4.9
(13)
582
riders
27
rides
Touring cycling routes in Skyline Ridge Open Space Preserve traverse a landscape characterized by undulating hills, open grasslands, and occasional forested sections. The preserve is situated along a ridge, offering varied elevation changes and panoramic vistas. Routes often include segments with sustained climbs and descents, typical of ridge-top cycling. The terrain provides a mix of paved and unpaved surfaces suitable for touring bicycles.
Last updated: June 26, 2026
5.0
(2)
92
riders
63.6km
04:38
1,440m
1,440m
The Portola Road β Old La Honda Road loop offers a classic Bay Area touring bicycle challenge, winding through diverse landscapes from open oak woodlands to serene redwood groves. Thisβ¦
4
riders
17.9km
01:15
320m
320m
The Dwight Crowder Path β Rossotti's Alpine Inn loop from Los Trancos Woods offers a delightful touring cycling experience through the Santa Cruz Mountains. You'll pedal through shaded forests andβ¦

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28
riders
The Turtle Rock Viewpoint β Saratoga Gap loop offers a challenging touring bicycle experience through the scenic Santa Cruz Mountains. You'll navigate diverse terrain, from moist evergreen forests and denseβ¦
5.0
(1)
22
riders
The Portola Road β Woodside Store (Historic Site) loop from Enid Pearson-Arastradero Preserve offers a delightful touring cycling experience, winding through rolling grasslands, serene oak woodlands, and evergreen forests. You'llβ¦
13
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Once upon a time this was the only general store in this area, serving not only as a general-purpose retailer but also the post office, bank, and informal dentist's office. Nowadays it's a museum, staffed by docents ready to offer drop-in history lessons.
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Enid Pearson-Arastradero Preserve offers rolling grasslands mixed with oak and evergreen trees. The trail system starts on pavement and transitions to packed dirt and gravelβgreat for bikes with wider tires or a solid gravel setup. Keep an eye out for deer, coyotes, and even bobcats, and take a moment to pause at one of the benches or by Arastradero Lake to enjoy the open views.
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The Northern part of Alpine Road is a paved and curvy descent through wooded areas and runs parallel to Coal Mine Ridge Preserve, eventually connecting with the trailhead there.
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This mostly paved bike trail alongside Alpine Road is great for bike commuting β 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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Turtle Rock is the highest and most prominent mountain in the area. From this viewpoint, you can enjoy a panoramic view of the surrounding mountains, especially stunning at sunset. Be cautious, as the trail is popular and often busy with hikers.
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Just right off the picnic bench area lies a viewpoint of the Pearson-Arastradero Preserve. An open meadow offers views of the preserve and surrounding mountains. It's a nice shaded area for a break!
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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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The routes in Skyline Ridge Open Space Preserve primarily cater to moderate and difficult touring cyclists. There are 15 moderate routes and 8 difficult routes available, offering varied challenges across the preserve's undulating terrain.
Yes, many of the touring cycling routes in the preserve are loops. For example, you can explore the Borel Hill β Mindego Hill Windmill loop from Skyline Ridge Open Space Preserve, which is a moderate 6.9-mile (11.2 km) path, or the Skyline Boulevard Viewpoint β Borel Hill loop from Skyline Ridge Open Space Preserve, a 7.2-mile (11.6 km) trail.
Touring cycling routes in Skyline Ridge Open Space Preserve vary significantly in length. You'll find shorter loops like the Borel Hill β Mindego Hill Windmill loop at 6.9 miles (11.2 km), up to longer, more challenging rides such as the Portola Road β Old La Honda Road loop from Skyline Ridge Open Space Preserve, which spans 33.4 miles (53.7 km).
As you cycle through Skyline Ridge Open Space Preserve, you can encounter several scenic spots. Highlights include Alpine Pond and Horseshoe Lake. For panoramic views, consider visiting the Descent toward the coast on Alpine viewpoint or the Gene Sheehan Overlook.
The touring cycling routes in Skyline Ridge Open Space Preserve are highly regarded by the komoot community, holding an average rating of 4.8 stars from over 10 reviews. Cyclists often praise the open ridge lines, rolling hills, and scenic viewpoints that define the area's riding experience.
Generally, no specific permits are required for touring cycling on designated trails within Skyline Ridge Open Space Preserve. However, it's always advisable to check the official Midpeninsula Regional Open Space District website for the most current regulations before your visit.
The preserve is generally accessible year-round. Spring and fall offer pleasant temperatures and vibrant landscapes. Summer can be warm, especially on exposed ridge lines, while winter may bring cooler, potentially wet conditions, but often clear days with excellent visibility.
While the preserve primarily features moderate to difficult routes, some of the shorter, less strenuous loops might be suitable for families with older children or beginners looking for a challenge. The Dwight Crowder Path β Rossotti's Alpine Inn loop from Los Trancos Woods is a moderate 11.4-mile (18.4 km) route that offers a good introduction to the area's terrain.
The terrain in Skyline Ridge Open Space Preserve is characterized by undulating hills, open grasslands, and occasional forested sections. Routes often include segments with sustained climbs and descents, typical of ridge-top cycling, with a mix of paved and unpaved surfaces suitable for touring bicycles.
While the preserve itself is a natural area, there are often small towns and communities nearby along Skyline Boulevard or in the surrounding areas where you can find cafes, restaurants, and other amenities. Planning your route to pass through or near these spots can be a good idea for refreshment stops.
Skyline Ridge Open Space Preserve is home to various wildlife. Cyclists might spot deer, rabbits, and a variety of bird species, including raptors soaring overhead. Keep an eye out, especially during quieter times of day, but always maintain a respectful distance.
Advanced touring cyclists will find challenging options in Skyline Ridge Open Space Preserve. The Turtle Rock Viewpoint β Saratoga Gap loop from Saratoga Gap Open Space Preserve is a difficult 10.6-mile (17 km) route with significant elevation changes, offering a demanding ride through scenic landscapes.


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