Golden Oldies Music Bingo (at Chill Spot Rendezvous)
2025-12-09 14:00 - 16:00 (America/Los_Angeles) | Chill Spot Rendezvous, 271 Baldwin Ave., San Mateo, CA, 94401, United States
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!

Questionable Behavior trivia night (at McGoverns)
2025-12-09 20:00 - 22:00, 2025-12-16 20:00 - 22:00, 2025-12-23 20:00 - 22:00, 2025-12-30 20:00 - 22:00 | McGoverns, 215 E 4th Ave, San Mateo, CA, 94401, United States
Hosted by Misha every Tuesday at 8pm
Prizes for winners (and losers!)

POSTNATAL MOMMY & ME CLASSES (at Peninsula Dance Academy)
2025-12-10 10:00 - 10:45, 2025-12-17 10:00 - 10:45, 2025-12-24 10:00 - 10:45, 2025-12-31 10:00 - 10:45 | Peninsula Dance Academy, 717 South B Street, San Mateo, CA, 94401, United States
Gentle Postpartum Recovery for Mom
Safe, Fun Bonding for Baby (0-12 mo.)
Pelvic Floor & Core Rebuilding
Mindful Movement + Relaxation
Led by Professional Dancer, Fitness Specialist Heba
Wednesdays
10:00 AM-10:45 AM
Cost: $18 Drop-In | $120 for 8-Class Pack
First Class FREE for New Moms!
RSVP or Questions: 650-7877948
Pdacademy@yahoo.com
www.peninsuladanceAcademy.com
Items Needed
Yoga Mat, Water, Baby in Carrier or Blanket
(We provide props & diapers station!)
Limited Spots
Reserve Yours Today!

Gala D’Oro (at San Mateo On Ice)
2025-12-11 18:45 - 20:00 | San Mateo on Ice, 50 E 5th Ave, San Mateo, CA, 94401, United States
From Silicon Valley Ice Skating Association:
Benvenuti to Gala D’Oro, the 4th Annual Gala hosted by the Silicon Valley Ice Skating Association, celebrating nine years of supporting the Peninsula’s skating community and championing the future of local rinks.
This year’s gala draws inspiration from the elegance and culture of Italy — a nod to the upcoming 2026 Winter Olympics in Milano-Cortina — and invites guests to experience a night filled with beauty, artistry, and purpose.
The evening will feature a headline performance by skaters yet to be announced! Keep an ear out for updates!
All proceeds from Gala D’Oro support our ongoing mission to keep rinks open and accessible on the Peninsula, ensuring that future generations can continue to discover the joy of skating.
Join us for an evening of celebration, inspiration, and impact — and help keep the ice alive.

Celebrating 1 year! (at Chill Spot Rendezvous)
2025-12-12 | Chill Spot Rendezvous, 271 Baldwin Ave., San Mateo, CA, 94401, United States
From Chill Spot Rendezvous:
Thank you and we love you, our family of customers. Come celebrate with us!
🎉 Chill Spot Rendezvous Turns ONE! 🎉
Join us Friday, December 12 • 3:30–9PM
for a full day of celebration — and YOU’RE invited! 💛
FREE TASTING SAMPLES WHILE SUPPLIES LAST!!!
and…
🍨 $5 Celebration Scoops
⭐ BOGO 25% Off — Any Item With Purchase
🎈 Raffles • Activities • Surprises • Games
🌱 Treats for Every Diet
🥟 Lumpia • 🥟 Empanadas • 🍚 Rice Plates & More!
📍 271 Baldwin Ave — Downtown San Mateo
📸 Tag us @chillspotrendezvous | @chillspotsm
Let’s Celebrate Together! 🎈✨

Latin Night Dance Party (at Motion Arts Center)
2025-12-12 19:00 - 23:59, 2025-12-19 19:00 - 23:59, 2025-12-26 19:00 - 23:59 | Motion Arts Center, 217 South Claremont Street, San Mateo, CA, 94401, United States
From Motion Arts Center:
Join us for our weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music!
Come, bring your friends and get ready for an unforgettable night of dancing and fun on the dance floor. We will provide snacks and light drinks.
The dance studio has air conditioning, a beautiful hardwood floor, colorful mood ambient lighting and a high quality sound system.
FRIDAY SCHEDULE:
7pm-8pm Latin Motion Fundamentals All Level Class
8pm-9pm Salsa Beginner Level Class
8pm – 9pm Bachata Beginner Level Class
9pm-12am Social Dance Party with Live DJ
TEACHERS: Tristan, Rhazel and Jesica

TICKETS PER PERSON:
$30 One single class session
$55 Two classes same day only
$15 Dance Party Only
*Social Dance Party is included when you take a class.

