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Road cycling routes
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Road 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)

4.5

(170)

7,803

riders

8

rides

Road cycling in Windy Hill Open Space Preserve (Closed Areas) offers diverse terrain characterized by its distinctive, breezy, grass-covered hilltop and panoramic views. The preserve features open grassland ridges alongside forests of redwood, fir, and oak, providing varied backdrops for rides. While some specific trails are closed to bicycles, designated multi-use roads and fire roads offer engaging routes for road cyclists. The landscape includes significant elevation changes, making it suitable for those seeking challenging climbs amidst natural beauty.

Best noโ€ฆ

Last updated: July 10, 2026

13

riders

#1.

Rossotti's Alpine Inn โ€“ Dwight Crowder Path loop from Los Trancos Open Space Preserve

24.0km

01:26

470m

470m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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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

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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The Rodin Sculpture Garden at Stanfordโ€™s Cantor Center for the Arts offers a peaceful, art-filled detour for runners exploring campus. Located just off Palm Drive, the garden features one of the largest collections of Auguste Rodinโ€™s bronze works outside Parisโ€”including The Thinker and The Gates of Hell. Wide, paved paths wind through the outdoor space, making it easy to jog through or pause for a contemplative break. Itโ€™s a favorite spot for morning and evening runners, offering shade, quiet, and inspiring surroundings. The garden is open year-round and sits near several scenic campus running loops and trail connectors.

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This mostly paved bike trail alongside Alpine Road is great for bike commuting โ€” just don't run over any slower trail users! The trail runs all the way from Portola Valley to Stanford, offering some nice shade along the way. The brief moments of unpaved trail are near the Portola Valley end.

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The Palo Alto-Los Altos Bike and Pedestrian Path, also known as the Hetch Hetchy Trail, is a well-maintained multi-use route that connects Los Altos Avenue to Arastradero Road. Itโ€™s popular for biking, running, and hiking, offering scenic views and access to parks like Terman Park, Bol Park, and Barron Park Donkeys. The trail includes a mini library and is part of Henry M. Gunn High School's recommended walking routes.

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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 20, 2025, Moody Road

Moody Road is a short route for cyclists connected to nearby trails or longer climbs like Page Mill Road. It offers a mix of rolling hills and quiet, scenic vibes. The last km is tough, but in the end it is always worth it.

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Page Mill Road is a classic route for cyclists looking for a challenge, with its steep climbs, sharp switchbacks, and stunning views of Silicon Valley. Starting near Palo Alto and climbing into the Santa Cruz Mountains, the ride tests your legs but rewards you with breathtaking scenery. Be prepared for varying gradients, especially in the lower sections, and pack plenty of waterโ€”the climb can be intense, especially on warmer days.

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Sue
December 31, 2024, Rossotti's Alpine Inn

This fantastic tavern, founded in 1852, is the second oldest in the state. It features a large, beer garden-style outdoor area with plenty of shade. An extensive beer and food menu makes it a perfect stop to enjoy a brew and some great food after a ride.

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Frequently Asked Questions

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

There are 14 dedicated no-traffic road cycling routes in and around Windy Hill Open Space Preserve, offering a variety of experiences for cyclists.

What kind of views can I expect on these road cycling routes?

The routes offer magnificent panoramic views, especially from higher elevations. You can expect to see across the San Francisco Bay, including landmarks like Stanford University, Mount Tamalpais, Mount Diablo, downtown San Francisco, and even the Pacific Ocean. The Anniversary Trail, though not fully bike-accessible, provides a sense of the breathtaking vistas along Skyline Ridge.

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

Yes, many routes offer significant elevation gains and challenging climbs. For example, the Old La Honda Road loop from Stanford Linear Accelerator Center National Accelerator Laboratory is a moderate route with over 660 meters of elevation gain, providing a good test for experienced cyclists.

What are the best times of year to go road cycling in the Windy Hill region?

Spring is particularly beautiful, with open grassy meadows bursting with wildflowers. The preserve is known for its breezy conditions, which can be refreshing, though strong winds and coastal fog are possible, especially in summer. Always check local weather forecasts before heading out.

Are there any specific areas or trails within Windy Hill Open Space Preserve that are closed to road bikes?

Yes, while many multi-use trails and fire roads are open to cyclists, specific trails such as the Betsy Crowder, Razorback, Lost, and Hamms Gulch Trails are closed to bicycles year-round. It's important to adhere to marked routes where cycling is permitted to ensure safety and preserve the natural environment.

What do other road 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 4.6 stars. Reviewers often praise the stunning panoramic views, the challenging climbs, and the feeling of being immersed in nature away from traffic, particularly on routes like the Old La Honda Road loop from Woodside.

Can I find loop routes for no-traffic road cycling in this area?

Absolutely. Many of the routes are designed as loops, allowing you to start and end at the same point. Examples include the Rossotti's Alpine Inn โ€“ Arastradero Lake loop from Enid Pearson-Arastradero Preserve and the Alpine Road loop from Jasper Ridge Biological Preserve, which offer varied distances and elevations.

Are there any natural features or wildlife I might encounter while cycling?

The preserve boasts diverse ecosystems, including oak woodlands, open grassy meadows, and lush forests. You might spot wildlife around Sausal Pond, which is home to egrets, blue herons, wood ducks, dragonflies, and the Western pond turtle. Higher elevations feature expansive grasslands, while lower areas have Douglas-fir, California bay, madrone, and redwood trees.

What are the rules and safety guidelines for road cycling in the preserve?

Cyclists are required to wear helmets. A 15 mph trail speed limit is enforced, which reduces to 5 mph when passing others. Always be mindful of hikers and equestrians, as many routes are multi-use.

Are there any cafes or places to stop for refreshments near the no-traffic cycling routes?

While the preserve itself is primarily natural, routes often pass near or start from areas like Portola Valley or Woodside, where you can find local cafes and inns for refreshments before or after your ride. The Rossotti's Alpine Inn โ€“ Dwight Crowder Path loop from Los Trancos Open Space Preserve, for instance, suggests a stop at Rossotti's Alpine Inn.

Where can I find parking for these road cycling routes?

Many routes start from designated preserves or centers that offer parking. For example, routes might begin near the Stanford Linear Accelerator Center National Accelerator Laboratory, Enid Pearson-Arastradero Preserve, or Los Trancos Open Space Preserve, all of which typically provide parking facilities for visitors.

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

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