The Town of Woodside

Woodside a small rural town midway between San Francisco and San Jose.  This understated country enclave covers a total area of 11.7 miles and is bordered by Redwood City to the east, Portola Valley to the south and the Santa Cruz Mountains to the west.  Much of the town is wooded, with towering redwood, Douglas fir, oak and eucalyptus trees enveloping its gentle slopes.  

Stunning landscapes develop a pleasing backdrop for Woodside’s charming town center, an intentionally small collection of restaurants and businesses in the heart of the community.  The town boasts some of the finest dining on the Peninsula, including the Michelin starred Village Pub, the Firehouse Bistro and the newly reimagined Woodside Bakery.  The famed Buck’s Restaurant is a favorite among Silicon Valley venture capitalists, and the historic Pioneer Saloon, built in 1882, is a one of a kind locale known for its live music and cold beer.  Between Robert’s Market, the town post office, Chevron Station, Emilie Joubert Home and Garden and a well-stocked hardware store, the quaint town center provides a number of necessities close to home.

The Woodside Elementary School District is a small public elementary and middle school district sharing a single campus in town.  Its strong academic programs, newly constructed gymnasium, tennis courts and athletic fields are greatly appreciated among the community’s students and families.  High school students feed into the Sequoia Union High School District’s Woodside High School just down the road.

Horses are part of the Woodside culture. Many residents keep horses, and the town maintains network of scenic horse trails spanning almost 1000 acres.  Idyllic Huddart and Wunderlich Parks offer some of the Bay Area’s most beautiful hiking and running trails.  Cyclists frequent popular routes along Old La Honda, King's Mountain and Cañada Roads.  The Tour of California bicycle race travels several roads along and adjacent to CA-84 and Skyline Boulevard.  Mountain bikers enjoy Skegg’s Point trails along Skyline Boulevard, and both horseback riding and bicycling are allowed in Woodside’s Purisima Open Space Preserve.

Plenty of gorgeous properties are nestled among Woodside’s distinctive neighborhoods.  From the rural estates and magnificent homes along Mountain Home Road to the rustic dwellings up King’s Mountain, the town of Woodside is distinguished by a decidedly rustic charm true to its historic roots.