New Students Intro Offer: $65 7 Day Pass Unlimited For First Time Students Only (expires in 7 days, dance party is paid separately).
LOCATION:
Motion Arts Center
217 S Claremont St,
San Mateo, CA 94401

Founders Event featuring Neon Velvet (at McGoverns)
2025-12-12 19:30 - 23:59 | McGoverns, 215 E 4th Ave, San Mateo, CA, 94401, United States
From Support the Kid:

Join us at the Support The Kid Founder’s Event in Northern California 2025 to help empower and uplift kids fighting cancer!

It is time for our 15th Annual Support the Kid Founder’s Event! Our best event yet!
https://www.eventbrite.com/e/support-the-kid-founders-event-northern-california-2025-tickets-1918055919889?aff=oddtdtcreator
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 year and our plans for 2025!
Here is a taste of what you have to look forward to at this year’s celebration:
We are excited about returning to McGovern’s again this year.
M cGoverns is centrally located in downtown San Mateo and an easy walk from caltrain. Parking in downtown on Friday night will be busy, so we encourage you to consider taxi, uber/lyft as options.
Live music by Northern California’s BEST band and huge supporters of STK :
Neon Velvet
7:30-9:00 pm
Open bar (well drinks/wine and draft beer) & Silent auction opens
9:00-11:30pm
Live Band – NEON VELVET
A brief presentation about the families we helped and our fiscal stats for the year
Awesome Door Prizes & a few special silent auction items
Attire is Cocktail Casual and HOT Pink & NEON Yellow (Support the Kid colors) outfits are encouraged
Bring an unwrapped toy which we will deliver to a child fighting cancer at Stanford
About Support The Kid
History – Support The Kid was founded in 2010 by Nicholas Wolber and friends. Nick was touched by the spirit and innocence of the children he encountered during his time in treatment at Cohen’s Children’s Hospital in New York. He relished the big brother role and playing with the kids to brighten their day. When Nick was finally cancer-free and had established a career for himself, he began work on planting the seeds of what would become Support the Kid. Since inception, we have donated over 1 Million dollars to 300+ children across the United States.
Our Organization – We are an all-volunteer 501(c)3 nonprofit with no employees or consultants on payroll. The foundation is currently run by a board of four family members along with associated regional and specialized volunteer representatives. All STK representatives volunteer their time, knowledge, resources and energies to the cause. We make a focused effort to ensure that non-essential expenses are minimized so that each donation’s value can be maximized. Our goal is to ensure that over 85% of each donation goes directly to the kids
Who We Help – We help families with a financial need with children under the age of 18 who are currently undergoing cancer treatment or have been treated within the last 6 months.
Follow Support The Kid @ Facebook Web YouTube Twitter Instagram

Ox 9 Charity Week
2025-12-13 | Ox 9 Lanzhou Handpulled Noodles, 11 S B St, San Mateo, CA, 94401, United States
From Ox 9:
It’s OX9 Noodle Charity Week where we eat good, do good 🍜✨ This Saturday, December 13th, we’re donating 20% of food sales to the @aadp_org.
We proudly support the Asian American Donor Program, a nonprofit dedicated to increasing life-saving stem cell donors for Asian patients fighting life-threatening illnesses.
Thank you for joining us in caring for our community and bringing hope to families in need. #Ox9 #Ox9noodles #Ox9cares #AADP

