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United States
California
San Mateo County

Portola Valley

The best cycling routes around Portola Valley

4.6

(155)

3,414

riders

15

rides

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.

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Last updated: April 27, 2026

46

riders

#1.

Old La Honda Road – West Old La Honda Road loop from Portola Valley

32.2km

02:16

630m

630m

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

Moderate

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 Portola Valley

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

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Bay Area Ridge Trail β€” 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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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 vibeβ€”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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Didn’t OLR used to turn into Dirt before reaching Skyline? Is it all pavement now?? Scott

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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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Alameda de las Pulgas Road has consistent traffic but features a good bike lane for safe cycling. The route is straightforward and flat, it works for a smooth ride through the area.

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Alameda de las Pulgas Road has consistent traffic but features a good bike lane for safe cycling. The route is straightforward and flat, it works for a smooth ride through the area.

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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 – 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 – 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 – 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 – 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 – 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 – Arastradero Lake loop from Ladera, for instance, includes Rossotti's Alpine Inn, a well-known local spot. The Portola Road – 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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