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United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Hikes
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Easy hikes and walks in Windy Hill Open Space Preserve (Closed Areas)

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.

Best easy hiking trails in Windy Hill Open Space Preserve (Closed Areas)

  • The most popular easy hiking route is Alpine…

Last updated: October 17, 2026

4

hikers

#1.

Alpine Road, Sweet Springs, and Deer Path Loop

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 the…

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Easy

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 grassland…

Easy
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

maniboyflex
June 20, 2025, Enid Pearson-Arastradero Preserve

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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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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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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LadyDi
December 15, 2023, Arastradero Lake

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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LadyDi
April 10, 2022, Arastradero Lake

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!

Translated by Googleβ€’

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Really recommended πŸ˜‡

Translated by Googleβ€’

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Frequently Asked Questions

How many easy hiking trails are available in Windy Hill Open Space Preserve?

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.

What kind of terrain can I expect on easy hikes in Windy Hill Open Space Preserve?

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.

Are there any family-friendly easy hikes in Windy Hill Open Space Preserve?

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.

Can I bring my dog on the easy trails in Windy Hill Open Space Preserve?

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.

What natural features or landmarks can I see on an easy hike?

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.

Are there any easy loop hikes in Windy Hill Open Space Preserve?

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.

What is the best time of year to visit Windy Hill Open Space Preserve for easy hikes?

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.

What do other hikers enjoy most about easy trails in Windy Hill Open Space Preserve?

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.

How long do easy hikes typically take in Windy Hill Open Space Preserve?

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.

Are there any less crowded easy trails in Windy Hill Open Space Preserve?

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.

What kind of wildlife might I encounter on easy hikes?

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.

Are there any specific easy trails that lead to the Windy Hill summit?

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.

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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