The best cycling routes around San Mateo
4.4
(30)
719
riders
49
rides
Last updated: October 13, 2025
5.0
(3)
138
riders
1. San Gregorio State Beach – Kings Mountain Road loop from Hillsdale
105km
07:08
1,790m
1,790m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
67
riders
2. Ralston Bike Trail – Woodside Store Historic Site loop from Hillsborough
47.2km
03:00
560m
560m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(3)
38
riders
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.6
(5)
69
riders
4. Jepson Laurel – San Andreas Lake loop from San Mateo
30.1km
01:49
240m
240m
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
22
riders
5. Oracle Lagoon – Hillsdale CalTrain Station loop from Hillsdale
23.3km
01:28
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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