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Routes
Road cycling routes
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

Routes
Road cycling routes
United States
California
San Mateo County

Windy Hill Open Space Preserve (Closed Areas)

The best road cycling routes in Windy Hill Open Space Preserve (Closed Areas)

4.7

(183)

8,944

riders

69

rides

Looking for the best road cycling routes in Windy Hill Open Space Preserve (Closed Areas)? Then browse our collection of rides around this beautiful natural park in in San Mateo County below — and discover more of on your next visit.

Last updated: November 20, 2025

4.8

(4)

179

riders

1. Portola Valley – Dwight Crowder Path loop from Portola Valley

19.8km

00:56

250m

250m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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5

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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

Running Trails in Windy Hill Open Space Preserve (Closed Areas)

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Browse the best Road cycling routes in other regions.

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