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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Ristorante Italiano Is Now Opening for Dinner
Ristorante Italiano is now open for a family-style buffet dinner service! Beginning Monday, September 7, 2026, enjoy a new and exciting offering each night, Monday through Friday. Bring the whole family—open to the public.
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Dine & Discover Downtown San Mateo
Downtown San MateoExplore Downtown, try new cuisines, win prizes! September 10th-30th, 2026 Dine & Discover Downtown San Mateo is a simple way to explore the district’s dining scene and support local businesses. As you visit different restaurants, check in to earn points and prizes. Whether you are local or a visitor, it’s fun way to try new […]
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September Nights on B Street: Sept 10 with Pure Ecstasy
B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United StatesJoin us for September Nights on B Street with free music and entertainment for the whole family. Spend an evening with us on B Street on Sept. 10 and 17, where live music, great food and family-friendly activities bring the block to life! Join the fun between 1st and 3rd avenues from 6–8 p.m., featuring […]
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Karaoke at McGovern’s
McGoverns 215 E 4th Ave, San Mateo, CA, United StatesJoin us for karaoke every Thursday and Sunday at 9:30 PM with $6 well drinks and $7 drafts.
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Ristorante Italiano Is Now Opening for Dinner
Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United StatesRistorante Italiano is now open for a family-style buffet dinner service! Beginning Monday, September 7, 2026, enjoy a new and exciting offering each night, Monday through Friday. Bring the whole family—open to the public.
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9/11 Remembrance Ceremony – 25th Anniversary
Downtown San Mateo Fire Dept #21 120 S Ellsworth Ave, San Mateo, CA, United StatesJoin the San Mateo Consolidated Fire Department for a solemn 9/11 Remembrance Ceremony marking the 25th Anniversary at Fire Station 21.
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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 night of dancing and fun on the dance floor. We will provide snacks and light drinks. The dance studio has air conditioning, a beautiful hardwood […]
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Karaoke (at Blue Moon Bar)
Blue Moon Bar 215 S B Street, San Mateo, CA, United StatesFrom 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.
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San Mateo Consolidated Firefighters’ Association Chili Cook Off
San Mateo Central Park 50 E 5th Ave, San Mateo, United StatesEnjoy delicious chili, cold beer, and music by DJ Hoser at the annual Chili Cook Off benefitting MDA & Tunnels to Towers.
