Downtown San Mateo Association presents: a special Small Business Saturday Jazz on B Street featuring The Sizzling Cactuses Date: Saturday, November 30th Time: 1:00 PM - 3:00 PM Location: B Street (between 1st and 2nd Avenues) in Downtown San Mateo Saturday, November 30th is Small Business Saturday! While shopping, dining, and supporting your favorite Downtown […]

From the San Mateo Arboretum Society's website: Limited to 15 In-Person and 15 Zoom attendees. Fee: SMAS members: $35/wreath; nonmembers: $45/wreath. Registration required​. Use the buttons below or call 650-579-0536x3 or visit https://www.sanmateoarboretum.org/classes--events.html#December ​Use your imagination to create a one-of-a-kind beautiful wreath. We will provide a variety of fresh greens from San Mateo Central Park […]

From Christensen & Rafferty: Facet Barcelona Holiday Pop-Up Monday, December 2nd – Tuesday, December 10th Here's to nothing less than a sparkling holiday season! Diamond necklaces and stretchable diamond bracelets. Live in them from day to night.

From Support the Kid: It is time for our 14th Annual Support the Kid Founder’s Event! Our best event yet! Private venue, Live music, door prizes, delicious drinks, and an amazing time! We are excited to celebrate another outstanding year and share with you all of the families we have been able to help this […]

From San Mateo's Parks & Recreation Department: Enjoy this indoor winter-themed event for the whole family! Winter Wonderland features holiday music, crafts, photo opportunities, cookie decorating and hot chocolate! Aspects of this event may be modified, changed, or cancelled due to inclement weather. Crafts Crafts are free and will be on a first come, first […]

Celebrate Las Posadas with the merchants of North B Street! Your favorite businesses on North B (between Tilton Ave and 1st Ave) will have holiday treats and live music to help bring in the season. Stop by before the Holiday Train arrives at 5:30pm!

A family favorite! Caltrain's Holiday Train will stop in San Mateo at 5:30pm on Saturday, December 7th. Santa and friends start their journey in San Francisco before heading south, stopping at stations along the Caltrain corridor. Downtown San Mateo's own Core Taekwondo will perform a demo at 5pm while crowds gather to watch the train. […]