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
Events
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Latin Night Dance Party (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: Join us for our weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music! Come, bring your friends and get ready for an unforgettable […]
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Sunset Trivia (at O’Neills)
O'Neill's Irish Pub 34 South B Street, San Mateo, CA, United StatesUnearth 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 […]
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Fellowship (Social) Dinner (at the Peninsula Italian American Social Club)
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesFrom the Peninsula Italian American Social Club: Join us for a Fellowship (Social) Dinner on Thursday, March 19, 2026. Doors open and cocktails are served at 6:00 PM. The meal […]
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Latin Night Dance Party (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: Join us for our weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music! Come, bring your friends and get ready for an unforgettable […]
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HEAD WEST Marketplace
B Street between 1st and 3rd AvesVisit Downtown San Mateo’s B Street for HEAD WEST Marketplace on the third Saturday of every month in 2026! Browse unique gifts or find a treat for yourself from local […]
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Ladies Styling & Heels All Levels Workshop (at Motion Arts Center)
Motion Arts Center 217 South Claremont Street, San Mateo, CA, United StatesFrom Motion Arts Center: For the very first time, our fantastic teachers Jewell and Mimi are teaming up to bring you a one-of-a-kind 2.5-hour Ladies Styling & Heels All Levels […]
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Venetian Night (at the Peninsula Italian American Social Club)
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesFrom the Peninsula Italian American Social Club: Join us for Venetian Night on Saturday, March 21, 2026. Check-in begins at 6:00 PM and dinner is served at 7:00 PM. Enjoy […]
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Exclusive Screening- A Little Fellow: The Legacy of A.P. Giannini (Peninsula Italian American Social Club)
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesFrom the Peninsula Italian American Social Club: Join us for an exclusive in-person screening of A Little Fellow: The Legacy of A.P. Giannini—don’t miss it! Exclusive Screening - A Little […]
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Cooking Demo (at the Peninsula Italian American Social Club)
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesFrom the Peninsula Italian American Social Club: Join us for a Cooking Demo on Monday, March 23, 2026. Check-in begins at 5:00 PM, followed by the cooking demonstration at 6:00 […]
