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  • Photo of 5 singers with microphones performing outdoors

    Sounds of the Season: Business Casual

    Downtown San Mateo

    Don't miss the unique holiday sounds of Business Casual, the national champion a cappella vocal band known for their smart and surprising genre-swapped covers. Catch their performance on B Street […]

  • Flyer for Santa Mateo with a cartoon image of Santa doing a hushing motion

    Santa Mateo 2025

    Santa Mateo 2025 Challenges. Cheers. Charity. Time: 5:00 PM – 10:00 PM Location: Downtown San Mateo Shhh... Santa Mateo 2025 is a secret-society-style holiday adventure through Downtown San Mateo.  200 Santas will take […]

  • Big Green Egg cooking demonstration (at AAA Vacuum & Sewing)

    AAA Vacuum & Sewing 501 S B St, San Mateo, CA, United States

    From AAA Vacuum & Sewing: It's finally here! Our winter Big Green Egg cooking demonstration! Join us Sunday, December 7, 2025 10am-2 PM. We'll be cooking delicious gourmet dishes for […]

  • flyer for the holiday show & sale with a photo of a handmade tea pot in the background

    Holiday Ceramics Show & Sale (at Central Park)

    San Mateo Central Park 50 E 5th Ave, San Mateo, United States

    Holiday Ceramics Show & Sale: Featuring ceramics exhibitions from many studio artists. Plus live music, snacks, and a wide variety of handmade ceramic gifts for sale. Find the sale inside […]

  • Car Free Happy Hour (at Taqueria La Cumbre)

    Taqueria La Cumbre 28 N B St, San Mateo, CA, United States

    From Friends of Caltrain: Join us for a relaxed Peninsula Car-Free Happy Hour at a cozy taqueria steps from the San Mateo Caltrain station. It’s an agenda-free meetup—just good food, […]

  • flyer for Discount Tuesdays with a red banner that says "50% off tickets"

    Discount Tuesday (at Cinemark Century San Mateo 12)

    Discount Tuesday (at Cinemark Century San Mateo 12)
    Cinemark Century San Mateo 12 320 East 2nd Ave, San Mateo, United States

    From Cinemark: TUESDAY MOVIE DEALS FOR ALL MOVIE LOVERS EVERYONE SAVES! Find Cheap Movie Theaters Near You Discount Tuesday may not apply on or near holidays. See Cinemark for more details. There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always […]

  • DSMA Board Meeting (Open to the Public)

    DSMA Board Meeting (Open to the Public)

    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 have questions or to confirm the meeting location, please email us at HQ@dsma.org. If you would like to make a presentation to the DSMA Board, […]