4.7
(121)
5,367
riders
54
rides
Road cycling around San Mateo offers diverse landscapes, from bayfronts to rolling hills and access to redwood forests. The region is characterized by scenic reservoirs like Crystal Springs and San Andreas Lake, providing varied terrain for cyclists. Routes often feature paved paths with minimal car traffic, alongside more challenging ascents into the nearby Santa Cruz Mountains. This area provides a mix of leisurely rides and vigorous climbs.
Last updated: April 27, 2026
4.8
(6)
501
riders
83.1km
03:37
790m
790m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(4)
75
riders
34.9km
01:38
430m
430m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Sign up for free
5.0
(4)
220
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(3)
91
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
39
riders
79.5km
03:50
1,010m
1,010m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
A fun, pretty place to stop while riding Cañada road. I has water and an air pump and bathrooms. Take a photo with friends.
0
0
Looking northeast down the hill, on a clear day you can see all the way out across San Francisco Bay to Mount Diablo.
0
0
San Andreas Lake is a hidden gem tucked into the hills of San Mateo County, just south of San Francisco. Originally a natural sag pond formed by the San Andreas Fault, it was transformed into a reservoir in the late 1800s and now serves as a vital water source for the region. The lake is off-limits for swimming or boating, but you can enjoy its peaceful beauty from the San Andreas Trail or the popular Sawyer Camp Trail, which runs along its eastern edge. It's a serene spot where you can walk or bike with sweeping views of the water and surrounding hills, all while standing right on one of the world’s most famous fault lines. Despite its proximity to urban life, San Andreas Lake offers a quiet, scenic escape steeped in natural and historical significance.
1
0
This mostly paved bike trail alongside Alpine Road is great for bike commuting — just don't run over any slower trail users! The trail runs all the way from Portola Valley to Stanford, offering some nice shade along the way. The brief moments of unpaved trail are near the Portola Valley end.
0
0
You're not hallucinating: This monument was deliberately built in the style of ancient Greek and Roman architecture, to commemorate the Great Depression-era Hetchy Hetchy Project that brought water down from the mountains to the Bay Area. The frieze says, “I give waters in the wilderness and rivers in the desert, to give drink to my people.”
1
0
Woodside Store was built back in the 1850s by two pioneers who came to California for the gold rush. At the time it was the only stagecoach stop between San Francisco and Santa Clara, and it carried all the essential items that travelers riding between cities might need. The store has been restored, inside and out, to look exactly as it did centuries ago. You can call the museum ahead of your trip to book tours.
0
0
The Crystal Springs Regional Trail is a top spot for cyclists, featuring mostly paved paths with minimal car traffic. The trail runs through scenic areas like Lower Crystal Springs Reservoir, offering beautiful lake views. On Sundays, you can ride the car-free Cañada Road segment for a more relaxed experience. Be mindful of the 15 mph speed limit, especially around hikers. The Sawyer Camp segment provides a gentle descent and stunning views, perfect for an easy ride through woodlands and along the reservoir.
0
1
There are over 50 road cycling routes available around San Mateo, offering a wide range of experiences from easy, flat rides to challenging climbs. The komoot community has explored these routes over 1,600 times, providing valuable insights and ratings.
San Mateo's road cycling routes offer incredibly diverse landscapes. You can expect to ride along picturesque bayfronts, through rolling hills, and even access redwood forests. Notable features include the serene Crystal Springs and San Andreas Lakes, providing beautiful water views and varied terrain.
Yes, San Mateo offers several easy routes suitable for beginners. For instance, the San Andreas Lake loop from Hillsborough is an 18.2-mile (29.3 km) moderate trail that can be completed in about 1 hour 20 minutes, offering scenic views without excessive difficulty. Overall, there are 20 easy routes available.
For those seeking a challenge, San Mateo provides routes with substantial elevation. The Lower Kings Mountain Road – Kings Mountain Road loop from Hillsdale is a difficult 53.4 km route with over 1,000 meters of elevation gain. Another demanding option is the Pulgas Water Temple – Woodside Store (Historic Site) loop from San Mateo, which features significant climbs and passes historic landmarks.
Many routes offer stunning views and pass by notable attractions. You can enjoy sweeping views of San Andreas Lake and Lower Crystal Springs Reservoir. The Pulgas Water Temple – Woodside Store (Historic Site) loop from San Mateo passes by the beautiful Pulgas Water Temple. For breathtaking ocean views, consider routes along Highway 1, or visit the Amazing Sunset Viewpoint.
While many road cycling routes are designed for experienced riders, the region also offers segments suitable for families. The Crystal Springs Regional Trail, particularly the Sawyer Camp and San Andreas segments, provides paved paths with minimal car traffic, ideal for a more relaxed family ride. The Cañada Road segment is even car-free on Sundays, enhancing safety and enjoyment for all ages.
San Mateo generally offers pleasant cycling conditions year-round. However, spring and fall often provide the most comfortable temperatures and clear skies, making them ideal for exploring. Summer can be warm, especially inland, while winter may bring occasional rain, though many days remain suitable for riding.
Yes, many road cycling routes in San Mateo are designed as loops, allowing you to start and end at the same point. Examples include the popular Portola Valley – Junipero Serra Boulevard loop from San Mateo and the San Andreas Lake loop from Hillsborough, providing convenient and scenic circular rides.
The road cycling routes in San Mateo are highly rated by the komoot community, with an average score of 4.5 stars from more than 20 reviews. Cyclists often praise the diverse terrain, from bayfronts to rolling hills, and the access to scenic reservoirs and redwood forests, making for varied and enjoyable rides.
Yes, many routes pass through or near towns like Woodside and Portola Valley, where you can find cafes and shops for a coffee break or a snack. The proximity to urban areas and smaller communities ensures that refreshment stops are generally accessible, especially on longer loops.
While some routes may be accessible via public transport connections, many road cycling starting points in San Mateo are best reached by car, especially for those bringing their own bikes. However, local bus services and Caltrain can provide access to certain areas, from which you might connect to cycling paths. It's advisable to check specific route starting points and public transport schedules for detailed planning.
Road cycling routes in San Mateo vary significantly in distance and elevation. You can find shorter loops like the San Andreas Lake loop at 18.2 miles (29.3 km) with around 330 meters of elevation gain. More challenging routes, such as the Crystal Springs Reservoir dam – San Andreas Lake loop from San Mateo, can span nearly 80 km with over 1,000 meters of climbing, catering to a wide range of fitness levels.


Browse the best Road cycling routes in other regions.