Woodside, California, offers a perfect blend of outdoor adventure, local culture, and refined living. Whether you're drawn to its picturesque hiking trails, historic landmarks, or vibrant dining scene, there are plenty of things to do in Woodside that cater to a variety of interests. For those considering a move to this beautiful area, discovering the local attractions is a great way to explore what makes Woodside a special place to call home.
Visit Filoli Historic House and Garden
One of the top attractions in Woodside is the Filoli Historic House and Garden, a stunning country estate with a rich history. Built in 1917, Filoli features a Georgian-style mansion set on 654 acres of gardens, woodlands, and orchards. The estate is a designated National Trust for Historic Preservation site and offers visitors the opportunity to explore its beautifully manicured gardens, which change with the seasons.
The house itself is a marvel of early 20th-century architecture, with opulent rooms reflecting the elegance of its era. Whether you’re an architecture enthusiast, a history buff, or simply enjoy walking through exquisite gardens, Filoli is a must-see destination.
Activities at Filoli:
- Garden Tours: Stroll through the estate’s formal gardens and enjoy the seasonal blooms.
- Art Exhibits: Filoli hosts rotating art exhibits showcasing both local and national artists.
- Special Events: From flower shows to holiday festivities, Filoli offers a range of events throughout the year.
Explore Wunderlich County Park
For those who love the outdoors, Wunderlich County Park offers a fantastic opportunity to enjoy nature. This 942-acre park is filled with beautiful redwood groves, oak woodlands, and grassy meadows. With miles of hiking and equestrian trails, it’s an ideal spot for outdoor enthusiasts looking to explore Woodside’s natural beauty.
The park’s main trailhead starts at the historic Folger Stable, which dates back to the 1800s and serves as a reminder of Woodside’s equestrian heritage. Whether you're looking for a peaceful hike or a place to ride horses, Wunderlich County Park offers a serene escape from the hustle of daily life.
Things to Do at Wunderlich:
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Hiking: Enjoy a variety of trails ranging from easy walks to more challenging hikes that offer spectacular views of the Santa Cruz Mountains.
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Horseback Riding: The park’s trails are well-maintained, making it a popular destination for horseback riders.
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Picnicking: There are several designated picnic areas perfect for a relaxing day in nature.
Horseback Riding at Webb Ranch
Woodside is known for its equestrian community, and Webb Ranch is one of the best places to experience this aspect of local culture. Located in nearby Portola Valley, Webb Ranch offers horseback riding lessons, trail rides, and pony rides for beginners and experienced riders alike. The ranch also operates as a working farm, with seasonal produce and a popular U-pick program for organic berries.
Webb Ranch is a great destination for families to experience farm life and connect with nature. Visitors can explore the farm, take riding lessons, or enjoy the scenic trails that wind through the countryside.
Things to Do at Webb Ranch:
- Horseback Riding: Take riding lessons or enjoy a guided trail ride through the scenic landscape.
- Farm Stand: Visit the farm stand for fresh, organic produce.
- Berry Picking: In the summer, don’t miss the opportunity to pick your own berries at Webb Ranch’s U-pick fields.
Hiking and Biking in Huddart Park
Another beautiful natural space in Woodside is Huddart Park, a 973-acre park filled with redwood forests, grassy meadows, and creeks. Huddart Park is popular among hikers, bikers, and families looking for a peaceful retreat. The park features a variety of trails that cater to different skill levels, from easy strolls to more advanced hikes.
Huddart Park is also a great place for picnics and family gatherings. With designated picnic areas, BBQ grills, and scenic spots, it’s the perfect location for a day out with friends or family. The park is also dog-friendly, making it a wonderful spot to bring your four-legged companions.
Things to Do at Huddart Park:
- Hiking: Explore the park’s network of trails, which range from beginner to advanced levels.
- Mountain Biking: For those who prefer two wheels, there are several biking trails that offer a challenging yet enjoyable ride through the forest.
- Picnicking: Set up a picnic in one of the park’s many shaded areas and enjoy the tranquil surroundings.
Dining in Downtown Woodside
After exploring Woodside's outdoor beauty, you’ll want to indulge in some of the excellent dining options the town has to offer. Woodside may be small, but it boasts several restaurants that provide high-quality cuisine with a local, farm-to-table focus.
Top Dining Spots in Woodside:
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The Village Pub: This Michelin-starred restaurant offers elegant dining focusing on seasonal, locally sourced ingredients. The menu features refined American and European-inspired dishes, making it one of the premier dining destinations in the area.
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Buck’s Restaurant: Known for its quirky decor and welcoming atmosphere, Buck’s is a beloved local eatery serving up classic American comfort food. It’s also famous for being a spot where Silicon Valley’s elite have sealed many high-profile deals over the years.
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Alice’s Restaurant: Nestled in the redwoods near Skyline Boulevard, Alice’s Restaurant is a local gem that offers hearty breakfast and lunch options with a rustic charm. It’s a favorite stop for cyclists, hikers, and families.
Wine Tasting at Thomas Fogarty Winery
For a relaxing afternoon, head to Thomas Fogarty Winery, one of the top wineries in the Woodside area. Located high in the Santa Cruz Mountains, this winery offers stunning panoramic views and a selection of award-winning wines. The tasting room provides an intimate setting to sample Fogarty’s renowned Pinot Noir and Chardonnay while enjoying the breathtaking scenery.
Thomas Fogarty Winery also hosts special events, including wine tours, private tastings, and weddings, making it a versatile venue for both wine enthusiasts and those seeking a picturesque backdrop for a special occasion.
Things to Do at Thomas Fogarty Winery:
- Wine Tasting: Sample a selection of their finest wines while taking in the scenic mountain views.
- Winery Tours: Learn about the winemaking process with a guided tour of the vineyards and production facilities.
- Events: Attend one of the winery’s many events, including wine and food pairings, or host your own private gathering.
Explore Woodside, CA, with Scott Dancer
Woodside, CA, offers an incredible range of activities, from exploring scenic parks and trails to indulging in fine dining and wine tasting. Whether you're an outdoor enthusiast or someone who appreciates history and culture, there are countless things to do in Woodside, CA, that make it a unique and desirable place to live. If you’re considering making Woodside your home,
contact Scott Dancer today for expert real estate guidance and to find the perfect property in this beautiful community. Let Scott’s extensive local knowledge help you discover all that Woodside has to offer.
