists with good fitness will find it enjoyable. Families might prefer shorter, flatter, and fully paved options in the wider Berryville area.
Yes, this route overlaps with sections of the TransVirginia Bike Route for approximately 49% of its length, offering connections to a broader network of cycling adventures.
While the tour is designated for a racebike, the inclusion of about six miles of unpaved, gravel sections means that a hybrid, gravel, or all-road bike might offer a more comfortable and versatile experience, especially if you prefer not to navigate gravel on narrow road tires.