The best road cycling routes in Windy Hill Open Space Preserve
4.7
(100)
4,868
riders
39
rides
Last updated: November 14, 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.
12
riders
2. Alpine Road loop from Westridge
16.7km
01:01
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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5
riders
3. Alpine Road loop from Portola Valley
11.3km
00:35
170m
170m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
10
riders
4. Alpine Road – Dwight Crowder Path loop from La Honda
23.7km
01:20
470m
470m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
124
riders
5. Manzanita Way – Portola Valley loop from Ladera
29.0km
01:18
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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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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