Breakfast with Santa (at the Ellsworth Ave Fire Station)
2025-12-13 09:00 - 11:30 | Downtown San Mateo Fire Dept #21, 120 S Ellsworth Ave, San Mateo, CA, 94401, United States
From San Mateo Fire Station 21:
SANTA IS COMING BACK TO THE FIREHOUSE FOR BREAKFAST!!
PLEASE JOIN US IN THIS FESTIVE & FUN CELEBRATION
WHEN: December 13th, 2024
WHERE: DOWNTOWN SAN MATEO FIRE DEPT STATION 21
120 S. ELLSWORTH AVE, SAN MATEO CA. 94401
TIME: 9am – 11:30am
Santa Arrives: 9:30am
DONATION: $10 OR A UNWRAPPED NEW GIFT IF POSSIBLE WILL BE ACCEPTED AS PART OF OUR HOLIDAY TOY PROGRAM IN PARTNERSHIP WITH @samaritan_house OF SAN MATEO
@eventbrosnet WILL BE TAKING PICTURES OF CHILDREN MEETING WITH SANTA ON THE 1921 FIRE ENGINE.
FIREFIGHTERS WILL BE ACCEPTING DONATIONS OF UNWRAPPED TOYS TO BENEFIT THE COMMUNITY.
WE LOOK FORWARD TO SEEING EVERYONE SOON

Caltrain's Holiday Train - Downtown San Mateo "Station Celebration"
2025-12-13 15:00 - 18:00 | Downtown San Mateo Caltrain Station, 385 1st Avenue, San Mateo, CA, 94401, United States
Since 2002, Caltrain’s Holiday Train has been a cherished Bay Area tradition, bringing festive cheer and community spirit to the corridor each year. With the exciting arrival of Caltrain’s new electric fleet, this beloved event is evolving to reflect a new era of cleaner, quieter, and more sustainable travel. While the previous show train format using a decorated diesel train is changing, the magic of the season continues through the new onboard electric train experience and family friendly station celebrations at four stations through the corridor.
Learn more about Caltrain’s Holiday Train: https://www.caltrain.com/holidaytrain
Downtown San Mateo is helping Caltrain celebrate their Holiday Train with fun performances from local favorites:
3:15-3:45pm Melodic Outreach Endeavor (Aragon High School musicians)
4:00-4:20pm Peninsula Dance Academy (select pieces from the Nutcracker)
4:30-5:00pm Core Taekwondo demo
5:10-5:40pm Hillsdale High School Chamber Singers
Plus free holiday-themed balloon animals from Joy in the Air!

Las Posadas on North B Street
2025-12-13 16:00 - 17:30 | North B Street, North B Street & Tilton Avenue, San Mateo, CA, 94401, United States
Celebrate Las Posadas with the merchants of North B Street! Your favorite businesses on North B (between Tilton Ave and Baldwin Ave) will have holiday treats and live Spanish-language Christmas music from St. Anthony’s of Padua Choir to help bring in the season. (Giveaways are first come, first served, while supplies last)

The Nutcracker (by Peninsula Dance Academy)
2025-12-14 13:00 | College of San Mateo
Please note this event is not in Downtown San Mateo, but is a performance by one of our beloved Downtown San Mateo businesses.
At Peninsula Dance Academy, the Nutcracker ignites the studio: Clara pirouettes through swirling snow as toy soldiers battle the Mouse King beneath a towering tree. The Sugar Plum Fairy glimmers in silver, flowers waltz in vibrant tutus, and every leap sparks pure magic.
Tickets: https://stagestubs.com/peninsula-dance-academy/the-nutcracker-2025

Discount Tuesday (at Cinemark Century San Mateo 12)
2025-12-16 | Cinemark Century San Mateo 12, 320 East 2nd Ave, San Mateo, 94401, 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 within reach.
https://www.cinemark.com/discounts/discount-tuesdays/

Gao Social (at Gao Viet Kitchen)
2025-12-17 21:30 - 23:59 | Gao Viet Kitchen, 313 S San Mateo Dr, San Mateo, CA, 94401, United States
From Gao Viet Kitchen:
Are you ready for GaoSocial 2.0? next Wednesday 12/17.
Come hang out with @mr.gaoviet, sip cocktails, and vibe with DJ @orderkungpau till late.
Missed the first one?
Just know… it was packed. 🔥
📍 Gao San Mateo – 313 S San Mateo Dr, San Mateo

CHRISTMAS LATIN NIGHT SOCIAL – POTLUCK YEAR END CELEBRATION (at Motion Arts Center)
2025-12-19 19:00 - 23:59 | Motion Arts Center, 217 South Claremont Street, San Mateo, CA, 94401, United States
From Motion Arts Center:
CHRISTMAS LATIN NIGHT SOCIAL – POTLUCK YEAR END CELEBRATION!🎉
Friday, December 19th • 7PM–12AM – A full night of festive dance lessons, a special performance, and all your favorite rhythms — Salsa, Bachata, Cumbia, Merengue with DJ Tristan!
🌟Dress in holiday colors, bring a dish to share, and dance the night away with our amazing MAC community!
https://motionartscenter.com/

