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

Bees Knees Week (at Fogbird)

Fogbird 144 S B St, San Mateo, CA, United States

From Fogbird: The 9th Annual Bees Knees Week is back June 13th - 22nd and we are buzzing to share our creations with you all 🐝 @barrhillgin is planting 10 […]

San Mateo County Pride Parade

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

From the San Mateo County Pride Celebration: Please join us for our 3rd Annual San Mateo County Pride Parade! Get ready to celebrate love, joy, and pride at the 2025 […]

San Mateo County’s 13th Annual Pride Celebration

San Mateo Central Park 50 E 5th Ave, San Mateo, United States

From San Mateo County Pride Celebration: San Mateo County's 13th Annual Pride Celebration is a space to champion inclusion and wellness for LGBTQIA+ folks and allies in our county. Come […]

Live Music from Unamaz (at McGoverns)

McGoverns 215 E 4th Ave, San Mateo, CA, United States

Unamaz live performance and single release: "Beware" Saturday, June 14th at 8pm Unamaz.band

Event Series HEAD WEST Marketplace 2025

HEAD WEST Marketplace

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

Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 […]