5.0
(2)
35
riders
15
rides
Road cycling around Woodside offers diverse terrain on the eastern slopes of the Santa Cruz Mountains. The region features lush, wooded environments with redwood and Douglas fir forests, alongside oak woodlands and open meadows. From higher elevations, cyclists can experience panoramic views of the Peninsula and the Pacific Ocean. The geological makeup, influenced by the San Andreas Fault, contributes to varied landscapes suitable for road cycling.
Last updated: July 8, 2026
4
riders
55.2km
02:20
60m
60m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
51.8km
02:02
60m
60m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4
riders
60.3km
02:38
80m
80m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
38.5km
01:45
50m
50m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4
riders
40.4km
01:46
50m
50m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Quiet Road with golf course housing. Just liked to look at the houses while I rolled by.
0
0
Running loop and trail through the woods. Outdoor workout station to complete your training.
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0
Woodside offers a diverse selection of over 15 road cycling routes, catering to various skill levels. These routes explore the region's unique landscapes, from redwood forests to scenic viewpoints.
Road cycling in Woodside features diverse terrain, ranging from gentle, rolling hills to more challenging climbs. You'll encounter lush, wooded environments with towering redwoods and Douglas firs, as well as oak woodlands and open meadows. The region's location on the eastern slopes of the Santa Cruz Mountains provides varied elevation changes.
Yes, Woodside is well-known for its challenging climbs. Routes like Old La Honda Road and King's Mountain Road are popular among experienced cyclists seeking significant elevation gains. Higher elevations, such as those found near Teague Hill Open Space Preserve, also offer rugged terrain and stunning vistas.
Absolutely. Woodside offers several easy routes suitable for beginners or those looking for a more relaxed ride. For example, the Roadbike loop from Camden is an easy 26.6-mile route with minimal elevation gain through varied landscapes. Another option is the Roadbike loop from Camden (a different one), which is 23.9 miles and also considered easy.
While cycling in Woodside, you can expect breathtaking views of the Peninsula and the Pacific Ocean from higher elevations. The routes often pass through redwood forests, oak woodlands, and open meadows. You'll experience the unique flora of the California Floristic Province and might even spot the geological features influenced by the San Andreas Fault.
Yes, Woodside's routes offer access to several points of interest. You might cycle past the historic Woodside Store, a redwood structure that once served as a general store. The famous Alice's Restaurant is also a popular stop for cyclists. While not directly on all routes, the magnificent Filoli Historic House & Garden is a significant attraction in the area.
While Woodside is primarily accessed by car, public transport options are limited. Cyclists typically drive to the area and park, or cycle in from nearby towns with more extensive public transit connections. It's advisable to plan your transport to Woodside in advance.
Parking is generally available at various trailheads and open space preserves around Woodside, such as Huddart Park or Wunderlich County Park, which serve as good starting points for rides. Specific parking availability can vary, so checking local regulations for your chosen starting point is recommended.
Woodside offers excellent road cycling conditions for much of the year. Spring and fall generally provide the most pleasant weather, with mild temperatures and clear skies, perfect for enjoying the lush landscapes and scenic views. Summers are warm but often tempered by coastal breezes, while winters are typically mild, though rain can occur.
Yes, a notable car-free cycling option in Woodside is a segment of Cañada Road. This section closes to vehicle traffic on Sundays, providing a unique opportunity for cyclists and walkers to enjoy the route without cars, offering views of the Lower Crystal Springs Reservoir.
For families, routes with minimal elevation gain and less traffic are ideal. The car-free Sunday segment of Cañada Road is an excellent option. Additionally, some of the easier loops, like the Roadbike loop from Camden, offer a more relaxed experience through varied landscapes, suitable for older children or those comfortable with longer distances.
Yes, Woodside and its surrounding areas have several popular spots for cyclists to refuel. Alice's Restaurant is a well-known establishment frequently visited by cyclists. You'll also find various cafes and eateries in the charming town center of Woodside itself, perfect for a mid-ride break.
The road cycling routes in Woodside are highly rated by the komoot community, with an average score of 5.0 stars from 2 reviews. Cyclists often praise the diverse terrain, the stunning natural beauty of the redwood forests and open spaces, and the challenging yet rewarding climbs that offer panoramic views of the Peninsula and the Pacific Ocean.
Yes, many of the road cycling routes in Woodside are designed as loops, allowing you to start and end at the same point. Examples include the Roadbike loop from Wyoming, a moderate 34.3-mile path, and the Old Quail Neighborhood loop from Wyoming, which is 32.2 miles long.
For longer rides, Woodside offers several options. The Old Quail Neighborhood loop from Woodside is a moderate 37.5-mile route. Another good choice is the Roadbike loop from Wyoming, which covers 34.3 miles and offers gentle elevation changes through open areas.


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