The best walks and hikes around Woodside

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 the diverse mixed forest of Wunderlich County Park, offering a peaceful journey along Bear Gulch Creek. You'll encounter serene sections of single-track trail, pass by the historic Salamander Pond, and enjoy the tranquil atmosphere created by the varied tree species.

Planning your visit is straightforward, with the trailhead located within Wunderlich County Park. Ample parking is usually available, though it's always a good idea to arrive early on busy days. No special permits are needed for this loop, making it an accessible option for a spontaneous outing. Be prepared for potentially dusty conditions in dry weather or muddy patches after rain, especially on the Madrone Trail.

This loop is a fantastic way to experience the unique blend of redwood, oak, and madrone trees that define this area. The park is also home to the historic Folger Stable, adding a touch of local history to your outdoor adventure. Keep an eye out for local wildlife, including deer, as you explore the interconnected trails of Wunderlich County Park.

The Summit Springs to Teague Hill Loop offers a moderate 4.4-mile (7.0 km) hike through the diverse woodlands of the Santa Cruz Mountains. You'll gain 1083 feet (330 metres) in elevation over approximately 2 hours and 19 minutes, traversing shaded gulches and impressive redwood groves. The trail provides a tranquil escape, winding past oak, madrone, and fir trees, with the occasional bay glimpse from higher points.

Planning your visit requires a few considerations. Parking at the Summit Springs Road entrance is limited, so carpooling is a smart move. Remember, dogs are not permitted in Teague Hill Open Space Preserve, and there are no facilities on the trail, so pack plenty of water and snacks. Cell signal can be unreliable, and poison oak is common, so come prepared with sturdy footwear and appropriate clothing.

This trail is a key connector to the broader Bay Area Ridge Trail system, specifically the Skyline Trail section, allowing for extended adventures into adjacent parks like Huddart County Park. The preserve is home to varied wildlife, from lizards and deer to signs of bobcats and mountain lions, adding to its wild appeal. Keep an eye out for conveniently placed benches along creeksides, perfect for a peaceful break.

The Portola Trail offers a delightful, easy hike through the serene landscapes of Portola Valley. You'll wander along a gentle singletrack path, passing through peaceful oak woodlands and open grassland ridges, characteristic of the region's diverse scenery. It's a perfect route for those seeking a quiet, accessible escape into nature without strenuous effort.

This family-friendly trail covers 2.2 miles (3.6 km) with a minimal 149 feet (45 metres) of elevation gain, taking approximately 57 minutes to complete. Parking is typically available in the Portola Valley area, which is known for its extensive network of trails. It's a multi-use path, so be prepared to share it with other outdoor enthusiasts.

What makes this Portola Trail particularly appealing is its accessibility and the tranquil environment it provides. It's an excellent choice for an easy hike, suitable for all ages and fitness levels, offering a pleasant way to experience the natural beauty of San Mateo County's rolling hills and woodlands.

Old La Honda Road offers a unique hiking experience, primarily along a narrow, paved road that winds through a beautiful, tree-lined landscape. You'll start in the oak woodlands near Woodside and gradually ascend into denser redwood groves, enjoying generous shade from the frequent tree canopy throughout your journey. The route is characterized by its twisting nature and sustained uphill grades, providing a consistent physical challenge.

This difficult 11.9-mile (19.2 km) hiking route involves 1129 feet (344 metres) of elevation gain and typically takes around 5 hours and 24 minutes to complete. Parking is available in Woodside, though arriving early is recommended, particularly on busy days. Be prepared for a continuous climb, and ensure you carry sufficient water for the duration of the hike.

Historically, Old La Honda Road was the original route to the town of La Honda, now largely replaced by Highway 84. Today, it's renowned as a benchmark climb for cyclists in the Bay Area, and its scenic beauty and accessibility make it a popular choice for those seeking a challenging workout. It also provides access to other trail systems, including those within Windy Hill Open Space Preserve, offering opportunities for broader exploration and ridge-top views.