4.6
(271)
3,704
hikers
179
hikes
Easy hiking trails in Windy Hill Open Space Preserve (Closed Areas) traverse a landscape characterized by its distinctive, breezy, grass-covered hilltop and diverse woodlands. The preserve spans 1,414 acres, featuring open grassland ridges, forests of redwood, fir, and oak, as well as California bay and Douglas fir. Elevated points offer views of the San Francisco Bay and the Pacific Ocean.
Last updated: October 17, 2026
4
hikers
4.60km
01:15
70m
70m
The Alpine Road, Sweet Springs, and Deer Path Loop offers an easy hike through a peaceful oak forest. You'll find abundant shade as the trail winds along, especially on theβ¦
3.55km
00:57
50m
40m
The Portola Trail offers a delightful, easy hike through the serene landscapes of Portola Valley. You'll wander along a gentle singletrack path, passing through peaceful oak woodlands and open grasslandβ¦

5
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
6
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5
hikers
4.12km
01:13
120m
120m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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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 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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This mostly paved bike trail alongside Alpine Road is great for bike commuting β 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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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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Arastradero Lake is a quiet pond in the hills of the Arastradero Preserve. The lake is surrounded by oak trees and can get pretty dry in summer.
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Asastradero Lake is more of a small farm pond in the hills of Palo Alto than a lake. It is heavy with vegetation and can be a good spot to glimpse some wildlife along your run.
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Arastradero Lake is nestled in the hills of the Enid Pearson-Arastradero Preserve. The lake is surrounded by oak trees and can get quite dry in the summer.
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The beer garden is really nice!
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Windy Hill Open Space Preserve offers nearly 100 easy hiking trails. In total, there are over 180 routes for various skill levels, ensuring plenty of options for a relaxed outdoor experience.
Easy hikes in the preserve feature a diverse landscape, from open grassland ridges with wildflowers in spring to woodlands of redwood, fir, oak, and California bay. You'll also find paths leading to Sausal Pond and enjoy panoramic views from elevated points.
Yes, several trails are suitable for families. For a gentle walk through woodlands and near Sausal Pond, consider the Boronda Lake Loop via the Chamise Trail, which is about 1.5 miles long. The Portola Trail is another straightforward 2.2-mile option with minimal elevation changes.
The preserve has specific rules regarding dogs. While some trails are dog-friendly, others may have restrictions. It's always best to check the official preserve guidelines before your visit to ensure you choose an appropriate trail for you and your dog.
On easy hikes, you can enjoy the distinctive breezy, grass-covered hilltop, diverse woodlands, and the tranquil Sausal Pond, where you might spot various birds and even Western pond turtles. Many trails also offer breathtaking panoramic views of the San Francisco Bay and the Pacific Ocean.
Yes, there are several easy loop options. The Alpine Road, Sweet Springs, and Deer Path Loop is a popular 2.9-mile route with gentle elevation. Another great choice is the Boronda Lake Loop via the Chamise Trail, which is about 1.5 miles.
Spring is ideal for easy hikes, as the grasslands and woodlands are abundant with wildflowers. While the preserve is generally sheltered, be aware that areas along Skyline Ridge can be cold, damp, and windy, even on warm days. During wet winter months, some trails may become muddy or be restricted to hikers only.
The area is highly rated by the komoot community, with an average score of 4.7 stars from over 300 reviews. Reviewers often praise the diverse ecosystems, from open grasslands to dense woodlands, and the stunning panoramic views of the Bay and Pacific Ocean.
Easy hikes vary in length and duration. For example, the Boronda Lake Loop via the Chamise Trail can be completed in about 40 minutes, while the Alpine Road, Sweet Springs, and Deer Path Loop typically takes around 1 hour and 15 minutes.
While popular, the preserve offers many trails. To find less crowded options, consider visiting during off-peak hours or weekdays. Exploring trails like the Portola Trail, which offers a straightforward walk, might provide a more serene experience.
On easy hikes, especially near Sausal Pond, you might spot egrets, blue herons, wood ducks, and dragonflies. The preserve is also home to the Western pond turtle. In the woodlands and grasslands, keep an eye out for various bird species and other local fauna.
While the main summit loop can be more moderate, a section known as the Anniversary Trail provides a more direct path to the summit for panoramic views. The Windy Hill Summit loop from Windy Hill Open Space Preserve is an easy 2.6-mile option that includes summit views.


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