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 on December 6th from 5-6 PM. The performance is part of a festive evening downtown, coinciding with Santa Mateo, a fun community event where 200 […]
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 part in scavenger-style games, surprise challenges, and enjoy food and drink specials at local venues — all while spreading festive mischief for a good cause. […]
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 you to partake. Always wondered what the Big Green Egg is all about? Now's your chance to check out our new and exciting Eggcessories and […]
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 the ceramics studio, next to Fitzgerald Field.
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, good conversation, and a chance to connect with neighbors who care about car-free living and better transit. Come by, grab a taco, and hang out […]
Ramen pop up at Izakaya Ginji
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 […]
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, […]
From Chill Spot Rendezvous: 2nd & 4th Tuesdays of the month 2-4pm Golden Oldies Senior Discount Day Last Thursday of the month 5:30-7:30pm Variety Song List for Everyone!