4.8
(5)
575
riders
34
rides
Road cycling in San Mateo offers diverse landscapes, from coastal routes along the Pacific Ocean to challenging hilly terrains and serene paths around reservoirs. The region features paved trails with minimal traffic, redwood forests, and panoramic views of the bay and San Francisco. Cyclists can find routes catering to various skill levels, including both leisurely rides and significant climbs.
Last updated: July 2, 2026
63
riders
88.8km
04:10
1,080m
1,080m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
50
riders
129km
06:50
2,300m
2,300m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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28
riders
32.6km
01:53
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
25
riders
65.9km
04:27
670m
680m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
12
riders
50.3km
03:00
1,180m
1,180m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
36.7km
02:12
810m
810m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
25.8km
01:36
670m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
48.4km
03:12
1,500m
1,500m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
26.3km
01:47
880m
880m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
7
riders
26.1km
01:36
660m
660m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Be careful with your camera and your cell phone! If something falls down, it is irretrievably gone. We strongly advise against going down… the name says it all
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There is a large number of free parking spaces to the north, so you can comfortably walk across the bridge and watch the crocodiles in their habitat. You should beware of the street vendors & decline them with thanks.
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A bridge across a river with crocodiles. The bridge is high enough to feel safe but you get to get pretty close. Those beasts are massive - probably 5m long some of them. I visited twice - once late in the afternoon (around 5) and once in the morning (around 6:30) and morning seems better because more of them were on land so they were easier to observe. Also, in the morning I was the only person on the bridge, in the afternoon there were loads of people, which is a bit dangerous with very narrow side walk and traffic.
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Nice beach. Popular with locals but not over crowded, restaurants nearby.
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San Mateo offers over 35 road cycling routes, catering to various skill levels. You'll find 14 moderate routes and 21 more challenging options, ensuring a diverse experience for every cyclist.
San Mateo's road cycling routes feature a diverse landscape. You can expect everything from mostly paved paths with minimal car traffic, such as segments of the Crystal Springs Regional Trail, to challenging hilly terrains and mountain roads like those leading to Kings Mountain and Old La Honda Road. Coastal routes along Highway 1 also offer stunning ocean views.
While many routes in San Mateo feature significant climbs, the region does offer options suitable for a more relaxed pace. The Crystal Springs Regional Trail, particularly the Sawyer Camp Trail segment, provides a mostly paved, car-free environment perfect for families. Additionally, segments of the San Francisco Bay Trail, such as those around Coyote Point Recreation Area, offer flat, scenic rides with bay views.
Many routes in San Mateo offer breathtaking views. The Crystal Springs Regional Trail provides beautiful lake views of the Lower Crystal Springs Reservoir. Coastal routes along Highway 1 and the Devil's Slide Trail offer sweeping Pacific Ocean vistas. For panoramic views of the sea, bay, and San Francisco, consider routes that traverse through redwood forests and ascend to areas like Skyline Boulevard.
Yes, San Mateo features several excellent loop routes. For a challenging experience, consider the Playa Pógeres – Villa Calalta loop from Orotina, which covers 55.1 miles with significant elevation. Another popular option is the Roadbike loop from Soda Katy, a 20.2-mile trail through varied terrain.
The road cycling routes in San Mateo are highly rated by the komoot community, with an average score of 4.75 stars from over 5 reviews. Cyclists often praise the diverse landscapes, from serene reservoir paths to challenging climbs with panoramic views, and the opportunity to explore both coastal and forested areas.
Yes, the Crystal Springs Regional Trail, including the Sawyer Camp Trail and San Andreas Trail segments, is known for its mostly paved paths with minimal car traffic, offering a quiet escape. On Sundays, a 3.8-mile segment of Cañada Road along this trail is closed to vehicles, creating a safe and enjoyable environment for non-motorized activities like cycling.
Experienced riders looking for a challenge will find plenty in San Mateo. Routes incorporating Portola Valley, Junipero Serra Boulevard, and roads leading to Kings Mountain and Old La Honda Road offer significant elevation gains. The El Alto – Playa Pógeres loop from Estanquillos is a difficult 81.5-mile path with substantial climbs, perfect for advanced cyclists.
Absolutely. San Mateo's proximity to the Pacific Ocean provides breathtaking coastal rides. Popular options include stretches along Highway 1, often referred to as the 'Planet of the Apes loop,' and the Coastside Trail, which offers sweeping views of the Pacific, access to beaches, and opportunities for nature viewing.
San Mateo generally offers favorable cycling conditions year-round due to its mild climate. However, spring and fall often provide the most pleasant temperatures and clear skies, ideal for enjoying both coastal and inland routes. Summer can be warm, especially inland, while winter might bring occasional rain, though many days remain suitable for riding.
Yes, for a unique cycling experience, some of the more challenging routes in San Mateo traverse through beautiful redwood forests. These routes, often found on climbs leading to areas like Kings Mountain and Old La Honda Road, provide a shaded and scenic environment, contrasting with the open coastal and reservoir views.
For views of the San Francisco Bay, consider routes that utilize segments of the San Francisco Bay Trail, particularly around the Coyote Point Recreation Area. Additionally, some of the higher elevation routes, especially those ascending towards Skyline Boulevard, offer panoramic vistas that include the bay.


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