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San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Hikes
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

The best family-friendly hikes and walks in Windy Hill Open Space Preserve (Closed Areas)

4.7

(258)

3,520

hikers

134

hikes

Family friendly hiking trails in Windy Hill Open Space Preserve (Closed Areas) traverse a diverse landscape characterized by expansive open grassland ridges and dense forests of redwoods, fir, and oak. The preserve climbs from Portola Valley to Skyline Ridge, with the summit of Windy Hill reaching 1,905 feet (581 meters). Sausal Pond adds a marshy habitat, attracting various wildlife. This varied topography offers a range of experiences for hikers.

Best family friendly hiking trails in Windy Hill Open Space Preserve…

Last updated: July 10, 2026

5.0

(5)

66

hikers

#1.

Hiking loop from Portola Valley

7.17km

02:03

170m

170m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

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

Easy
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5.0

(2)

4

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

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

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Tips from the Community

maniboyflex
June 24, 2025, View of Mount Diablo from Eucalyptus Bench

Along the Old Spanish Trail, there’s a small bench tucked under eucalyptus trees where you get a clear view of Mt. Diablo. It’s a good spot to pause, catch your breath, and take in the landscape.

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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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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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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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Alex
June 25, 2023, Vista Hill

A paved area with an overlook and additional parking.

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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 family-friendly hiking trails are available in Windy Hill Open Space Preserve?

Windy Hill Open Space Preserve offers a wide selection of routes suitable for families. You'll find over 75 easy trails, making it a great destination for outings with children.

What kind of scenery can families expect on hikes in Windy Hill Open Space Preserve?

Families can enjoy a diverse range of landscapes, from open, breezy grasslands with panoramic views to sheltered forests of redwoods, fir, oak, and madrone. The preserve's elevation changes offer varied scenery as you climb from Portola Valley towards Skyline Ridge.

Are there any easy loop trails suitable for families with young children?

Yes, there are several easy loop options perfect for families. For a gentle walk around a scenic pond, consider the Boronda Lake Loop via the Chamise Trail, which is relatively flat and short. Other family-friendly loops can be found that combine different sections of the preserve's extensive trail system.

Can we bring our dog on the family-friendly trails?

Yes, dogs are permitted on designated trails within Windy Hill Open Space Preserve, provided they are kept on a leash. Always check specific trail signage for any restrictions.

What are the best times of year to visit Windy Hill Open Space Preserve with family?

The preserve is beautiful year-round, but spring is particularly lovely for spotting wildflowers in the open meadows. Autumn offers vibrant colors, especially along trails that wind through the deciduous forests. The 'windy' nature of the hilltop means it can be breezy, so layers are always a good idea.

Are there good viewpoints for families to enjoy?

Absolutely! A major highlight of Windy Hill is the breathtaking 360-degree panoramic views from the summit and upper areas. On clear days, you can see the San Francisco Bay, the Pacific Ocean, Stanford University, Mount Tamalpais, and even Mount Diablo. Many trails, like the Windy Hill Summit loop from Portola Valley, offer rewarding vistas.

Is there wildlife to spot on the trails?

Yes, the diverse habitats support a variety of wildlife. Families might spot California mule deer, coyotes, various birds like egrets and blue herons near Sausal Pond, and even bobcats. Keep an eye out for dragonflies and the Western pond turtle around water features.

Are there any trails suitable for strollers?

While many trails have natural surfaces, some of the wider, less steep paths might be manageable with sturdy, all-terrain strollers. For a very easy, relatively flat option, the Boronda Lake Loop is a good choice, though it's always best to check current trail conditions for accessibility.

Where can we park when visiting Windy Hill Open Space Preserve?

The preserve is easily accessible from the Portola Valley area, and parking is available at designated trailheads. Restrooms are also provided at key access points for convenience.

What do other hikers say about the family-friendly trails here?

The komoot community highly rates the trails in Windy Hill Open Space Preserve, with an average score of 4.66 stars. Reviewers often praise the stunning panoramic views, the well-maintained trails, and the peaceful transition between open grasslands and shaded woodlands, making it a favorite for family outings.

How challenging are the family-friendly trails generally?

While some trails involve moderate elevation gain, many family-friendly options are rated as easy. These typically feature gentler slopes and shorter distances, allowing for a comfortable experience for all ages. For example, the Hiking loop from Portola Valley offers a moderate challenge with rewarding views.

Are there any trails that feature water bodies like ponds?

Yes, Sausal Pond is a significant natural attraction within the preserve. It's a marshy pond known for attracting various wildlife. The Boronda Lake Loop is an excellent choice for families looking to explore a trail that features a water body and its associated wildlife.

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