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.
Last updated: July 10, 2026
5.0
(5)
66
hikers
7.17km
02:03
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
7
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(2)
4
hikers
9.19km
02:36
200m
200m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
2.46km
00:40
30m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(5)
67
hikers
7.37km
02:08
190m
190m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Along the Old Spanish Trail, thereβs a small bench tucked under eucalyptus trees where you get a clear view of Mt. Diablo. Itβs a good spot to pause, catch your breath, and take in the landscape.
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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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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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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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The beer garden is really nice!
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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