Last Minute Gift Wrapping Show (at McGoverns)
2025-12-19 21:00 - 23:59 | McGoverns, 215 E 4th Ave, San Mateo, CA, 94401, United States
Featuring Bad Lemon with special guest Electraphonic
Friday, December 19 – 9pm

Stand up @ the Lounge (at Sky Lounge)
2025-12-20 19:30 - 21:30 | Sky Lounge, 76 E 3rd Ave, San Mateo, CA, 94401, United States
From Peninsula Comedy:
Looking for a good time after stressful Christmas shopping? 🛍️
Come spend a jolly evening🎄with us on 12/20 at the Sky Lounge in San Mateo where we are gathering some of the best heavy hitters and up-and-comers in comedy!
Emon Dismore – Donovan Roberson – Israel Medina – Ryan Rodriguez – David Lattimore – Yi Ma – Jason Cole – Xzavier Bronson – Dhiraj Nalla
From nice to naughty, we got the comics to make you merry🎅🏻🎄
Btw, this is a completely FREE show!
Doors open: 7:00 pm – The show runs from 7:30-9:30 pm!
We hope to see you🫵 and your friends there!

Sky Lounge
76 E 3rd Avenue, San Mateo

Christmas Milonga Sentimental Tango Party (at Motion Arts Center)
2025-12-20 20:00 - 23:59 | Motion Arts Center, 217 South Claremont Street, San Mateo, CA, 94401, United States
From Motion Arts Center:
CHRISTMAS MILONGA SENTIMENTAL – POTLUCK YEAR END CELEBRATION!🌲
Saturday, December 20th • 8PM–12AM – An unforgettable night of Argentine Tango with DJ Gustavo Hornos, festive vibes, connect with fellow tangueros and dance to the best music of the golden age!
🌟Come dressed in holiday colors and share a special treat as we celebrate the end of an incredible tango year together!
Sign up online at: https://motionartscenter.com/milonga-dance-party/

HEAD WEST Marketplace - CANCELED DUE TO RAIN
2025-12-21 11:00 | South B Street, South B Street (Between Baldwin Ave. & 2nd Ave.), San Mateo, CA, 94401, United States
Sorry! The final HEAD WEST San Mateo event for 2025 has been canceled due to the weather. Keep an eye out for 2026 dates!
About HEAD WEST:
HEAD WEST provides a marketplace for emerging + established local brands and small businesses to have physical selling space multiple times per month at various neighborhood venues. From hand-made ceramics to locally sourced vintage, there are always new categories of goods available to explore. Connecting people, forging community + sustaining the local economy, we continue to build upon our presence by offering expanded resources for small businesses to learn, grow, connect + share. Interested in applying to be a HEAD WEST vendor? Visit HEADWEST.com/apply
Need help finding your way to Downtown San Mateo? Visit our DIRECTIONS and PARKING pages
*Event details may change due to inclement weather.

Santa Visit in Downtown San Mateo
2025-12-21 12:00 - 15:30 | CA
A little rain can’t keep Santa away! We’ve updated the plan for Sunday, December 21st to be indoors!
Sunday, Dec 21
at 3 Bees Coffee (224 E 3rd Ave)
12 – 3:30 pm Write a letter (or draw a picture) for Santa with Izzo Therapy
1:30 – 3:30 pm FREE balloon animals
at Lions Den Shave Parlor (236 E 3rd Ave)
12 – 3:00 pm Meet Santa!
*all activities are first come, first served

Music Bingo (at Chill Spot Rendezvous)
2025-12-25 17:30 - 19:30 | Chill Spot Rendezvous, 271 Baldwin Ave., San Mateo, CA, 94401, United States

Free Community Mat Pilates (at Lucent Pilates)
2025-12-28 15:00 - 16:00 | Lucent Pilates, 100 Ben Franklin Ct, San Mateo, CA, 94401, United States
From Lucent Pilates:
Community Free Mat Pilates
6 spots available, reserve now
lucentpilates@gmail.com
Sun 12/28/25 3PM
Arc Barrel – Awakening Spine
A gentle yet effective reset for your spine after the holidays. It guides your body back to length, breath, and balance alignment.
