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Gravel rides
United States
California
San Mateo County

Woodside

The best gravel rides around Woodside

4.8

(8)

87

riders

19

rides

Gravel biking around Woodside offers diverse landscapes, extensive trail networks, and picturesque natural features. The region is characterized by a blend of redwood forests, open ridgelines, and scenic valleys, providing varied terrain for gravel bikes. Riders can find routes ranging from easy loops with minimal elevation gain to challenging climbs with significant ascents. This area features a mix of paved roads, packed dirt, and gravel paths, making it ideal for off-road cycling.

Best gravel bike trails around Woodside

  • The most…

Last updated: May 16, 2026

4.0

(1)

4

riders

#1.

San Francisco Bay and Ravenswood Trail Loop

29.7km

02:00

40m

40m

This easy 18.5-mile gravel biking loop offers scenic views of San Francisco Bay and exceptional birdwatching in Ravenswood Open Space Preser

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Easy

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

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

Moderate

Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Hard gravel 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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Tips from the Community

RalphGrundler
April 4, 2026, White Oak Trail

Make sure White Oak trail is open before you go.

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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 gravelβ€”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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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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Didn’t OLR used to turn into Dirt before reaching Skyline? Is it all pavement now?? Scott

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Arizona Garden is also known as the Cactus Garden. The garden features a variety of unique plants, including columnar, barrel, and monstrose cacti, as well as succulents like Aloes, Crassulas, and rosette-forming Agaves.

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Here, the Steve's Creek Nature Trail and the Canyon Trail intersect. A lovely patch of grass surrounds the junction, making it an ideal spot for a break.

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Zachary
January 23, 2025, Old Page Mill Road

This winding side road is very lightly trafficked and carries you between Stanford and the Palo Alto hills with partial shade the entire way. On the east side of the road you will find Frenchman's Tower, and old brick landmark.

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Stanford's historic cacti garden boasts a wondrous variety of succulents with well-maintained packed walking paths that guide you through its grounds. You'll have to dismount the bike but the cacti are well worth a stop!

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Frequently Asked Questions

How many gravel bike trails are available in Woodside?

Woodside offers a wide selection of gravel biking routes, with over 20 trails available for exploration. These routes cater to various skill levels, from easy scenic rides to more challenging ascents.

What kind of terrain can I expect on gravel bike trails around Woodside?

You can expect a diverse mix of terrain, including majestic redwood forests, open ridgelines with panoramic views, and scenic valleys. The trails combine paved roads, packed dirt paths, and classic gravel sections, making it ideal for gravel bikes. Many routes feature shaded canopies and steady climbs through wooded hillsides.

Are there gravel routes suitable for beginners or families in Woodside?

Yes, Woodside has several easy gravel biking options perfect for beginners or families. These routes often feature gentle gradients and less challenging surfaces. For example, the San Francisco Bay Trail – San Francisco Bay Trail loop from California Avenue is an easy route offering a pleasant ride with minimal elevation gain.

Are there challenging gravel bike routes for experienced riders?

Absolutely. For experienced gravel bikers seeking a challenge, Woodside offers numerous routes with significant ascents and more demanding terrain. There are 11 difficult routes in the area, often incorporating longer climbs through the Santa Cruz Mountains and along ridgelines, providing a rewarding workout and stunning views.

What do other gravel bikers enjoy most about riding in Woodside?

The komoot community highly rates gravel biking in Woodside, with an average score of 4.25 stars from over 5 reviews. Riders often praise the diverse landscapes, from serene redwood forests to expansive ridgeline views, and the varied terrain that keeps rides interesting. Over 90 gravel bikers have used komoot to explore the area, highlighting its appeal.

Are there any gravel routes that offer scenic viewpoints or landmarks?

Many gravel routes in Woodside provide breathtaking scenic viewpoints. Riding along higher elevations, especially near Skyline Boulevard, often offers panoramic views of the Santa Cruz Mountains, the Bay Area, and even the Pacific Ocean. You can also find specific viewpoints like Skeggs Point, which is a popular spot for expansive vistas.

Can I find circular gravel bike routes in Woodside?

Yes, many of the gravel bike routes in Woodside are designed as loops, allowing you to start and end at the same point. This makes planning your ride convenient. An example is the San Francisco Bay Trail – Stevens Creek bridge loop from California Avenue, which offers a moderate circular ride.

What are some notable natural features or attractions I might see along the trails?

Woodside's gravel trails often pass through or near significant natural features. You'll encounter majestic redwood forests, oak woodlands, and madrone trees in parks like Wunderlich County Park. The area also features open ridgelines and views of the Crystal Springs Reservoir. For specific points of interest, you might pass by Windy Hill Summit or Mindego Hill.

Is parking available near the gravel bike trails in Woodside?

Yes, parking is generally available at the trailheads of many parks and preserves in and around Woodside, such as Wunderlich County Park and Huddart Park. It's always a good idea to check specific park regulations and parking availability before your visit, especially on busy weekends.

What is the best time of year to go gravel biking in Woodside?

The diverse climate of Woodside makes it suitable for gravel biking year-round, though spring and fall offer particularly pleasant conditions with mild temperatures and vibrant scenery. Summers are generally warm and dry, while winters are mild but can bring rain, which might make some unpaved sections muddy. Always check local weather conditions before heading out.

Are there any specific trails or areas known for their unique natural beauty?

The region is renowned for its natural beauty. Trails within Wunderlich County Park, such as the White Oak Trail, wind through dense redwood groves, offering a cool and immersive experience. The open ridgelines provide expansive views, and areas around Crystal Springs Reservoir offer serene waterside scenery. Edgewood Park and Natural Preserve, just outside Woodside, is also known for its wildflower-covered slopes in spring.

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