4.9
(7)
71
riders
5
rides
Gravel biking in Windy Hill Open Space Preserve offers diverse terrain across its 1,414 acres, characterized by expansive grassland ridges and lush forests of redwood, fir, and oak. The preserve features significant elevation changes, climbing from the floor of Portola Valley to a summit of 1,905 feet, providing varied challenges for riders. Many routes utilize fire roads, making them suitable for no traffic gravel bike trails. These trails offer panoramic views of the San Francisco Bay and surrounding natural features.
β¦Last updated: October 13, 2026
5
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
4
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
riders
6.49km
00:32
140m
140m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
11.9km
01:20
420m
420m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Windy Hill Open Space Preserve
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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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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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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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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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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Windy Hill Open Space Preserve offers a selection of three dedicated no-traffic gravel bike routes. These trails are specifically chosen to provide a serene riding experience away from vehicular traffic, allowing you to fully immerse yourself in the preserve's natural beauty.
The preserve features a diverse landscape, from open grassland ridges that offer panoramic views to lush forests of redwood, fir, and oak. Many of the designated multi-use trails suitable for gravel biking are fire roads, providing wider, less technical surfaces. You'll encounter varied elevation, with challenging climbs leading to rewarding descents, as the preserve climbs from Portola Valley to the 1,905-foot summit of Skyline Ridge.
Yes, there is an easy gravel bike route available. The Arastradero Lake loop from Enid Pearson-Arastradero Preserve is a great option for those looking for a less strenuous ride, covering 6.5 km with moderate elevation changes. It's perfect for getting a feel for gravel biking in the area.
The preserve is rich with scenic spots. You can enjoy breathtaking views from the Windy Hill Summit, offering vistas of the San Francisco Bay and surrounding areas. The Windy Hill Open Space Preserve Scenic View is another excellent spot for panoramic outlooks. Additionally, the tranquil Sausal Pond is a significant attraction where you might spot diverse wildlife.
Yes, loop routes are a popular way to experience the preserve's varied environments. For a moderate challenge, consider the White Oak Trail β Bella Vista Trail loop from Los Trancos Open Space Preserve, which covers nearly 10 km. Another moderate option is the Skeggs Point loop from Skeggs Point, spanning almost 12 km with significant elevation changes.
The preserve offers enjoyable riding conditions throughout much of the year. Spring brings beautiful wildflowers to the grassy meadows. Summertime fog can create a lush environment in the forested sections, particularly on the east side of Skyline Ridge. The open grassland ridges are often breezy, which can be pleasant on warmer days. Always check local weather conditions before heading out.
While some trails involve significant elevation, the preserve does offer options that can be enjoyed by families. The easy-rated Arastradero Lake loop from Enid Pearson-Arastradero Preserve is a good starting point for families looking for a less challenging gravel ride. Remember that bicycles are permitted on designated trails only, and helmets are required.
Midpeninsula Regional Open Space District, which manages Windy Hill, generally has specific rules regarding dogs. While dogs are often allowed on leash on many trails, policies can vary by preserve and trail. It's always best to check the official Midpeninsula Regional Open Space District website for the most current and detailed dog policy for Windy Hill Open Space Preserve before planning your ride with a canine companion.
The preserve is located near Portola Valley, which offers dining options. While there aren't cafes directly within the preserve, you can find various establishments in the nearby town to refuel after your gravel biking adventure.
Windy Hill Open Space Preserve has several designated parking areas. Popular access points often include parking lots near the trailheads. Given the preserve's popularity, especially on weekends, arriving earlier in the day is advisable to secure a parking spot.
Bicycles are permitted on designated multi-use trails only. Helmets are required for all cyclists, and a speed limit of 15 mph is enforced, which reduces to 5 mph when passing other trail users. E-bikes are generally not allowed on most Midpen trails. Always stay on marked trails to protect the natural environment.


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