December Events To Get On Your Wishlist

December at Bay Meadows and beyond is overflowing with holiday activities! Pack your calendar with Santa sightings, a glow in the dark Menorah, wreath making, ice skating, bumper cars, a gingerbread house decorating party and much, much more.  Explore our roundup and plan your month.

Planning a holiday soiree? Don’t forget the ice cream! Our very own Tin Pot Creamery San Mateo at Bay Meadows is offering $50 toward your next Tin Pot Creamery Catering Order. Offer valid on orders of $300 or more until 12/30, go to PROMO CODE: CAT50 (Offer excludes DoorDash)

Get your Photo with Santa at the Hillsdale Shopping Center through December 24. Santa Cookie Nights are Mondays & Tuesdays, while Pet Nights are Sundays & Wednesdays through December 12.

Winter Wonderland in downtown! San Mateo lights up Central Park for families to enjoy Free Activities: Arts & Crafts, Cookie Decorating, Snow, Music and meet Puffball the Polar Bear. December 1, 5-8pm.

Head to Redwood City for Hometown Holidays on December 1 where guests can enjoy a parade, live entertainment, carnival rides, snow, Santa Claus photos and more.

Children and (parents) are invited to enjoy a delicious and festive breakfast with Santa Claus at Hillsdale’s California Pizza Kitchen on December 1 with a morning of holiday themed entertainment.

The Holiday Train returns to San Mateo in December 2 at 6pm! This festive tradition brings holiday treats, entertainment and characters including Frosty the Snowman, Rudolph and Santa’s elves to nine stations.

Bring your imagination, pruning shears & gloves. By using colorful greens and cuttings from San Mateo Central Park, you will be able to create a one-of-a-kind beautiful wreath. Wreath Workshop on December 2.

The Ninth Annual Chanukah Festival on December 2 in Redwood City features a giant GLOW IN THE DARK MENORAH! Plus, enjoy entertainment, music, latkes and donuts, and an amazing time for the whole family, including BEN KRAMARZ LIVE and a CHANUKAH GELT DROP.

Join the History Museum in Redwood City for Free First Friday on December 7. Explore the museum, enjoy Playing in the Past and a General Tour.

Join the Wreath Making Workshop in Belmont on December 8 and 15. Make a beautiful wreath you can display all season as well as pick up skills you can apply not just for the holidays but all year long!

Catch Shoreline Lake’s eighth annual Winter Chestnut Fest in Mountain View! If you’ve never tried chestnuts roasted al fresco over an open fire, Dec 8-16 is your chance! Chestnut Roasting Schedule (barring inclement weather)

• Saturday & Sunday (Dec. 8-9), 1-3pm
• Thursday & Friday (Dec. 13-14), 12:30-1:30pm
• Saturday & Sunday (Dec. 15-16), 1-3pm

Ever wondered what it’s feels like to hammer sheet metal? In this 4-hour Hammering and Stamping Jewelry Workshop with instructor Tess Young, students will have a hands-on experience hammering brass, copper and silver into different forms and textures. San Mateo on December 8.

Join Draeger’s San Mateo for an incredible opportunity to sample 35+ of the finest wines from the region of Champagne, France during their Grand Champagne Tasting on December 8, 1pm-4pm.

Bring your imagination to the Gingerbread House Decorating Party at Hillsdale Shopping Center on December 8 with pre-baked, assembled, ready-to-decorate house and all the sweet trimmings.

On December 8-9 more than 500 dancers will converge for the Holiday Festival of Dance.” This annual event is co-sponsored by the San Mateo Parks & Recreation Dept. and the San Mateo Dance Association.

You’re invited to Tea with Clara, the Sugar Plum Fairy and all of their friends from the Land of Sweets during The Sugar Plum Tea Party at Peninsula Ballet Theatre on December 9 and December 15.

Invite a friend to afternoon tea in Woodside at Filoli Gardens.  Holiday Tea is served 1pm Dec 9 and 16.
Taste the special Filoli Holiday Blend or a selection of others while you are filled with the holiday spirit! A traditional tiered tray served at each table with scrumptious finger sandwiches, freshly made scones, and holiday treats served alongside Filoli Fruit Butter and traditional clotted cream.

Head to the Burlingame Main Library on December 13 for a Winter Concert and Cider and take in The Alegre Sisters, a harmonizing, ukulele-strumming sister band. Bring a donation of non-perishable food and/or a new toy.

Up your bike skills game during the Bike Skills 101 – Fundamental Bike Handling Skills on December 15 in Redwood City.

Christmas shop Italian-style at Palo Alto’s Bay Area’s Natale Italian Christmas Market on December 16!

Take in Winter Solstice at Filoli Gardens in Woodside – December 20. Honor the allure the shortest day of the year with a ceremonial lighting ceremony as mystical musical entertainment set the stage for this magical evening. The night begins with a glass of sparkling wine and light hors-d’oeuvres included with the ticket.

Enjoy a Winter Solstice Bike Ride in Los Altos on Dec 21st. The ride will be approx 8 miles total as you make your way to “Christmas Tree Lane” in Palo Alto to enjoy the lights.

Take in The Nutcracker in Redwood City from December 22 – 29. Featuring beautiful choreography and Tchaikovsky’s unforgettable score, The Nutcracker by Peninsula Ballet tells the story of a girl’s magical dream.  Looking for a fun version? Try this holiday mashup — Hip Hop Nutcracker December 21–29, 7pm at Fox Theatre.

Celebrate the last night of the year with the entire family and raise a toast at the San Mateo Marriott Hotel with during the 17th annual New Year’s Eve Party on December 31.

Spend New Year’s Eve at the Fox Theatre in Redwood City for a Prince Tribute. December 31.

Invite friends for some cool escapades with pals. Make it a festive night out and dress in your favorite ugly sweaters or Santa attire! The San Mateo on Ice Holiday Rink in Central Park offers the quintessential winter activity in the heart of beautiful downtown San Mateo. Open daily until January 13th, 2019, you’ll want to visit this magical winter wonderland.

Start those resolutions early. If you’re new to Pilates and have never taken a Pilates equipment class before or you want a refresher class on what Pilates is all about. Catch Pilates Classes Tuesday at 6 pm or Saturday at 10:30AM in San Mateo.


Conveniently located between San Francisco and Palo Alto in San Mateo, Bay Meadows offers new homes for sale and for rent within walking distance of Caltrain. Ease of transportation is only one reason you’ll fall in love with Bay Meadows. Smartly-designed, high-quality new homes sit among 18 acres of open space, which includes parks, a community garden, public art, ball fields, bocce and basketball courts and a new playground. All this just a walk from Whole Foods, Blue Bottle Coffee, Fieldwork Brewing Co., LIFT Fitness, Tin Pot Creamery, Hillsdale Shopping Center and more. Learn more about what Midurban life offers by following our Facebook page.