• September Nights on B Street: Sept 11 featuring Piano Madness

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

    Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Enjoy 🎶live music, 🕺 dancing, and fun-filled activities for all ages in the pedestrian mall of Downtown San Mateo. The street will transform into an outdoor dining pavilion under twinkling lights✨, […]

  • 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 […]

  • Una Serata in Toscana (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: Una Serata in Toscana (An Evening in Tuscany) Saturday, September 13, 2025 No Host Cocktails at 6pm Dinner Served at 7pm Music by Lou/Franco Band (formally known as the Roselli Band) Menu to include: Passed Hors d’ Oeuvres: Prosciutto and Melon Tortellini with Bolognese Sauce & Special Fedoretti […]

  • **POSTPONED** Kevin Blake, Magician Extraordinaire (at Peninsula Italian American Social Club)

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

    **THIS EVENT HAS BEEN POSTPONED. PLEASE CHECK BACK FOR THE RESCHEDULING INFO** From the PIASC: Kevin Blake Magician Extaordinaire As seen on America's Got Talent, Pen & Teller: Fool Us, Thrillist, and in his show The Illusionist at the Palace Theater, Kevin Blake is a San Francisco-based magician, mentalist,and illusionist who is one of the […]

  • September Nights on B Street: Sept 18 featuring Bud E. Luv

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

    Join us for the return of our popular September Nights on B Street event series with free music and entertainment for the whole family! Enjoy 🎶live music, 🕺 dancing, and fun-filled activities for all ages in the pedestrian mall of Downtown San Mateo. The street will transform into an outdoor dining pavilion under twinkling lights✨, […]

  • 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 […]

  • FREE Historical San Mateo Walking Tour (from the San Mateo Heritage Alliance)

    From the San Mateo Heritage Alliance: REGISTRATION REQUIRED Downtown Historic District Walking Tour - Last Tour of the year! San Mateo – Sunday, September 21st, 2025 from 10 a.m. – 12 p.m. Explore the fascinating architecture of San Mateo’s Downtown Historic District on a tour led by the San Mateo Heritage Alliance. The District’s eclectic […]

  • 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 local Makers, Merchants, Crafters, Designers, and Artists. While you're here, explore Downtown’s retail offerings, and enjoy delicious food from our local spots—there’s something for everyone […]