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San Mateo County

Woodside

The best family-friendly hikes and walks around Woodside

4.7

(356)

5,305

hikers

17

hikes

Family friendly hiking trails around Woodside are set amidst diverse landscapes, featuring majestic redwood forests, rolling hills, and scenic valleys. The region offers a serene environment with well-maintained trail systems that cater to various skill levels. Hikers can explore shaded redwood groves, expansive open meadows, and oak woodlands, often alongside vibrant creek beds. The topography includes gentle paths and moderate ascents, providing varied terrain for family outings.

Best family friendly hiking trails around Woodside

  • The most popular family friendly hikingโ€ฆ

Last updated: July 7, 2026

5.0

(2)

38

hikers

#1.

Bear Gulch, Redwood, and Madrone Trail Loop

4.99km

01:32

190m

190m

Step into a world of towering redwoods and lush madrone groves on the Bear Gulch, Redwood, and Madrone Trail Loop. This easy 3.1-mile (5.0 km) hike guides you through theโ€ฆ

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Easy

4.9

(7)

86

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The Bear Gulch and Alambique Trail Loop offers a fantastic moderate hiking experience, weaving through the varied terrain and rich forests of Wunderlich County Park. You'll traverse extensive redwood groves,โ€ฆ

Moderate
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3.5

(2)

21

hikers

2.56km

00:42

30m

30m

The Schilling Lake Trail offers a surprisingly diverse and tranquil hiking experience packed into a short distance. You'll wander through sun-dappled oak and madrone forests, transitioning into lush, cool redwoodโ€ฆ

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

The Alambique Trail loop in Wunderlich County Park offers a delightful journey through varied forest ecosystems, from the cool, shady embrace of redwood groves to sun-dappled oak and madrone woodlands.โ€ฆ

Moderate
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Tips from the Community

Sue
January 10, 2025, Wunderlich County Park

Wunderlich Park, spanning 942 acres, is picturesque, with a beautiful mix of chaparral and redwood forest, expansive meadows, and striking oak and madrone trees. There is plenty of open space featuring a network of lovely hiking trails. Donated to the county by Martin Wunderlich, this area includes what was once the Folger family ranch. The stable and surrounding buildings have been meticulously restored, serving as a cherished historic landmark for the community. Dogs are not allowed in the park, so you'll need to leave your pup at home.

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This is a well-maintained trail, adorned with tall trees, small creek crossings, and enjoyable single-track paths around fallen trees. With its mostly shaded surroundings, comfortable weather, and limited crowds, it's a picturesque and serene hike that leaves you wishing it were longer.

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This wide trail guides you through a variety of mixed forests, including redwoods, California coffeeberry, California hazelnut, and California bay. As you gradually ascend by approximately 1,000 feet, prepare to be captivated by the breathtaking views of the surrounding Redwood area.

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Take a moment to sit, unwind, and fully appreciate your surroundings at the two destination points equipped with benches. Immerse yourself in the diverse and captivating mixed forest environment, featuring Douglas fir, tan oak, coyote bush, and an array of other fascinating flora.

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Just beautiful nature

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Frequently Asked Questions

How many family-friendly hiking trails are available in Woodside?

Woodside offers a fantastic selection of family-friendly hiking trails. Our guide features 17 routes specifically curated for families, with 12 of these rated as easy and 4 as moderate, ensuring options for various ages and skill levels.

What kind of terrain can we expect on family hikes in Woodside?

You can expect a diverse range of terrain, from shaded redwood groves and tranquil creek beds to open meadows and oak woodlands. Many trails feature rolling hills, offering varied scenery and broader views of the Santa Cruz Mountains and the Bay Area. Parks like Wunderlich County Park and Huddart Park provide a mix of gentle paths and more gradual inclines.

Are there easy, short hikes suitable for young children or strollers?

Yes, there are several easy and shorter options perfect for families with young children. For example, the Bear Gulch, Redwood, and Madrone Trail Loop is an easy 5 km route that takes about 1 hour 30 minutes. Another great choice is the Schilling Lake Trail, which is just over 2.5 km and very gentle. While some trails might be suitable for sturdy strollers, many paths are unpaved, so a carrier might be more practical for very young children.

Can we find circular routes for families in Woodside?

Absolutely! Many of the family-friendly trails in Woodside are designed as loops, which are ideal for keeping children engaged and avoiding backtracking. Examples include the Bear Gulch, Redwood, and Madrone Trail Loop and the Bear Gulch and Alambique Trail Loop, both offering a complete circuit through beautiful scenery.

What natural features or viewpoints can we see on these trails?

Woodside's trails are rich with natural beauty. You'll encounter majestic redwood forests, vibrant creek beds, and expansive open meadows. Keep an eye out for interesting geological formations like the Tafoni Sandstone Formation. For panoramic views, some trails lead to spots like Windy Hill Summit or Byrne Preserve Lookout, offering stunning vistas of the surrounding landscape.

Are the family-friendly trails in Woodside dog-friendly?

Many parks and preserves in the Woodside area have specific rules regarding dogs. While some trails may allow dogs on leash, it's always best to check the individual park or preserve regulations before heading out. For example, Wunderlich County Park generally allows dogs on leash on its trails.

When is the best time of year to hike with family in Woodside?

The Woodside area is enjoyable year-round, but spring and fall are particularly pleasant. In spring, wildflowers are in bloom, and creeks are full, making for picturesque scenery. The redwood forests offer cool, shaded relief during warmer summer months. Winters are generally mild, but trails can be muddy after rain, so appropriate footwear is recommended.

Is parking available at the trailheads for family hikes?

Yes, most major parks and preserves in Woodside, such as Wunderlich County Park and Huddart Park, offer designated parking areas at their trailheads. These facilities are generally well-maintained, but it's always a good idea to arrive earlier on weekends or holidays as spaces can fill up.

Can we reach these trails using public transport?

While Woodside is primarily accessed by car, some public transportation options might get you close to certain areas. However, direct access to many trailheads via public transport can be limited. Planning your trip with a car is generally the most convenient way to explore the diverse trail network.

What do other hikers enjoy most about hiking in Woodside?

The komoot community highly rates the hiking experience in Woodside, with an average score of 4.6 stars. Reviewers frequently praise the serene redwood forests, the well-maintained and varied trail systems, and the beautiful views from higher elevations. The peaceful atmosphere and the chance to connect with nature are often highlighted as key attractions.

Are there any historical points of interest along the family trails?

Yes, some areas offer a glimpse into the region's history. For instance, Wunderlich County Park includes the historic Folger Estate Stable, adding a touch of historical charm to your outdoor adventure. You might also encounter the Pulgas Water Temple, a beautiful architectural landmark, though it's not directly on a hiking trail, it's a notable nearby attraction.

Are there restrooms and picnic areas available on family-friendly trails?

Many of the larger parks, such as Huddart Park and Wunderlich County Park, are equipped with amenities like restrooms and picnic areas, which are very convenient for families. Huddart Park even offers barbecue pits and a playground, making it an excellent spot for a full day out with children.

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