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Routes
Running Trails
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Running Trails
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

The best running trails in Windy Hill Open Space Preserve (Closed Areas)

4.6

(44)

2,530

runners

168

runs

Jogging in Windy Hill Open Space Preserve (Closed Areas) offers diverse terrain, from open grassland ridges to dense redwood, fir, and oak forests. The preserve features trails with significant elevation gains, including routes that climb to the 1,905-foot summit. These varied landscapes provide dynamic visual and physical experiences for runners.

Best jogging routes in Windy Hill Open Space Preserve (Closed Areas)

  • The most popular jogging route is Windy Hill Summit loop from Portola Valley, a 14.5 miles (23.4 km) trail that takes 3 hours 8 minutes to complete. This difficult route features substantial elevation gain and panoramic views.
  • Another top favourite among local runners is Running loop from Portola Valley, a moderate 5.1 miles (8.2 km) path. This route includes a 570-foot elevation gain, offering a good workout with varied scenery.
  • Local runners also love the Meadowlark Trail to Woodland Star Trail via View Point Trail loop, a 2.3 miles (3.8 km) trail leading through attractive woodlands, often completed in about 25 minutes.
  • Jogging in Windy Hill Open Space Preserve (Closed Areas) is defined by open grassland ridges, dense forests, and significant elevation changes. The extensive network offers options for different ability levels, from easy paths to challenging climbs.
  • The routes in Windy Hill Open Space Preserve (Closed Areas) are highly rated by the komoot community with an average score of 4.5 stars from more than 20 reviews. More than 2000 runners have used komoot to explore Windy Hill Open Space Preserve (Closed Areas)'s varied terrain.

Last updated: May 13, 2026

35

runners

#1.

Running loop from Enid Pearson-Arastradero Preserve

10.2km

01:15

200m

200m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

9

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Windy Hill Open Space Preserve (Closed Areas)

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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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From up here on the ridge you get great sweeping views across the foothills. On a clear day you can see out west to the Pacific Ocean.

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Nitram X2
March 16, 2025, Borel Hill

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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AverieOutside
December 21, 2023, Borel Hill

The top of Borel Hill has an elevation of 2,572 feet and offers panoramic views of the city below as well as views of the ocean in the distance.

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Windy Hill Open Space Preserve encompasses a little over 1,100 acres of barren land with a few spotty forest areas. The majority of the Peninsula Range (the mountain range in which the park is encompassed) is completely covered in trees, but the Windy Hill Open Space Preserve has a bunch of open meadows and bald hills with expansive views.

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Matthew
November 20, 2023, Arastradero Overlook

The Vista Point Trail dead ends at a bench and overlook area known as Arastradero Overlook. This lookout area offers a great view of the lower Enid Pearson-Arastradero Preserve.

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Sue
September 23, 2023, Alpine Pond

The shores of this lovely pond are full of moisture-loving plants such as willow, dock, and cattails. If you spend time here, you can expect to see lots of wildlife that inhabit the area, including blue herons, egrets, ring-necked ducks, mallards, and western pond turtles. A nature center overlooks the pond with exhibits, touchable wildlife, picnic tables, restrooms and drinking water open year-round.

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Sue
September 22, 2023, Mindego Hill Windmill

This spot has a lovely wooden platform with a bench where you can take a break and enjoy the panoramic views of the Silicon Valley side of Mindego Hill, which is below you. The classic windmill is up the hill to your left.

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Frequently Asked Questions

What kind of terrain can I expect when running in Windy Hill Open Space Preserve?

The preserve offers a diverse range of terrain, from open grassland ridges to dense redwood, fir, and oak forests. You'll find trails that are mostly paved and accessible, as well as more challenging routes with significant elevation gains, rocks, and roots. This variety provides a dynamic visual and physical experience for runners of all levels.

Are there running routes suitable for beginners in the preserve?

Yes, Windy Hill Open Space Preserve caters to all fitness levels. You can find trails under 3 miles with minimal elevation gain, perfect for those new to trail running or looking for an easier jog. For example, the Meadowlark Trail to Woodland Star Trail via View Point Trail loop is an easy 2.3-mile option.

