explore

color and character at every turn

Our history can be seen in the unmistakable architecture that has defined Downtown San Mateo since the 1890s. As you explore on foot, the modern character of Downtown reveals itself in more unexpected places – through vibrant art that comes alive on street poles, in window fronts, and across green spaces.

Take a walking tour of Downtown to discover the latest installations that represent our diverse community.

history

San Mateo was first inhabited by the Ohlone Indians as far back as four thousand years ago. Spanish explorers came to the area in 1776, followed by missionaries who established an outpost at San Mateo in 1793. The abandoned mission later became a stagecoach stop, but it was the arrival of the railroad in 1863 that truly established Downtown San Mateo as a vital commercial center.

Downtown saw major growth after San Mateo incorporated as a town in 1894, and many historic buildings dating from the 1890s to the 1930s can still be seen. You can take an easy Walking Tour to learn more about the history and architecture of the downtown district.

 

join us at an upcoming event

Silicon Valley Ice Skating Association (at San Mateo On Ice)

San Mateo on Ice 50 E 5th Ave, San Mateo, CA, United States

From Silicon Valley Ice Skating Association: Join us for an unforgettable evening of grace, skill, and inspiration at the Silicon Valley Ice Skating Association’s Charity Gala! This special event celebrates […]

Event Series HEAD WEST Marketplace

HEAD WEST Marketplace

South B Street South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, United States

The Holiday season is HERE! Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on Sunday, December 8, and Sunday, December 22! Browse unique holiday gifts or find a […]

Laughter Yoga (at Chill Spot Rendezvous)

Chill Spot Rendezvous 271 Baldwin Ave., San Mateo, CA, United States

From Chill Spot Rendezvous: Laughter Yoga Thursday, January 2, 2025 11:00am Free to Attend

Lunar New Year in Downtown San Mateo

South B Street South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, United States

Celebrate Lunar New Year on Saturday, January 25th in Downtown San Mateo! This family-friendly event on B Street (between 1st and 2nd Ave) will showcase a Lion Dance performance from […]