Located in San Mateo County, the town of Woodside is home to many technology billionaires and investment managers.
The town has 5,309 residents. Woodside’s median home price in 2024 is $2.3 million and the price per square foot is $1,400.
Summer Stage at Filoli
Vibrant live performances take stage against the backdrop of the historic House.
As the sun sets behind the Santa Cruz mountains at Filoli, relax in the Meadow with a drink in hand and enjoy the talent and diversity of the Bay Area performing arts community. A few things to note:
- Tickets are required for children 2 and up.
- The Garden opens 30 minutes before the performance begins.
- Open area for seating in Filoli’s Meadow: we encourage you to bring lawn chairs or a thick blanket to comfortably enjoy the scenic terrain. Chairs are not provided.
- The Bluebird Bar serves beer, wine, canned cocktails, and non-alcoholic drinks.
- Food is available for advance purchase only. Sign up for the email list so you can purchase food ahead of time.
- No outside food or beverages are permitted.
Top Rated Equestrian Town in the Country
In 2020, Cowgirl Magazine named Woodside the No. 1 Equestrian Town in the country – topping well-known areas nationally like Lexington, Kentucky and Ocala, Florida! In the article, Cowgirl noted the following: “there’s an elaborate trail system that weaves throughout the whole area. Horse owners enjoy year-round riding with the balmy weather.”
The town takes great pride in being known as an Equestrian ground zero. To ensure the trails stay safe and in excellent condition, it has its own Trails Committee.
A Cycling Mecca on the Weekends
Woodside has an intentionally small business district. The town is also popular among local cyclists and draws them in large numbers on weekends. The most popular road cycling routes include Old La Honda Road, King’s Mountain Road, Cañada Road, Southgate Drive, Skyline Boulevard and Highway 84. Mountain bike enthusiasts can head up 2,000 feet to Skeggs Point for near panoramic views of the Bay Area.
Remember This For Later This Year: Santa at the Filoli
- Yalda Night
- Lunar New Year
- Las Posadas
In addition, Santa flies to Filoli for Santa Days in December. For the kiddos, get their pictures with Santa on his festive golden throne. And then enjoy a warm drink and holiday treats on the Woodland Court.
For the adults, relax with friends at your own private fire pit under the magically lit oak. Bring up to 15 guests. Huddle around the fire pit, drinking mulled wine and hot whiskey cider; sounds magical right?
Woodside Public Schools
Elementary and middle school-age children attend Woodside School District, one of the highest-rated districts in California. Woodside High School is part of the Sequoia Union High School District. You can verify which high school you are assigned to by clicking here.
Hungry? We recommend you check out these restaurants:
Woodside Neighborhood Map