• 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 […]

  • 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 Swingatto

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

    Join us for Jazz on B Street on Saturday, October 4th, as we welcome Swingatto, a dynamic Swing and Gypsy jazz trio, to Downtown San Mateo! From 1-3pm, let their […]

  • 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 […]

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

    Downtown San Mateo

    Join us on Saturday, October 25 from 3:00-5:00pm in Downtown San Mateo on the Pedestrian Mall  on B Street between 1st and 3rd Avenue. Trick-or-treating Kids Activities Dragon Wagon Reptiles Petting Zoo Arts and Crafts Music Photo Opportunities Wear a costume and look FANG-tastic! Grab lunch first and head on over, or enjoy the event then grab […]

  • 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: It's time to celebrate San Mateo and support local businesses! Small Business Saturday […]