Things to Do in Woodside

The secluded area of Woodside, CA is known for its large parcels of land, providing ample space for outdoor living and recreation. Residents enjoy a strong sense of community, and the rural lifestyle is complemented by a variety of outdoor activities. The town's equestrian culture is particularly vibrant, with numerous trails and facilities catering to horse lovers of all skill levels. Woodside, CA real estate provide elegance and seclusion amidst the natural beauty of the region. The town offers an idyllic setting for families, retirees, and everyone in between. From historic sites to outdoor adventures, there's always something new to discover in this picturesque community.

86 Cañada Rd, Woodside

This magnificent Georgian-style mansion, surrounded by 16 acres of impeccably maintained gardens, sits on a sprawling 654-acre estate. For over 100 years, Filoli has been a continuously working estate, offering a unique glimpse into the past and present of California's horticultural heritage. The orchard, home to 577 fruit trees, is particularly noteworthy. The estate produces a variety of artisanal goods, including fruit butters, hard cider, honey, dried lavender, and culinary herbs, all crafted from the fruits of the orchard's labor.

A guided tour of the mansion gives fascinating insights into the history, architecture, and stories of the families who lived there. The elegant rooms and intricate details of the house are a testament to the opulence of a bygone era. Beyond the mansion, visitors can explore a one-mile trail that winds through the estate's natural landscape, offering a peaceful escape into nature.

Filoli also hosts "Summer Nights" on Wednesdays and Thursdays, featuring live music and an array of food trucks. These events provide a perfect opportunity to enjoy the beautiful gardens in a relaxed, festive atmosphere.

4040 Woodside Rd, Woodside

Wunderlich County Park is an expansive park with a network of trails through enchanting redwood forests, tranquil oak woodlands, and picturesque open meadows. One of the highlights of the park is its horseback riding stable, providing equestrians with an excellent base for exploring the scenic trails.

The Alambique Trail is a popular route that takes you up to Skyline Boulevard and back, passing two notable destination points along the way, offering breathtaking views and a rewarding hiking experience. For those seeking a more challenging trek, the Bear Gulch Trail starts near the stables and ascends also passing two Instagram worthy sites. The Meadow Trail is the only path that winds through the park's lush grasslands. This trail features a vista point that offers stunning panoramic views of the Bay

Half Moon Bay, CA

Purisima Creek Redwoods Open Space Preserve is a breathtaking 4,471-acre sanctuary that offers an immersive experience in nature just a short drive from Woodside. This vast preserve is home to Purisima Creek and its numerous tributaries, creating a lush, verdant environment perfect for outdoor exploration.

The preserve features miles of trails that wind through majestic redwood forests, fern-lined canyons, and alongside cascading creeks. These coast redwoods, the tallest trees in the world, can grow up to an astonishing 380 feet tall, equivalent to a 38-story building. While most of the trees at Purisima Creek Redwoods Preserve are around 100 years old, their grandeur and beauty are no less impressive.

Hikers will find themselves enchanted by the serene atmosphere and the diverse landscapes that the preserve has to offer. The trails cater to a range of abilities, from easy strolls to more challenging hikes, making it accessible to all levels of outdoor enthusiasts. The dense canopy of redwoods provides a cool, shaded environment, perfect for a peaceful retreat into nature.

674 Sand Hill Rd, Redwood City

The Horse Park at Woodside offers activities and facilities that cater to riders of all levels and disciplines. This expansive park provides horseback riding lessons, making it an excellent place for beginners to learn the ropes and for seasoned riders to hone their skills.

Equestrians will find an array of trails to explore, offering a scenic and enjoyable way to experience the natural beauty of the area on horseback. The Horse Park also serves as a training and recreation ground, where riders can practice and develop their abilities in a supportive and well-equipped environment.

As a first-class competition venue, the Horse Park at Woodside hosts numerous events throughout the year, drawing participants and spectators from near and far. The park is known for its high-quality facilities and well-organized events, which range from local shows to larger competitions that attract top-level talent.

19501 Skyline Blvd, Woodside

Thomas Fogarty Winery is one of the most notable and celebrated estate wine producers in California. Perched on the slopes of the Santa Cruz Mountains, the winery boasts breathtaking views that complement its exceptional wines. Since 1981, Thomas Fogarty Winery has been crafting single-vineyard pinot noir, chardonnay, merlot, and cabernet, gaining acclaim for their quality and distinctive character.

Visitors to the winery can indulge in a tasting experience featuring their renowned pinot noir and chardonnay, savoring the flavors that have made Thomas Fogarty a standout in the wine industry. Each sip reflects the meticulous care and expertise that go into their winemaking process. Guests can also tour of the winery to learn about their sustainable practices and traditional winemaking techniques. The tour provides an in-depth look at how the winery maintains its commitment to environmental stewardship while producing some of the finest wines in the region.

Canada Road, Woodside

Bicycle Sunday is a beloved local tradition in Woodside, where a 3.8-mile segment of Cañada Road is closed to motorized traffic, creating a safe and enjoyable environment for cyclists, walkers, joggers, and other non-motorized activities. This scenic stretch runs along the Crystal Springs Regional Trail, from the Filoli entrance to Highway 92, offering participants a unique opportunity to experience the beauty of the area without the interference of cars.

The smooth, relatively flat terrain of Cañada Road makes it an ideal route for cyclists of all skill levels, from families with young children to avid bikers looking for a leisurely ride. The road winds through picturesque landscapes, providing stunning views of the surrounding hills and reservoirs, which add to the charm and appeal of the ride. It’s a refreshing way to spend a Sunday morning.

Woodside, CA, offers a delightful blend of natural beauty, outdoor adventures, and community spirit, making it an exceptional place to call home. When it comes to finding your perfect home in Woodside, working with Chris Iverson of Golden Gate is a smart choice. As a Silicon Valley expert and top sales professional, Chris brings 15 years of experience to help you navigate the Woodside, CA real estate market. His deep knowledge of the area and dedication to his clients ensure that you'll find the ideal property to fit your lifestyle. Trust in Chris Iverson to make your move to Woodside seamless and rewarding.