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
Calendar of Events
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DSMA and Chamber members only: Mix & Mingle
DSMA and Chamber members only: Mix & Mingle
'Tis the Season to Mix & Mingle Join us for a special gathering of the Downtown San Mateo Association and San Mateo Area Chamber of Commerce on Thursday, November 30, from 4:00 to 5:30pm in […]
Bachata & Salsa Dance Monthly Social Dance Party (at Motion Arts Center)
Bachata & Salsa Dance Monthly Social Dance Party (at Motion Arts Center)
From Motion Arts Center: Join us for our monthly Bachata and Salsa Classes & Social Dance Party in November! 🤩 This is a great opportunity to invite your friends, make […]
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Musical Conversation: Ronny Michael Greenberg (at the Main San Mateo Public Library)
Musical Conversation: Ronny Michael Greenberg (at the Main San Mateo Public Library)
From the San Mateo Public Library: Join pianist and producer Ronny Michael Greenberg in the Oak Room for Piano Roulette, an immersive and interactive experience where tradition and surprise take […]
Winter Wonderland (at Central Park)
Winter Wonderland (at Central Park)
From San Mateo's Parks & Recreation Department: Walking in a Winter Wonderland! Saturday, December 2, 2023 Central Recreation Center, Central Park (50 E. 5th Avenue, San Mateo) 5:00-7:00pm Enjoy this […]
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Pause, Sip, and Explore! at Pausa
Pause, Sip, and Explore! at Pausa
From Pausa's website: As we kick off the holiday season we invite you to join us for a fun, informative, and social wine tasting! This time we will explore varietals […]
San Mateo Arboretum Society’s Holiday Faire
San Mateo Arboretum Society’s Holiday Faire
From the San Mateo Arboretum Society's website: Open House at the San Mateo Arboretum Society. Mark your calendars starting on December 9th,10th,16th, & 17th. Come for the Photo Exhibit, Jazz […]
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San Mateo Arboretum Society’s Holiday Faire
San Mateo Arboretum Society’s Holiday Faire
From the San Mateo Arboretum Society's website: Open House at the San Mateo Arboretum Society. Mark your calendars starting on December 9th,10th,16th, & 17th. Come for the Photo Exhibit, Jazz […]
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Adult Craft Night at the San Mateo Public Library
Adult Craft Night at the San Mateo Public Library
From the San Mateo Public Library's website: Join us for an after hours craft session at the library with three easy projects. All craft supplies will be provided. Paper Wreath […]
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San Mateo Arboretum Society’s Holiday Faire
San Mateo Arboretum Society’s Holiday Faire
From the San Mateo Arboretum Society's website: Open House at the San Mateo Arboretum Society. Mark your calendars starting on December 9th,10th,16th, & 17th. Come for the Photo Exhibit, Jazz […]
1 event,
San Mateo Arboretum Society’s Holiday Faire
San Mateo Arboretum Society’s Holiday Faire
From the San Mateo Arboretum Society's website: Open House at the San Mateo Arboretum Society. Mark your calendars starting on December 9th,10th,16th, & 17th. Come for the Photo Exhibit, Jazz […]
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After School Movie Club at the San Mateo Public Library
After School Movie Club at the San Mateo Public Library
From the San Mateo Public Library's website: Hang out and watch a movie after school in the San Mateo Public Library- Main-Â Book Bubble! There will be a book display related […]