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United States
California
San Mateo County

Woodside

The best cycling routes around Woodside

4.8

(176)

4,444

riders

13

rides

Touring cycling routes around Woodside offer diverse landscapes, from majestic redwood forests to open ridgelines and scenic valleys. The region is characterized by wooded hillsides and significant elevation changes, providing both physical challenges and expansive views of the Santa Cruz Mountains and the Bay Area. Cyclists can explore quiet roads winding through towering redwoods or tackle demanding climbs on iconic routes.

Best touring cycling routes around Woodside

  • The most popular touring cycling route is Portola Road – Old La Honda…

Last updated: April 27, 2026

4.7

(3)

131

riders

#1.

Portola Road – Old La Honda Road loop from Cañada College

38.6km

02:41

710m

710m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Woodside

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Road Cycling Routes around Woodside

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Classy road bike rides on the SF peninsula

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Tips from the Community

maniboyflex
June 20, 2025, Alice's Restaurant at La Honda and Skyline Junction

Alise’s Restaurant is a popular spot for both cyclists and motorcyclists. The food is good, the staff is known for being friendly, and the place has a laid-back, welcoming vibe—perfect for a post-ride meal or coffee break.

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This is where La Ronda Road meets Skyline Boulevard. After the climb, it’s the perfect place to recharge and grab something to eat at one of the nearby restaurants or grocery stores. Alise's Restaurant is a popular one.

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mtm05005
May 27, 2025, The Bike Hut

The Bike Hut is a small hut with fresh water, organic teas and coffee and a variety of snacks for cyclist passing by. It is self-serve and open 24/7. There is also a small picnic area, a bathroom and a message board for posting road conditions or notes to fellow cyclists.

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Tunitas Creek Road is a popular road climb leading up to Kings Mountain. It is normally low traffic and takes you pass beautiful forest and farms.

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Nitram X2
March 16, 2025, Borel Hill

Borel Hill is my favorite place to watch spring flowers. The western slope near ancient oaks (5-10min west of Borel Hill) are covered with orange California Poppies and purple flowers starting in April. Borel Hill itself peaks around mid May and has a wide variety of flowers. The show lasts only a few weeks until end of May. The peak time and flower intensity varies from year to year, so come several times between April and May. There is small summit NW of Borel Hill and a narrow dirt trail leads you to a rock within 2 min. The rock is big enough for 2-3 to sit on. On a sunny day, the rock is nice warm even if the air is cold. Good views on the ocean and the Bay.

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Zachary
January 23, 2025, Woodside

Woodside is a historic town-turned upscale community along the old wagon path from San Francisco to Santa Clara. The downtown is a great place to take a break from your ride and features a few quaint shops, a market, bakery, and outdoor seating.

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Woodside Store was built back in the 1850s by two pioneers who came to California for the gold rush. At the time it was the only stagecoach stop between San Francisco and Santa Clara, and it carried all the essential items that travelers riding between cities might need. The store has been restored, inside and out, to look exactly as it did centuries ago. You can call the museum ahead of your trip to book tours.

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maniboyflex
January 18, 2025, Gerona Road Tree

Gerona Road area is quiet and residential; it is also flat, well-paved and surrounded by some cool trees. Perfect for an easy ride.

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Frequently Asked Questions

What kind of terrain can I expect on touring cycling routes around Woodside?

Woodside offers a diverse range of landscapes for touring cyclists. You'll find routes winding through majestic redwood forests, along open ridgelines with expansive views, and through scenic valleys. The area is characterized by wooded hillsides and significant elevation changes, providing both physical challenges and picturesque scenery. Some routes feature paved roads, while others include packed dirt and gravel paths.

How many touring cycling routes are available in Woodside?

There are over 10 touring cycling routes detailed in this guide for Woodside, catering to various skill levels. In total, the region boasts an extensive network of over 210 cycling routes, including options for road and gravel biking.

Are there any moderate touring cycling routes suitable for less experienced riders?

Yes, Woodside offers several moderate touring cycling routes. A good option is the Pulgas Water Temple – San Andreas Lake loop from Cañada College, which is 28.7 miles (46.2 km) long and offers scenic views of the Crystal Springs Reservoir. Another moderate choice is the Pulgas Water Temple loop from Cañada College, a shorter 13.9 miles (22.3 km) route.

What are some of the more challenging touring cycling routes in Woodside?

For experienced touring cyclists seeking a challenge, Woodside has several difficult routes. The Portola Road – Old La Honda Road loop from Cañada College is a demanding 24.0 miles (38.6 km) trail with significant climbs and descents. Another difficult option is the Tunitas Creek Road – Kings Mountain Road loop from Cañada College, which covers 35.9 miles (57.8 km) and features over 1,400 meters of elevation gain.

What do other touring cyclists say about the routes in Woodside?

The touring cycling routes in Woodside are highly regarded by the komoot community, holding an average rating of 4.8 stars from over 150 reviews. Cyclists often praise the region's stunning redwood groves, the challenging yet rewarding climbs, and the expansive views of the Santa Cruz Mountains and the Bay Area.

Are there any circular touring cycling routes in Woodside?

Yes, many of the touring cycling routes in Woodside are designed as loops, allowing you to start and end at the same point. Examples include the Portola Road – Old La Honda Road loop from Cañada College and the Rossotti's Alpine Inn – Portola Road loop from Cañada College, both offering varied terrain and scenic views.

What natural features or landmarks can I see along the touring cycling routes?

Woodside's touring cycling routes offer access to numerous natural features and landmarks. You can cycle through towering redwood groves in parks like Huddart Park and Wunderlich County Park. The region also features open ridgelines with views of the Santa Cruz Mountains and the Bay Area. Notable nearby attractions include Windy Hill Summit, Borel Hill, and various lakes such as Oracle Lagoon and Alpine Pond.

Is there public transport access to the touring cycling routes in Woodside?

While Woodside is primarily accessed by car, some routes, particularly those starting from Cañada College, may have limited public transport connections. It's advisable to check local transit schedules and bike-on-bus policies if you plan to use public transport to reach the starting points of your touring cycling adventures.

Are there specific parking options for cyclists near the routes?

Many parks and open space preserves in and around Woodside, such as Wunderlich County Park and El Corte de Madera Creek Open Space Preserve, offer designated parking areas. Routes often start from locations like Cañada College, which also provides parking facilities. Always check specific park regulations and parking availability before your ride.

What is the best time of year for touring cycling in Woodside?

Woodside offers good touring cycling conditions for much of the year. Spring brings beautiful wildflower displays, especially in areas like Edgewood Park & Natural Preserve, and generally mild temperatures. Fall also provides pleasant weather and vibrant foliage. Summers can be warm, particularly in open areas, while winters are typically mild but can bring rain, which might affect trail conditions on unpaved sections.

Are there any family-friendly touring cycling routes in Woodside?

While many routes in Woodside feature significant elevation changes, some parks offer more gentle paths suitable for families. For easier, less strenuous rides, consider exploring sections of trails within parks like Huddart Park or looking for routes with lower elevation gains. The Pulgas Water Temple loop from Cañada College is a moderate option that might be suitable for families with some cycling experience.

Can I find places to eat or get coffee near the touring cycling routes?

Yes, Woodside and its surrounding areas offer various options for refreshments. The town of Woodside itself has cafes and restaurants. Additionally, some routes, like the Rossotti's Alpine Inn – Portola Road loop from Cañada College, pass by well-known local establishments such as Rossotti's Alpine Inn, providing convenient stops for food and drinks during your ride.

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