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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.

download our walk map

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.

 

walking tour

join us at an upcoming event

Events

Events Search and Views Navigation

Event Views Navigation

Today

  • photo of a sign advertising details of trivia night

    Sunset Trivia (at O’Neills)

    Sunset Trivia (at O’Neills)
    O'Neill's Irish Pub 34 South B Street, San Mateo, CA, United States

    Unearth your team's potential at O'Neills Irish Pub in San Mateo! This vibrant spot, perfect for continuing your evening, hosts exhilarating trivia every Wednesday at 7:15 PM. Gather your sharpest minds, join the craic, and put your knowledge to the ultimate test. Will you be the lucky team to claim victory? This is a recurring […]

  • Karaoke @ Blue Moon Bar

    Karaoke (at Blue Moon Bar)

    Karaoke (at Blue Moon Bar)
    Blue Moon Bar 215 S B Street, San Mateo, CA, United States

    From Blue Moon Bar: Join us every Wednesday and Friday at 9:30 PM with your host @xfallingstarx. Sing your heart out in the heart of Downtown San Mateo.

  • image of a hand painting a woman with watercolor paints

    Tiffany Inspired Watercolor Workshop (at Colander Kitchens)

    Colander Kitchens 50 E 3rd Ave, San Mateo, CA, United States

    Join Bay Area artist Diana Reichardt for a beginner-friendly 2-hour watercolor workshop to learn foundational techniques while creating your own Tiffany-inspired stained-glass painting.

  • Downtown San Mateo Farmers’ Market

    Downtown San Mateo Farmers’ Market
    Draeger's 222 E 4th Ave, San Mateo, CA, United States

    Come support the Downtown San Mateo Farmers’ Market! West Coast Farmer’s Market brings a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your afternoon stroll. Support local farmers and this weekly Downtown Farmer’s Market—it all starts with you. The market is located in the parking lot of the […]

  • photo of a performance from behind the band; the crowd is cheering and singing

    2026 Central Park Music Series Concert featuring Fast Times 80’s

    2026 Central Park Music Series
    San Mateo Central Park 50 E 5th Ave, San Mateo, United States

    From City of San Mateo Parks & Rec: The Central Park Music Series returns to Central Park from June to August! Enjoy live music, food vendors, family-friendly activities, fresh air, and sunshine! Concert Dates & Band Line Up Thursdays from 6 - 8 p.m. June 18 - Pop Fiction (Top 40's/Party Mix) June 25 from […]