Things To Do in Woodside, CA

Woodside, California, is an affluent and scenic town nestled in the heart of Silicon Valley, known for its rural charm, equestrian culture, and stunning natural surroundings. Surrounded by redwood forests and open space preserves, Woodside offers a peaceful retreat with luxury estates, winding roads, and expansive trails. The town embraces a relaxed, upscale lifestyle while maintaining a strong connection to nature. It's a favorite haven for tech executives and outdoor enthusiasts seeking privacy, tranquility, and easy access to both San Francisco and the coast.

Bridle Trailhead

171-101 Old La Honda Rd, Woodside, CA 94062

Bridle Trailhead in Woodside, CA, offers access to a network of scenic equestrian and hiking trails nestled in the town’s forested hills. Popular with horseback riders, hikers, and nature lovers, the trailhead leads through tranquil woodlands with shaded paths and gentle terrain. It's part of Woodside’s renowned trail system, reflecting the area's deep-rooted equestrian culture and natural beauty. Perfect for a peaceful outdoor experience, Bridle Trailhead is a serene starting point for exploring Woodside’s rustic charm.

Leon GalleryInternational

475 Mountain Home Rd, Redwood City, CA 94062

Leon Gallery International in Woodside, CA, is a unique art space showcasing fine art, antiques, and cultural artifacts from around the world. Known for its eclectic and high-quality collections, the gallery features works from renowned and emerging artists, blending traditional craftsmanship with contemporary vision. Nestled in a serene setting, it offers a refined experience for collectors and art enthusiasts. The gallery reflects Woodside’s appreciation for art, culture, and sophistication in a peaceful, rural environment.

Woodside Store Park

3300 Tripp Rd, Woodside, CA 94062

Woodside Store Park is a historic landmark and park in Woodside, CA, centered around the restored 1854 Woodside General Store. Once a vital hub during the logging era, the site now offers visitors a glimpse into 19th-century pioneer life. Operated as a museum, it features original artifacts and educational displays. Surrounded by towering redwoods and picnic areas, the park combines local history with natural beauty, making it a charming stop for families, history buffs, and nature lovers.

Kite Hill Wildflower Preserve

300 Jane Dr, Woodside, CA 94062

Kite Hill Wildflower Preserve in Woodside, CA, is a serene natural area known for its seasonal blooms and scenic views. The preserve features open meadows, native wildflowers, and gentle trails perfect for hiking, photography, and quiet reflection. It offers a peaceful escape into nature, especially during spring when the hills come alive with color. Ideal for nature enthusiasts and walkers, Kite Hill showcases Woodside’s commitment to conservation and the quiet beauty of California’s native landscape.

Menlo Country Club

2300 Woodside Rd, Woodside, CA 94062

Menlo Country Club in Woodside, CA, is an exclusive private club offering a premier golf and social experience. Nestled in a picturesque, wooded setting, the club features a beautifully maintained 18-hole golf course, elegant clubhouse, tennis courts, and fine dining facilities. Known for its refined atmosphere and strong community, it hosts a variety of member events and activities. While access is limited to members and guests, the club exemplifies Woodside’s luxurious and serene lifestyle.

The Village Pub

2967 Woodside Rd, Woodside, CA 94062

The Village Pub in Woodside, CA, is a Michelin-starred restaurant renowned for its refined American cuisine and elegant ambiance. Set in a cozy, upscale space, it offers seasonal dishes crafted with locally sourced ingredients, along with an award-winning wine list. The service is polished yet welcoming, making it a favorite for special occasions and fine dining. Surrounded by Woodside’s rustic charm, The Village Pub delivers a sophisticated culinary experience in a warm, intimate setting.

The Village Hub CoffeeBar and Garden

3154 Woodside Rd, Woodside, CA 94062

The Village Hub Coffee Bar and Garden in Woodside, CA, is a cozy, community-focused café nestled in a charming garden setting. Offering fresh coffee, tea, and light bites, it's a welcoming space for locals and visitors to relax, connect, and unwind. With outdoor seating surrounded by greenery, it’s perfect for peaceful mornings or casual meetups. More than just a coffee spot, it also hosts local events and fosters community spirit in the heart of Woodside.

Seabiscuit Ranch Wines

161 Fox Hollow Rd, Woodside, CA 94062

Seabiscuit Ranch Wines in Woodside, CA, offers a boutique wine experience inspired by the legacy of the famed racehorse Seabiscuit. Nestled in the serene countryside, the winery produces limited, handcrafted wines in a tranquil setting. Visitors can enjoy intimate tastings that highlight quality and tradition, surrounded by scenic views and rural charm. Though small in scale, Seabiscuit Ranch Wines provides a memorable and authentic experience for wine lovers seeking something unique in the heart of Woodside.

Hero Bakery

3340 Woodside Rd, Woodside, CA 94062

Hero Bakery in Woodside, CA, is a beloved local spot offering freshly baked breads, pastries, and artisan sandwiches made with quality ingredients. Known for its cozy atmosphere and friendly service, it’s a favorite for morning coffee, casual lunches, or a sweet treat on the go. With a focus on simple, delicious flavors and a welcoming vibe, Hero Bakery reflects the charm and community spirit of Woodside, making it a must-stop for both locals and visitors.

Orlando’s Juice

10 Martin Ln, Woodside, CA 94062

Orlando’s Juice in Woodside, CA, is a vibrant juice stand known for its fresh, organic fruit juices, smoothies, and healthy snacks. Popular among locals and cyclists passing through the scenic area, it offers a refreshing stop with a casual, friendly vibe. Using locally sourced ingredients, Orlando’s serves up bold flavors and nourishing options perfect for a quick boost. Its relaxed outdoor setup and commitment to quality make it a hidden gem for health-conscious visitors in Woodside.