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San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Cycling routes
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

The best traffic-free bike rides in Windy Hill Open Space Preserve (Closed Areas)

4.6

(129)

3,278

riders

22

rides

No traffic touring cycling routes in Windy Hill Open Space Preserve (Closed Areas) traverse a diverse landscape characterized by open grassland ridges and lush forests. The preserve features redwood, fir, and oak trees, with a distinctive breezy, grass-covered hilltop. Summertime fog often contributes to unusually lush woodlands, including old-growth Douglas-fir trees. Oak woodlands and open grassy meadows, along with tranquil spots like Sausal Pond, define the area's natural beauty.

Best no traffic touring cycling routes in Windy Hill Open Space…

Last updated: October 27, 2026

10

riders

#1.

Alpine Road loop from Enid Pearson-Arastradero Preserve

11.4km

00:45

170m

170m

Moderate bike ride. Good fitness required. Mostly paved surfaces.

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Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces.

Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces.

Hard
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Popular around Windy Hill Open Space Preserve (Closed Areas)

Traffic-free bike rides in Windy Hill Open Space Preserve (Closed Areas)

Traffic-free bike rides in Windy Hill Open Space Preserve (Closed Areas)

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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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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Sue
December 31, 2024, Black Mountain

Black Mountain, situated on Monte Bello Ridge, is a popular destination for hikers and mountain bikers. With an elevation of 2,812 feet, it's easy to understand why. From the summit, the views of the Santa Cruz Mountains and Silicon Valley are breathtaking.

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Zachary
September 19, 2024, Boronda Lake

Boronda Lake features a couple scenic picnic areas with piers out over the water. A small arched bridge leads out to Sunfish Island from a trail on the side of the lake opposite the road. This is great place from which to enjoy beautiful Foothills Nature Preserve.

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A small hike/bike-in campground with a vault toilet and (non-portable) water. You can oversee the lights of Bay Area at night and wake up above the cloud in the morning. You have to get a permit ($2) and the park rangers come and check the permit in the evening.

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Sue
December 29, 2023, Sobey Pond

Sobey Pond is a tranquil oasis nestled along the Arastradero Creek Trail, with its still waters reflecting the surrounding verdant trees. This pristine pond serves as an integral water source for the diverse array of animals who call the preserve their home, with lush vegetation that enhances the area's natural beauty.

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This area provides stunning views of the surroundings, featuring a compass on the ground and indicators pointing to different landmarks in the area.

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Frequently Asked Questions

How many no-traffic touring cycling routes are available in Windy Hill Open Space Preserve?

There are over 20 no-traffic touring cycling routes available in and around Windy Hill Open Space Preserve. These routes offer a variety of distances and difficulties, ensuring options for different skill levels.

Are there easy no-traffic touring cycling routes suitable for beginners or families?

Yes, there are several easy no-traffic touring cycling routes. For instance, the Alpine Road loop from Enid Pearson-Arastradero Preserve is a moderate option that can be enjoyed by those looking for a less strenuous ride. The preserve's multi-use trails, where cycling is permitted, also offer gentler terrain.

What are the typical lengths and durations of the no-traffic touring cycling routes?

The no-traffic touring cycling routes vary significantly in length and duration. You can find shorter loops around 8-9 km (5-5.6 miles) like the Bowl Loop Jumps – Sobey Pond loop, which takes about 1 hour. Longer, more challenging routes can extend over 23 km (14 miles) and take more than 2 hours, such as the Old La Honda Road – Portola Valley loop.

Where can I park and access the no-traffic touring cycling routes?

Many routes, including the Alpine Road loop and the Arastradero Lake loop, start from the Enid Pearson-Arastradero Preserve, which offers parking facilities. Other access points may be available depending on the specific route you choose.

What kind of landscapes and natural features can I expect to see on these routes?

Windy Hill Open Space Preserve offers a diverse landscape. You'll cycle through open grassland ridges, lush forests with redwood, fir, and oak trees, and open grassy meadows that are vibrant with wildflowers in spring. Keep an eye out for Sausal Pond, where you might spot egrets, blue herons, and even the Western pond turtle.

Are there any challenging no-traffic touring cycling routes for experienced riders?

Yes, for experienced riders seeking a challenge, there are difficult routes available. The Old La Honda Road – Portola Valley loop is a notable difficult option, featuring significant elevation changes over its 23 km distance. These routes often include steeper climbs and descents.

What is the best time of year to go touring cycling in Windy Hill Open Space Preserve?

Spring is particularly beautiful, with wildflowers blooming in the meadows. Summer brings fog over Skyline Ridge, contributing to lush woodlands, but can also be breezy. Fall offers pleasant temperatures and clear views. Winters are generally mild, but check weather conditions for rain. The preserve is accessible year-round, but conditions vary.

What should I wear for touring cycling in Windy Hill Open Space Preserve?

Given the varied terrain and potential for breezy conditions (especially on the namesake 'Windy Hill'), it's advisable to dress in layers. Helmets are mandatory for cyclists within the preserve. Comfortable cycling attire, appropriate footwear, and sun protection are also recommended.

Are there scenic viewpoints along the no-traffic touring cycling routes?

Absolutely. The preserve is renowned for its breathtaking panoramic views. From the summit and upper reaches, you can see the San Francisco Bay, the Pacific Ocean, Stanford University, and distant landmarks like Mount Tamalpais and Mount Diablo. The Herb Grench Overlook provides exceptional vantage points.

What do other touring cyclists enjoy most about the routes in Windy Hill Open Space Preserve?

The area is highly rated by the komoot community, with an average score of 4.66 stars. Reviewers often praise the stunning panoramic views, the diverse natural landscapes, and the sense of tranquility found on the designated no-traffic trails, making for a rewarding cycling experience.

Are there any loop touring cycling routes available?

Yes, many of the no-traffic touring cycling routes in the area are designed as loops, allowing you to start and end at the same point. Examples include the Alpine Road loop and the Dwight Crowder Path – Rossotti's Alpine Inn loop, providing convenient circular journeys.

Most popular routes in Windy Hill Open Space Preserve (Closed Areas)

Running Trails in Windy Hill Open Space Preserve (Closed Areas)

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