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Windy Hill Open Space Preserve (Closed Areas)

Windy Hill Open Space Preserve (Closed Areas)

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

4.8

(23)

2,352

runners

143

runs

Running in Windy Hill Open Space Preserve (Closed Areas) is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes in Windy Hill Open Space Preserve (Closed Areas)—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: December 4, 2025

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1. Running loop from Portola Valley

8.23km

01:03

170m

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

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Moderate

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2. Borel Hill loop from Portola Valley

28.5km

03:44

770m

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

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Hard

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3. Meadowlark Trail to Woodland Star Trail via View Point Trail loop — Enid Pearson Arastradero Preserve

3.77km

00:25

80m

70m

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

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Easy

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4. Los Trancos Trail loop — Foothills Nature Preserve

11.9km

01:39

440m

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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5. Charlie Brown Fire Road to Coyote Trail loop — Foothills Nature Preserve

5.56km

00:41

140m

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

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Moderate

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Browse the best Running Trails & Routes in other regions.

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

1. Running loop from Portola Valley

2. Borel Hill loop from Portola Valley

3. Meadowlark Trail to Woodland Star Trail via View Point Trail loop — Enid Pearson Arastradero Preserve

4. Los Trancos Trail loop — Foothills Nature Preserve

5. Charlie Brown Fire Road to Coyote Trail loop — Foothills Nature Preserve

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

Get inspired with the komoot mobile app

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