• DSMA May Board Meeting (Open to the Public)

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

    The Downtown San Mateo Association Board and staff, representatives from the City of San Mateo, DSMA members, and other community members gather each month to discuss DSMA business. If you […]

  • Ukulele Jam on B Street

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

    Bring your ukulele and all your friends to this fun pop up event in Downtown San Mateo! Local San Mateo musicians, Charlie Chin and Victor Labrador, will lead experienced ukulele […]

  • Juneteenth in Downtown San Mateo

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

    Join Us for Juneteenth in Downtown San Mateo! Celebrate Juneteenth with us in the heart of San Mateo! Enjoy an afternoon filled with music, history, and community. Event Details: Date: […]

  • 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, July 13th Time: 1:00 PM - 3:00 PM Location: B Street (between 1st and […]

  • B Street Train

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

    Downtown San Mateo Association, Florian Orthodontics, & CamEDU present: B Street Train Date: August 11th Time: 3:00 PM - 5:00 PM Location: B Street Pedestrian Mall (between 1st and 2nd […]

  • Jazz on B Street with Peter Carlozzi, Jazz Guitarist

    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 Peter Carlozzi Date: Friday, August 30th Time: 4:00 PM - 6:00 PM Location: B Street (between 1st and 2nd Avenues) […]

  • “Boo”s on B Street & Trick or Treating

    Downtown San Mateo

    Join The City of San Mateo's Parks & Recreation Department and the Downtown San Mateo Association for a BOO-tiful day in Downtown San Mateo on Saturday, October 26 from 3:00-5:00pm! […]

  • HEAD WEST Marketplace – Nov 24th event has been CANCELLED due to inclement weather

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

    *** This event has unfortunately been cancelled due to inclement weather. Stay tuned for a make up date, and we'll see you on December 22nd!! *** The Holiday season is HERE! Visit Downtown San Mateo's B Street for HEAD WEST Marketplace on Sunday, November 24, and Sunday, December 22! Browse unique holiday gifts or find […]

  • Shop Small to Win Big in San Mateo

    Downtown San Mateo

    Brought to you by the Downtown San Mateo Association and the San Mateo Area Chamber of Commerce: "Shop Small" in San Mateo November 25th to December 1st for a chance to win incredible prizes! It’s time to celebrate San Mateo and support local businesses! Small Business Saturday is a day dedicated to supporting small businesses […]