Looking for the best road cycling routes in Skyline Ridge Open Space Preserve? Then browse our collection of rides around this beautiful natural park in in San Mateo County below …

Last updated: September 25, 2025

riders

1. 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

4.7

(3)

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2. 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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5.0

(3)

177

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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. Alta Mesa Memorial Park loop from Los Altos Hills

18.9km

01:00

150m

Intermediate road ride. Great for any fitness level. 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

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

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

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

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

5. Alta Mesa Memorial Park loop from Los Altos Hills

Most popular routes in Skyline Ridge Open Space Preserve

Most popular attractions in Skyline Ridge Open Space Preserve

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