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Hiking in Woodside, CA

05/10/24  |  Stephanie Nash

Explore the Scenic Trails and Uncover the Natural Beauty of Woodside, California.


In the scenic landscapes of Silicon Valley, Woodside, California, offers a treasure trove of hiking trails that cater to all levels of enthusiasts. From gentle walks under the canopy of ancient trees to challenging ascents offering panoramic views, the hiking trails in Woodside, CA, invite you to connect with nature and rejuvenate your spirit.

Wunderlich County Park


Wunderlich County Park, a local favorite, is well-known for its extensive trail network that winds through a variety of landscapes, including dense redwood forests, open meadows, and oak woodlands. Key trails such as the Alambique Trail offer gradual inclines, making them perfect for families or those looking for a relaxing hike. More seasoned hikers might tackle the Bear Gulch Trail, which climbs to Skyline Boulevard, offering stunning views across the valley. This park is also steeped in local history, featuring the historic Folger Stable and beautiful horseback riding paths, making it a dynamic destination for all outdoor enthusiasts​.

Huddart Park


Huddart Park provides an escape into deep, shadowy forests where trails like the Dean Trail and the Crystal Springs Trail are enveloped by towering redwoods and lush ferns. This serene park is ideal for those seeking solace in the quiet of the forest or families wanting a gentle walk with picnic areas along the way. The park's trails vary from the easy Chickadee Nature Trail, suitable for children and less experienced hikers, to more demanding routes that explore the rugged backcountry of the Santa Cruz Mountains.

The Skyline Trail


The Skyline Trail runs along the ridge of the Santa Cruz Mountains, part of the larger Bay Area Ridge Trail network. This trail is renowned for its breathtaking views of the Pacific Ocean, the Bay Area, and the surrounding valleys. Hikers can access this trail from various points in Huddart and Wunderlich Parks, allowing for customizable hikes ranging from short scenic jaunts to longer, more strenuous excursions. The trail's connectivity to other trail systems makes it a versatile option for creating a personalized hiking experience that can include loop options or point-to-point adventures​.

Bear Gulch Trail


Situated in Wunderlich County Park, the Bear Gulch Trail is known for its challenging terrain that rewards hikers with some of the best views in the area. The trail ascends through mixed woodland to reach open meadows at higher elevations, offering hikers a chance to see Woodside from various perspectives. It's an excellent choice for those looking to combine a physical workout with their outdoor activity, culminating in rewarding views that overlook the park and beyond​.

Purisima Creek Redwoods Open Space Preserve


Close to Woodside, the Purisima Creek Redwoods Open Space Preserve is celebrated for its serene trails that cut through ancient redwood groves and along vibrant creek beds. The preserve's trails, such as the Purisima Creek Trail and the Craig Britton Trail, are particularly popular in the spring when the creeks are full and the forest floor is dotted with wildflowers. This area offers a cooler alternative to sunnier hikes, with dense tree cover providing shade and a moist environment year-round​.

Steph Nash: Your Woodside Real Estate Expert


Embracing the outdoor lifestyle in Woodside can be your daily reality with the help of Steph Nash, an expert in local real estate. Whether you're drawn to Woodside for its exceptional hiking opportunities or its tranquil residential settings, Steph Nash can assist you in finding a home that aligns perfectly with your lifestyle needs.

Connect with Steph Nash Today


Ready to make Woodside your home? Contact Steph Nash for a personal consultation on the real estate opportunities available in this picturesque community. With access to great trails and a peaceful living environment, Woodside offers a unique blend of adventure and serenity. Reach out to Steph Nash today and take the first step towards living in your dream home surrounded by nature’s finest.




Stephanie Nash

Stephanie Nash

About The Author

For more than three decades, Stephanie Nash has been one of the Peninsula’s most trusted and proven real estate advisors, serving Woodside, Portola Valley, Atherton, Redwood City, Emerald Hills, San Carlos, Half Moon Bay, and the surrounding communities from Burlingame to Los Gatos.

Born and raised on the Peninsula, Stephanie brings true insider knowledge of the region; its micro-neighborhoods, school corridors, country-property enclaves, and the lifestyle features that make this area so coveted: sunny weather, an easygoing spirit, hiking trails, large-parcel retreats, ocean-view hillsides, and world-class food and culture.

A career built on experience, ethics, and results

Stephanie began her real estate career in 1987 working in local title companies before becoming the assistant to a top-producing agent. She earned her real estate license in 1991, and since then has built a reputation as a solutions-driven, ethical, and steady negotiator who guides clients through every complexity of a California transaction.

Her track record includes everything from luxury estates to rural acreage to trust and estate sales, including the successful sale of a 500-acre property, a transaction requiring extensive due diligence, jurisdictional navigation, and long-term strategy.

Nationally recognized performance

Stephanie has been recognized multiple times by RealTrends as one of the “Best Agents in America,” most recently in 2024; an honor reserved for the top tier of agents nationwide based on verified production.

Expert Witness in Real Estate Matters

In addition to client representation, Stephanie now serves as a retained Expert Witness in California real estate cases—including valuation disputes, fiduciary sales, marketing standards, agent performance, disclosure practices, and industry-standard care.

What clients rely on her for

Whether you are buying, selling, downsizing, expanding, or handling a trust/estate sale, Stephanie offers:

  • Deep regional expertise across multiple Peninsula micro-markets

  • Strong negotiation skills grounded in fairness, strategy, and consistent communication

  • Experience in complex transactions (trusts, estates, multiple-heir negotiations, title defects, rural land issues)

  • Compassionate guidance rooted in decades of hands-on client service

  • Unmatched availability and responsiveness

Clients praise her listening skills, honesty, and ability to navigate even the most emotional or complicated sale with clarity and professionalism.

A life built around community and care

Stephanie is deeply grateful for her family, her life on the Peninsula, and the meaningful relationships formed through her work. 

Work With Stephanie

Stephanie respects residential real estate’s dual role as a personal investment and chief financial one. Whether you are buying or selling a home, it will likely be one of the largest financial decisions you make. Stephanie will be with you every step of the way to expertly guide you.

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