The best road cycling routes around Woodside
4.7
(169)
9,337
riders
20
rides
Road cycling routes around Woodside offer diverse terrain through redwood forests, open pastures, and scenic ridgelines. The region is characterized by well-maintained roads, including those with challenging climbs and expansive views of the surrounding hills. Cyclists can navigate routes featuring multiple switchbacks, picturesque reservoirs, and dedicated car-free zones. This area provides a variety of road cycling experiences amidst its natural environment.
Best road cycling routes around Woodside
- The most popular road cycling route is Pescadero Creek Road loop, a…
Last updated: May 10, 2026
5.0
(3)
431
riders
84.0km
04:30
1,610m
1,610m
This difficult 52.2-mile road cycling loop in Pescadero Creek County Park offers 5290 feet of climbing through forests, farmland, and coasta
4.5
(4)
314
riders
30.4km
01:22
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.3
(3)
119
riders
59.3km
03:36
1,500m
1,500m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(2)
104
riders
80.5km
04:10
1,410m
1,410m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
41
riders
51.2km
02:44
900m
900m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Other adventures around Woodside
Tips from the Community
The Bike Hut is a small hut with fresh water, organic teas and coffee and a variety of snacks for cyclist passing by. It is self-serve and open 24/7. There is also a small picnic area, a bathroom and a message board for posting road conditions or notes to fellow cyclists.
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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.
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Didn’t OLR used to turn into Dirt before reaching Skyline? Is it all pavement now?? Scott
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Stevens Creek Reservoir spans 87 acres and is surrounded by a 1,063-acre park. Visitors can enjoy hiking, horseback riding, picnicking, and limited fishing. Seasonal boating for low-power boats is available from mid-April to mid-October. The park is open daily from 8 a.m. to sunset, with vehicle entry fees collected year-round at the Chestnut Parking Lot. Visitors can explore natural beauty and historic remnants like the Villa Maria orchard.
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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.
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Alameda de las Pulgas Road has consistent traffic but features a good bike lane for safe cycling. The route is straightforward and flat, it works for a smooth ride through the area.
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Page Mill Road is a classic route for cyclists looking for a challenge, with its steep climbs, sharp switchbacks, and stunning views of Silicon Valley. Starting near Palo Alto and climbing into the Santa Cruz Mountains, the ride tests your legs but rewards you with breathtaking scenery. Be prepared for varying gradients, especially in the lower sections, and pack plenty of water—the climb can be intense, especially on warmer days.
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Frequently Asked Questions
How many road cycling routes are available around Woodside?
There are over 20 road cycling routes around Woodside, offering a diverse range of experiences. These include 7 easy routes, 12 moderate routes, and 3 difficult routes, catering to various skill levels.
What kind of terrain can I expect on Woodside's road cycling routes?
Woodside's road cycling routes feature diverse terrain, including long, steady climbs through redwood forests, open pastures, and scenic ridgelines. You'll encounter well-maintained roads, multiple switchbacks, and picturesque sections alongside reservoirs.
Are there any challenging climbs for experienced road cyclists in Woodside?
Yes, Woodside is known for its challenging climbs. Routes like Pescadero Creek Road loop and Lower Kings Mountain Road – Kings Mountain Road loop from Cañada College feature significant elevation gains, with Kings Mountain Road offering multiple switchbacks through redwood forests. Old La Honda Road – Stevens Creek Reservoir loop from Cañada College also includes challenging ascents.
What are some scenic viewpoints or natural features to look out for while cycling in Woodside?
The region offers numerous scenic viewpoints and natural features. You can enjoy expansive views from Windy Hill Summit and Byrne Preserve Lookout. The Pulgas Water Temple is an architectural marvel, and the Tafoni Sandstone Formation in El Corte de Madera Creek Trail is a unique geological sight. Many routes also pass the picturesque Crystal Springs Reservoir.
Are there any car-free sections for cyclists in Woodside?
Yes, Cañada Road features a segment that is closed to vehicle traffic on Sundays from 9 am to 3 pm, creating a dedicated car-free zone for cyclists and walkers. This allows for uninterrupted riding alongside the Crystal Springs Reservoir.
Where can I find refreshments or a place to stop during my ride?
Woodside offers cyclist-friendly stops. Alice's Restaurant is a popular spot for both cyclists and motorcyclists. You can also find fresh water, organic teas, coffee, and snacks at The Bike Hut.
What do other road cyclists think about the routes in Woodside?
The road cycling routes in Woodside are highly rated by the komoot community, with an average score of 4.6 stars from over 80 reviews. Cyclists often praise the diverse terrain, challenging climbs, and the stunning natural beauty of the redwood forests and scenic ridgelines.
Are there any moderate road cycling loops suitable for a good workout?
Absolutely. The Pulgas Water Temple – Lower Kings Mountain Road loop from Cañada College is a moderate 41.1 km path that passes the Crystal Springs Reservoir. Another great option is the Old La Honda Road – Manzanita Way loop from Portola Valley, covering 32.4 km with a good elevation gain.
What is the best time of year to go road cycling in Woodside?
Woodside offers excellent cycling conditions for much of the year. The mild climate generally allows for comfortable riding, though specific seasonal weather can vary. Spring and fall often provide ideal temperatures and vibrant scenery.
Are there any specific landmarks or attractions near the cycling routes that are worth visiting?
Beyond the scenic views, you can visit the historic Pulgas Water Temple, which commemorates the Hetchy Hetchy Project. The area is also home to the majestic redwood tree known as Methuselah, located near the Sierra Morena Trail Access.
Can I find routes that are entirely paved for a smoother road cycling experience?
Yes, many of Woodside's popular road cycling routes are entirely paved. For example, the Portola Valley-Woodside loop is known for being fully paved, offering a smooth ride through the area's beautiful landscapes.
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