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

  • The City of Stars – One Star Shoe Release (at Atlas Skateboarding)

    Atlas Skateboarding 209 2nd Ave., San Mateo, CA, United States

    From Atlas: Join us for the release of Atlas X Converse “The City of Stars” One Star on Friday, February 13th. The event will feature a photo exhibition by Justin Ching and video by Kyle Geldart. Friday, February 13th 6:00 PM to 9:00 PM 209 2nd Ave San Mateo, CA 94401 Food, beer, beverages, good […]

  • Pop Up Event (at Uptown Beauty)

    Uptown Beauty 36 E 4th Ave, San Mateo, CA, United States

    From Uptown Beauty: Fall in love with Uptown Beauty at our upcoming pop up event on February 13th from 5pm to 9pm. Enjoy drinks and bites while you shop, and take advantage of 15% off all in-store purchases. We are excited to introduce two new additions to our beauty family: Wax Wellness, specializing in professional […]

  • Latin Night Dance Party (at Motion Arts Center)

    Latin Night Dance Party (at Motion Arts Center)
    Motion Arts Center 217 South Claremont Street, San Mateo, CA, United States

    From 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 […]

  • AHA Donation Class (at Orange Theory)

    Orange Theory San Mateo 101 S B Street, San Mateo, CA, United States

    From Orange Theory San Mateo: Mark your calendars!!🗓️❤️🧡💜 Don’t forget we have our 90 MIN AHA Donation Class this Saturday, 2/14 from 9:30am-11:00am💕 Led by the one and only @jill.e.fit 💪 Come have some fun and support a great cause! There will be fun crafts and snack after! 🧵🎨🧡🍿 Donate here: https://heartlifeiswhy.donorsupport.co/page/FUNUWHYUKPH Pre-book now!!! Can’t wait to […]

  • Valentine’s Heels Workshop (at Motion Arts Center)

    Motion Arts Center 217 South Claremont Street, San Mateo, CA, United States

    From Motion Arts Center: Join us and treat yourself to an empowering experience in our Valentine’s Heels Workshop with the incredible Sydnie! You’ll dive into the art of dancing in heels with confidence, intention, and sensuality. Whether you’re a beginner or looking to refine your skills, this empowering experience will help you master the fundamentals, […]

  • Valentine’s Day Couples-Only Bachata Dance Class (at Motion Arts Center)

    Motion Arts Center 217 South Claremont Street, San Mateo, CA, United States

    From Motion Arts Center: Celebrate Valentine's Day Dancing! Join us for our Valentine’s Day Couples-Only Bachata Dance Class at the beautiful Motion Arts Center on Saturday, February 14, 2026 from 7:00–8:00 PM. Bachata is a smooth, romantic Latin dance that’s perfect for couples looking to share a fun and memorable experience together. Whether you’re planning […]

  • Stand up @ the Lounge (at Sky Lounge)

    Sky Lounge 76 E 3rd Ave, San Mateo, CA, United States

    From Peninsula Comedy: This Valentine’s Day, fall in love with STAND-UP COMEDY 🎭💘 @emondiz and @peninsulacomedy are bringing the Bay’s funniest comedians to San Mateo @ Sky Lounge on 2/14!🌹🎤 […]

  • 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 […]