4.6
(27)
2,268
runners
12
runs
Jogging around Woodside offers access to a diverse network of trails set amidst redwood forests, open ridgelines, and scenic valleys. The region is characterized by towering redwood groves, mixed evergreen forests, and drier chaparral at higher elevations. Many running routes provide panoramic views of the San Francisco Peninsula and the Santa Cruz Mountains. This varied terrain ensures a range of experiences for runners of all levels.
Last updated: April 24, 2026
1
runners
5.29km
00:36
30m
30m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
75
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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17
runners
12.9km
01:35
220m
220m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
runners
10.7km
01:10
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
29.8km
03:51
770m
770m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Richards Road Trail is a popular trail through the redwoods in Huddart County Park. The trail is actually a fire road and is not a particularly challenging hike.
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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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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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This charming park is just 3.5 miles west of Highway 84. There are barbecue pits, a playground, spacious grassy meadows, and plenty of hiking and riding trails. It's an ideal destination for a picnic or a peaceful stroll through the enchanting redwood forest along the park's beautiful winding paths. Dogs are not allowed in the park, so you'll need to leave your pup at home.
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Crystal Springs Trail runs along the park's northern section and is a lovely path winding through madrone, redwood and oak trees. It connects to several other trails in the park, so you have plenty of options to extend your hike through this beautiful area.
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Purisima Creek Trailhead features a fence separating the trail from the road and a small pit toilet at the base. Parking is available just 250 feet southeast along Skyline Boulevard. This trail offers everything, from stunning views to towering redwoods, fern-filled canyons, and creeks. Riding through the redwoods is a unique experience.
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Skyline Boulevard, also known as State Route 35, offers a scenic drive through the majestic redwoods of the Santa Cruz Mountains and Bay Area. Winding through forests, open spaces, and mountains, this section passes by the Purisima Creek Redwoods. It's a breathtaking ride through where the redwoods meet the road.
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Woodside offers a vast network of trails, with over 200 running routes documented on komoot. These routes cater to all levels, from easy jogs to challenging long-distance runs through diverse landscapes.
Yes, Woodside has several easy running options. For a relatively flat and accessible run, consider the Woodside Trail Loop, which is about 3.3 miles long. The region features 29 easy routes, many of which are found in parks like Huddart Park, offering shaded paths through redwood and oak canopies.
The running trails in Woodside are highly rated by the komoot community, with an average score of 4.3 stars from over 27 reviews. Runners frequently praise the diverse terrain, from towering redwood groves to open ridgelines with panoramic views, and the well-maintained paths that offer both challenging workouts and serene natural beauty.
Absolutely. Many trails in Woodside provide breathtaking vistas. For expansive views of the San Francisco Peninsula and the Santa Cruz Mountains, you might enjoy routes that traverse open ridgelines, such as the Windy Hill Summit loop from Portola Valley. The Windy Hill Summit itself is a notable viewpoint.
Yes, Woodside is rich in circular running routes. Many parks, including Huddart Park and Wunderlich County Park, feature interconnected trail systems that allow for various loop configurations. The Woodside Store (Historic Site) β Purisima Creek Trailhead loop from Woodside is an example of a longer, challenging loop.
Woodside's trails offer access to several interesting landmarks. You can encounter the Pulgas Water Temple, a beautiful man-made monument, or the unique Tafoni Sandstone Formation. The Methuselah Tree β Sierra Morena Trail Access also offers a glimpse of ancient redwoods.
Woodside's running trails feature a diverse range of terrain. You'll find shaded dirt paths winding through towering redwood forests, mixed evergreen woodlands, and oak canopies. Higher elevations often transition to drier chaparral and manzanita-covered ridgelines. Many routes include significant elevation gains, providing both challenging climbs and rewarding descents.
For experienced runners seeking a challenge, Woodside offers 35 difficult routes. Trails like the Bear Gulch Trail (Meadow) loop from Wunderlich County Park or the Purisima Creek Trailhead β Huddart County Park loop from Huddart County Park provide substantial elevation changes and longer distances through varied terrain, including redwood groves and open hillsides.
Woodside is an excellent destination for running year-round. The towering redwood groves provide cool, shaded paths, making summer runs enjoyable. In spring, the region's wildflower-covered slopes, particularly in areas like Edgewood Park, are a beautiful sight. Fall and winter offer crisp air and often clear views, though some trails may be muddy after rain.
While many trails offer varied terrain, families can find suitable options, especially among the easier routes. Huddart Park is known for its numerous interconnected trails through native woodland, providing varied paths that can be adapted for shorter, family-friendly outings. Look for routes with minimal elevation gain and well-maintained surfaces.
Many of Woodside's popular parks and preserves, such as Huddart Park and Wunderlich County Park, offer designated parking areas at their trailheads. It's advisable to check specific park websites or komoot route details for precise parking information, especially during peak times.


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