Highlight (Segment) • Cycleway
Road cycling
4.9
(115)
The Cañada Road & Woodside Road cycleway offers a highly regarded and scenic cycling experience in San Mateo County, California. This prominent route stretches through unincorporated areas, with its southern end near the charming town of Woodside, and extends northward alongside the picturesque Lower and Upper Crystal Springs Reservoirs. It's a key part of the cycling landscape in the San Francisco Peninsula, known for its well-maintained surface and gentle terrain, making it accessible for a wide range of cyclists.
What…
Cycling is not permitted along parts of this segment
Tips
November 25, 2017
Road cycling

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The Cupertino to Lower Crystal Spring Reservoir loop offers a fantastic road cycling experience, winding through picturesque landscapes with diverse scenery. You'll enjoy expansive views of the Lower Crystal Springs…
Details
Informations
Distance 184 m
Uphill 10 m
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13°C
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Max wind speed: 22.0 km/h
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The dog policy for Cañada Road, particularly during Bicycle Sundays, can be a bit nuanced as it falls under San Mateo County Parks regulations for the Crystal Springs Regional Trail system. Generally, dogs are permitted on leash on paved trails, but specific restrictions may apply to certain sections or during special events like Bicycle Sundays. It's always best to check the latest regulations from San Mateo County Parks before bringing your dog, as rules can change.
Cañada Road itself is largely flat with long, gentle grades, making it accessible for various fitness levels. The car-free section during Bicycle Sundays is approximately 4 miles long. If you extend your ride to include Woodside Road and other connecting routes, you can easily create loops ranging from 10 to 20 miles or more, with some sections having short, steeper climbs. The overall elevation gain on the main Cañada Road stretch is minimal, but combining it with surrounding roads can add more challenging ascents.
Parking is available at various points along the route. Popular spots include areas near the intersection of Cañada Road and Woodside Road. Many cyclists also park near the Pulgas Water Temple or the Filoli entrance, especially on Bicycle Sundays. Arriving earlier in the day, particularly on weekends, is recommended as parking lots can fill up quickly.
Yes, the charming town of Woodside, located at the southern end of the cycleway, offers several options. You'll find cafes, restaurants, and a few accommodation choices in downtown Woodside. A notable spot is Buck's of Woodside, a famous restaurant known for its Silicon Valley connections. There are also cafes and eateries near Roberts Market in Woodside, providing convenient stops for refreshments or meals before or after your ride.
The 4-mile car-free section of Cañada Road during Bicycle Sundays can be cycled in about 15-30 minutes, depending on your pace and whether you stop for views. A round trip on this section would be 8 miles. If you extend your ride to include the full length of Cañada Road and parts of Woodside Road, a typical leisurely ride could take 1 to 2 hours, covering 10-20 miles. More experienced cyclists combining it with other routes could spend several hours exploring the area.
The entire route offers pleasant views, but some standout spots include the stretches alongside the Lower and Upper Crystal Springs Reservoirs. These provide expansive water views framed by hills. The Pulgas Water Temple is also a picturesque point of interest, offering a beautiful architectural backdrop and a serene resting spot. The views of the rift valley, where the San Andreas fault runs, are also quite striking.
While the area is primarily accessed by car, some public transport options can get you relatively close. SamTrans bus routes operate in San Mateo County, and you might find routes that stop within cycling distance of Cañada Road. However, direct access via public transport to the cycleway's starting points is limited, and it's advisable to check specific bus schedules and routes for the most convenient connections.
The area around Cañada Road and the Crystal Springs Reservoirs is rich in natural beauty and wildlife. Cyclists might spot various bird species, including waterfowl on the reservoirs, and raptors soaring overhead. Deer are also commonly seen in the surrounding wooded areas, especially during quieter times of the day. Keep an eye out for smaller mammals like squirrels and rabbits as well.
Yes, the San Francisco Peninsula offers several other excellent cycling routes. The Bay Trail provides extensive paved paths along the bayfront. For more challenging road cycling, routes in the Santa Cruz Mountains (e.g., Old La Honda Road, Tunitas Creek Road) offer significant climbs and descents. For a mix of paved and unpaved, the Crystal Springs Regional Trail system itself has other sections. However, the unique car-free experience of Bicycle Sundays on Cañada Road is quite distinct.
Cañada Road can become quite crowded on weekends, particularly during the popular Bicycle Sundays program. From 9 AM to 3 PM, when the road is closed to vehicle traffic, it transforms into a lively hub for cyclists, rollerbladers, and pedestrians. While this creates a vibrant community atmosphere, expect a higher volume of people. Weekdays are generally much less crowded, offering a more serene experience.