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Cycling routes
United States
California
San Mateo County

Portola Valley

The best cycling routes around Portola Valley

4.6

(199)

4,296

riders

14

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Touring cycling around Portola Valley offers a diverse landscape characterized by rolling hills, wooded areas, and an extensive network of both paved and unpaved trails. The region features a mix of oak woodlands, grasslands, and redwood forests, providing varied terrain for cyclists. Open space preserves like Windy Hill and Coal Mine Ridge offer extensive trail systems and panoramic views of the San Francisco Bay. This topography provides both gentle gradients for leisurely rides and challenging routes with significant elevation gains.

Best touring cycling routes around Portola Valley

  • The most popular touring cycling route is Rossotti's Alpine Inn โ€“ Arastradero Lake loop from Ladera, a 9.8 miles (15.7 km) trail that takes 1 hour 20 minutes to complete. This moderate route features a mix of terrain suitable for a pleasant ride.
  • Another top favourite among local touring cyclists is Old La Honda Road โ€“ Portola Valley loop from Enid Pearson-Arastradero Preserve, a difficult 14.5 miles (23.3 km) path. This route includes significant elevation gain, traversing scenic hills and offering a challenging experience.
  • Local touring cyclists also love the Portola Road โ€“ Woodside Store (Historic Site) loop from Enid Pearson-Arastradero Preserve, a 17.0 miles (27.4 km) trail leading through varied landscapes, often completed in about 1 hour 41 minutes.
  • Touring cycling around Portola Valley is defined by wooded hills, rolling terrain, and open space preserves. The network offers options for different ability levels, from easy loops to advanced climbs.
  • The routes in Portola Valley are highly rated by the komoot community with an average score of 4.6 stars from over 140 reviews. More than 3200 touring cyclists have used komoot to explore Portola Valley's varied terrain.

Last updated: July 9, 2026

61

riders

#1.

Portola Road โ€“ Old La Honda Road loop from Portola Valley

28.6km

02:02

550m

550m

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

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Portola Valley

Bay Area Ridge Trail โ€” Hiking the backbone of The Bay

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Road Cycling Routes around Portola Valley

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Gravel biking around Portola Valley

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Bay Area Ridge Trail โ€” Hiking the backbone of The Bay

Hiking Collection by

Andrus

Tips from the Community

Lisa
June 22, 2025, Old Woodside Store Museum

Once upon a time this was the only general store in this area, serving not only as a general-purpose retailer but also the post office, bank, and informal dentist's office. Nowadays it's a museum, staffed by docents ready to offer drop-in history lessons.

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Aliseโ€™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 vibeโ€”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, itโ€™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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Enid Pearson-Arastradero Preserve offers rolling grasslands mixed with oak and evergreen trees. The trail system starts on pavement and transitions to packed dirt and gravelโ€”great for bikes with wider tires or a solid gravel setup. Keep an eye out for deer, coyotes, and even bobcats, and take a moment to pause at one of the benches or by Arastradero Lake to enjoy the open views.

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Will
June 20, 2025, Alpine Road

The Northern part of Alpine Road is a paved and curvy descent through wooded areas and runs parallel to Coal Mine Ridge Preserve, eventually connecting with the trailhead there.

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Didnโ€™t OLR used to turn into Dirt before reaching Skyline? Is it all pavement now?? Scott

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Just right off the picnic bench area lies a viewpoint of the Pearson-Arastradero Preserve. An open meadow offers views of the preserve and surrounding mountains. It's a nice shaded area for a break!

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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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Frequently Asked Questions

What kind of terrain can I expect on touring cycling routes in Portola Valley?

Portola Valley offers a diverse cycling landscape with both paved and unpaved sections. You'll find everything from gentle, rolling terrain suitable for leisurely rides to challenging routes with significant elevation gains, often winding through wooded hills and open space preserves.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, Portola Valley has routes categorized as 'Easy' which are typically up to 2 hours long with around 500 feet of elevation gain on mostly paved surfaces. These are suitable for all skill levels. For a moderate option that's not too long, consider the Arastradero Lake โ€“ Arastradero Lake loop from Enid Pearson-Arastradero Preserve, which is about 8.9 km.

Where can I find challenging touring cycling routes in Portola Valley?

For a more demanding experience, Portola Valley offers routes with significant elevation gains. The Old La Honda Road โ€“ Portola Valley loop from Enid Pearson-Arastradero Preserve is a difficult 23.3 km path that traverses scenic hills and provides a substantial workout. 'Hard' routes in the area can exceed 5 hours or 1500 feet of elevation, requiring very good fitness.

Are there any touring cycling routes that pass by historic sites or offer scenic viewpoints?

Absolutely. The Portola Road โ€“ Woodside Store (Historic Site) loop from Enid Pearson-Arastradero Preserve is a 27.4 km route that takes you past the historic Woodside Store. For stunning panoramic views, many routes offer glimpses of the San Francisco Bay and distant peaks. You can also explore viewpoints like the Byrne Preserve Lookout or the Windy Hill Summit.

What are some natural attractions or landmarks I can see while cycling in Portola Valley?

Portola Valley is rich in natural beauty. Cyclists can explore areas like Windy Hill Open Space Preserve, Coal Mine Ridge Nature Preserve, and Los Trancos Open Space Preserve. Notable natural features include the unique Tafoni Sandstone Formation and the majestic Methuselah Tree โ€“ Sierra Morena Trail Access.

Are there any loop routes for touring cyclists in Portola Valley?

Yes, many of the touring cycling routes in Portola Valley are designed as loops, offering convenient starting and ending points. For example, the Rossotti's Alpine Inn โ€“ Arastradero Lake loop from Ladera is a popular moderate loop covering 15.7 km.

What is the best time of year to go touring cycling in Portola Valley?

The region generally offers pleasant cycling conditions for much of the year. The lush landscapes and diverse ecosystems are particularly vibrant during spring and fall. Always check the local weather forecast before heading out, as conditions can vary.

Can I find routes that include stops for refreshments or food?

Yes, some routes pass by establishments where you can take a break. The Rossotti's Alpine Inn โ€“ Arastradero Lake loop from Ladera, for instance, includes Rossotti's Alpine Inn, a well-known local spot. The Portola Road โ€“ Woodside Store (Historic Site) loop also offers an opportunity to visit the historic Woodside Store.

Are there opportunities to see wildlife while cycling in Portola Valley?

Portola Valley's preserves, such as Coal Mine Ridge Nature Preserve, are known for their diverse flora and fauna. Cyclists often have opportunities for birdwatching and spotting local wildlife, especially in the quieter, more natural sections of the routes.

How many touring cycling routes are available in Portola Valley?

There are over 170 touring cycling routes available in Portola Valley, catering to a wide range of skill levels and preferences. This includes a good mix of easy, moderate, and difficult options.

What do other touring cyclists say about the routes in Portola Valley?

The touring cycling routes in Portola Valley are highly rated by the komoot community, with an average score of 4.6 stars from over 150 reviews. Cyclists often praise the varied terrain, scenic beauty, and the extensive network of trails that offer both challenging climbs and leisurely rides.

Is there a route that specifically explores Alpine Road?

Yes, you can experience the scenic Alpine Road with the Alpine Road loop from Enid Pearson-Arastradero Preserve. This moderate 13.2 km route features a mix of paved and unpaved sections, winding through beautiful landscapes.

Most popular routes around Portola Valley

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