Can I find challenging trail runs with significant elevation gain?

Absolutely. As its name suggests, Windy Hill offers routes that climb from the floor of Portola Valley to the 1,905-foot summit, providing a strenuous workout. Trails like the Windy Hill Summit loop from Portola Valley, a 14.5-mile route with over 840 meters of elevation gain, are ideal for experienced runners seeking a challenge and panoramic views.

How many running routes are available in Windy Hill Open Space Preserve?

There are over 140 running routes available in Windy Hill Open Space Preserve, offering a wide selection for various preferences and fitness levels. These include 18 easy, 98 moderate, and 32 difficult options.

What scenic views or natural features can I enjoy while jogging here?

Runners can enjoy magnificent vistas of the San Francisco Bay, Stanford University, Mount Tamalpais, Mount Diablo, and even the Pacific Ocean on clear days, especially from the summit and upper areas. The preserve also features lush woodlands with old-growth Douglas fir trees, open grasslands that display beautiful wildflowers in spring, and tranquil spots like Sausal Pond where you might spot local wildlife.

Are there any specific landmarks or points of interest along the trails?

Beyond the stunning panoramic views from the summit, you can explore attractive woodlands, particularly on the east side of Skyline Boulevard. The preserve's distinctive, breezy, grass-covered hilltop is a landmark in itself. Sausal Pond is another notable feature, offering a peaceful setting and opportunities for wildlife viewing.

Is there parking available for runners at Windy Hill Open Space Preserve?

Yes, parking is available at various access points to the preserve. Many popular routes, such as those starting from Portola Valley, have designated parking areas nearby, making it convenient for runners to access the trails.

How accessible is the preserve by public transport?

While the preserve is primarily accessed by car, some public transport options may get you close to the general area. However, direct public transport access to specific trailheads within the preserve is limited. It's advisable to check local transit schedules for the most up-to-date information if you plan to use public transport.

What is the best time of year to go running in Windy Hill Open Space Preserve?

Spring is particularly beautiful due to the wildflowers in the open grasslands. Summertime fog often spills over Skyline Ridge, making the woodlands unusually lush and providing a cooler running environment. Fall offers pleasant temperatures and clear views. The preserve is generally enjoyable year-round, but conditions can vary, so checking the weather beforehand is always recommended.

Are dogs allowed on the running trails in Windy Hill Open Space Preserve?

Yes, dogs are permitted on leash on designated trails within Windy Hill Open Space Preserve. This allows runners to bring their canine companions along for a run, provided they adhere to the leash regulations.

Are there family-friendly running paths in the preserve?

Yes, the preserve offers trails suitable for families. There are options under 3 miles with minimal elevation gain that are great for a leisurely jog or walk with children. These easier paths provide a pleasant outdoor experience for all ages.

Are there good loop running trails in Windy Hill Open Space Preserve?

Loop trails are a popular feature in the preserve, allowing runners to experience varied scenery without retracing their steps. Many routes, such as the Running loop from Portola Valley, offer excellent circular options. The 7.2-mile Windy Hill Loop, covering Spring Ridge Trail, Lost Trail, and Hamm's Gulch Trail, is another well-known loop.

What do other runners say about their experience in Windy Hill Open Space Preserve?

The running routes in Windy Hill Open Space Preserve are highly rated by the komoot community, with an average score of 4.5 stars from more than 20 reviews. Over 2000 runners have used komoot to explore the varied terrain, often praising the diverse landscapes, challenging climbs, and rewarding panoramic views.

Are there any less crowded running trails if I prefer more solitude?

While some areas can be popular, certain trails offer a sense of isolation with very little traffic noise. The Razorback and Spring Ridge Loop, for instance, is known for providing a tranquil experience as it transitions from woods to open grassland with sweeping scenic vistas, making it a good choice for those seeking solitude.

Most popular routes in Windy Hill Open Space Preserve (Closed Areas)

Family-friendly hikes in Windy Hill Open Space Preserve (Closed Areas)

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