• Sounds of the Season with The Birds

    Downtown San Mateo

    Make Downtown San Mateo your destination on Saturday, November 28th! While you’re out shopping small and entering our Shop Small to Win Big giveaway, head to B Street between 1:00 and 3:00 PM to enjoy live "Sounds of the Season." Local Aragon High School jazz ensemble The Birds will be setting the holiday mood with […]

  • Santa Mateo

    Downtown San Mateo

    Join us for Santa Mateo on Saturday, December 5, 2026! This 21+ event features a scavenger hunt throughout Downtown San Mateo, with participating businesses—including bars—offering discounts to participants. Holiday costumes are highly encouraged!