Windy Hill Open Space Preserve (Closed Areas)
Windy Hill Open Space Preserve (Closed Areas)
4.8
(75)
935
riders
43
rides
Mountain biking in Windy Hill Open Space Preserve (Closed Areas) offers a diverse landscape for riders. The preserve features rolling hills, dense woodlands, and open grasslands, providing varied terrain for mountain bike trails. Riders can expect a mix of challenging climbs and flowing descents through natural environments. The area is characterized by its elevation changes and scenic views of the surrounding Bay Area.
Last updated: August 4, 2026
16
riders
25.3km
02:44
640m
640m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
5.0
(1)
5
riders
40.2km
03:19
960m
960m
Hard mountain bike ride. Very good fitness required. Advanced riding skills necessary.

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4
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
5.0
(4)
38
riders
38.9km
04:33
1,080m
1,080m
Hard mountain bike ride. Very good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
5.0
(2)
34
riders
24.9km
03:04
600m
600m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
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Gravel biking in Windy Hill Open Space Preserve (Closed Areas)
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 gravelβgreat 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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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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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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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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Windy Hill Open Space Preserve offers a range of mountain bike trails catering to different skill levels. You'll find 11 easy routes, 13 moderate routes, and 13 difficult routes, providing options for beginners to experienced riders.
Trail lengths vary significantly. For example, an easy route like the Redtail Loop Trail β Arastradero Lake loop from Enid Pearson-Arastradero Preserve is about 5.7 miles (9.2 km). More challenging routes, such as the Woodside Store (Historic Site) β Skeggs Point loop from Portola Valley, can extend to nearly 25 miles (40 km).
Yes, there are several trails suitable for beginners. The preserve features 11 easy routes. A good option to start with is the Redtail Loop Trail β Arastradero Lake loop from Enid Pearson-Arastradero Preserve, which is an easy 5.7 miles (9.2 km) trail.
For experienced riders seeking a challenge, Windy Hill Open Space Preserve offers 13 difficult routes. Consider the Old Ranch Trail β White Oak Trail loop from Portola Valley, a demanding 24.2 miles (38.9 km) route with over 1,000 meters of elevation gain.
Policies regarding dogs in open space preserves can vary. It's always best to check the official Midpeninsula Regional Open Space District website or trailhead signage for the most current regulations on where dogs are permitted and if they need to be on a leash.
The Bay Area generally offers good mountain biking conditions year-round. However, spring and fall often provide the most pleasant temperatures. Summers can be warm, and winters might bring rain, affecting trail conditions. Always check local weather and trail status before heading out.
Yes, many of the mountain bike routes in the preserve are loops. For example, the Stevens Creek Nature Trail loop from Enid Pearson-Arastradero Preserve is a popular 17.3 miles (27.8 km) loop, and the Bowl Loop Jumps β Arastradero Lake loop from Portola Valley is another great option.
The area is highly rated by the komoot community, with an average score of 4.7 stars from over 100 reviews. Riders often praise the diverse landscape, which includes rolling hills, dense woodlands, and open grasslands, as well as the varied terrain offering both challenging climbs and flowing descents.
There are over 35 mountain bike routes available in Windy Hill Open Space Preserve, offering a wide variety of experiences for riders of all levels.
Yes, many routes offer scenic views of the surrounding Bay Area. The Woodside Store (Historic Site) β Skeggs Point loop from Portola Valley, for instance, is known for its panoramic views from Skeggs Point.
While public transport options might be limited directly to all trailheads, some regional transit services may connect to areas near the preserve. It's advisable to check local bus schedules or consider ride-sharing services to reach specific access points.
Windy Hill Open Space Preserve is home to diverse wildlife. Riders might spot deer, various bird species, and smaller mammals. Keep an eye out, especially during quieter times of day, and always maintain a respectful distance.


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