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Routes
Running Trails
United States
California
San Mateo County

Woodside

The best running trails around Woodside

4.5

(24)

2,650

runners

207

runs

Running around Woodside 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 around Woodside—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: October 20, 2025

1

runners

1. Tripp Road via Woodside Road loop — Woodside

5.29km

00:36

30m

30m

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

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Intermediate

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

Expert
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6

runners

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

Intermediate

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

Intermediate
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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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