Looking for the best road cycling routes in Skyline Ridge Open Space Preserve (Closed Area)? 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: October 4, 2025

4.7

(3)

riders

1. Portola Valley – Tree Tunnel on Portola Road loop from Portola Valley

29.4km

01:19

320m

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

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Intermediate

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2. Alpine Road – Dwight Crowder Path loop from La Honda

23.7km

01:20

470m

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

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Intermediate

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5.0

(3)

177

riders

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

19.8km

00:56

250m

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

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Easy

5.0

(1)

riders

4. Tree Tunnel on Portola Road – Portola Valley loop from Portola Valley

25.7km

01:26

550m

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

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Intermediate

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5. Elena Road Viewpoint – Byrne Preserve Lookout loop from Portola Valley

20.2km

01:07

330m

Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Intermediate

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The best road cycling routes in Skyline Ridge Open Space Preserve (Closed Area)

1. Portola Valley – Tree Tunnel on Portola Road loop from Portola Valley

2. Alpine Road – Dwight Crowder Path loop from La Honda

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

4. Tree Tunnel on Portola Road – Portola Valley loop from Portola Valley

5. Elena Road Viewpoint – Byrne Preserve Lookout loop from Portola Valley

Most popular routes in Skyline Ridge Open Space Preserve (Closed Area)

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