• 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 […]

  • Monte Carlo Night in Italy (at the Peninsula Italian American Social Club)

    Peninsula Italian American Social Club 100 North B Street, San Mateo, CA, United States

    From the Peninsula Italian American Social Club: Join us for a Monte Carlo Night in Italy on Saturday, April 24, 2026. Check-in begins at 6:00 PM. Try your hand at Blackjack, Roulette, and Craps at the casino tables! This event includes heavy hors d'oeuvres, wine, beer, and soft drinks (tax and gratuity included), as well […]

  • 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.

  • Live Music: Power Chord (at McGoverns)

    McGoverns 215 E 4th Ave, San Mateo, CA, United States

    Saturday, April 25 at 9pm $5 entry Power Chord brings you the best of 80's metal! Check them out: https://youtu.be/T8yQS8ykiLM?si=ZT2Oyv4M7KveXD17  

  • PNS X San Mateo Cycle Sport Epic Kickoff Ride

    San Mateo Cycle Sport 66 East 4th Ave, San Mateo, CA, United States

    We are excited to announce our Pas Normal Studios X San Mateo Cycle Sport Epic Kickoff Ride! Meet at the shop at 9:00 AM (rolling at 9:15 AM). This is […]

  • Downtown San Mateo Boba Day 2026

    B Street between 1st and 3rd Aves

    CLICK ABOVE FOR FULL SIZE IMAGE Enjoy boba specials, giveaways, and special treats* at your favorite Downtown San Mateo boba shops and other retailers on Sunday, April 26th from noon […]