Woodside is a small incorporated town in San Mateo County, California, United States, on the San Francisco Peninsula. It has a council–manager system of government. The population of the town was 5,309 at the 2020 census.
The town's population is affluent, with a median household income above $250,000. The town has highly restrictive zoning regulations. To evade state law that permitted duplexes on single-family lots, the affluent town unsuccessfully tried to have declare itself a mountain-lion habitat.
The Woodside area was originally home to indigenous people belonging to the Ohlone tribe. In 1769, led by Gaspar de Portolá, Spanish explorers searching for San Francisco Bay camped at a site near Woodside.
Woodside is said to be the oldest English-speaking settlement in the southern part of the San Francisco Peninsula. The first English-speaking settlers arrived in the early 19th century to l