• “A Kiss and a Song” Pop Up in Downtown San Mateo

    B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United States

    A Kiss and a Song Make your Valentine’s Day unforgettable in Downtown San Mateo! While you enjoy a special date night in Downtown San Mateo let us add a little […]

  • Jazz on B Street with the Naveen Schwarzkopf Quartet

    B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United States

    Downtown San Mateo Association presents: Jazz on B Street featuring the Naveen Schwarzkopf Quartet Date: Saturday, March 1 Time: 1:00 PM - 3:00 PM Location: B Street (between 1st and […]

  • HEAD WEST Marketplace

    HEAD WEST Marketplace 2025
    South B Street South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, United States

    Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 […]

  • Jazz on B Street with The Sizzling Cactuses

    B Street between 1st and 2nd avenues B Street between 1st and 2nd avenues, San mateo, CA, United States

    Downtown San Mateo Association presents: Jazz on B Street featuring The Sizzling Cactuses Date: Saturday, March 29th Time: 1:00 PM - 3:00 PM Location: B Street (between 1st and 2nd Avenues) in Downtown San Mateo Don't miss the next Jazz on B Street! Join us on Saturday, March 29th, from 1-3pm as the Sizzling Cactuses, […]

  • HEAD WEST Marketplace

    HEAD WEST Marketplace 2025
    South B Street South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, United States

    Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on the third Sunday of every month in 2025! Browse unique gifts or find a treat for yourself from 50 […]

  • Mother’s Day in Downtown San Mateo

    Treat your the moms in your life this Mother's Day! As an added incentive to celebrate Mother's Day in Downtown San Mateo, DSMA and Lion's Den Shaveparlor are hosting the following: Live music from Makule from noon-2pm on B Street Floral Selfie wall starting at noon in front of 3 Bees Coffee The first 100 […]