Sunnyvale Holiday Tree Lighting Celebration
2025-12-07 17:00 - 20:00 (America/Los_Angeles) | Historic Murphy Avenue, 111 W Evelyn Ave, Sunnyvale, CA, 94086, United States
Celebrate the start of the holiday season on Historic Murphy Avenue with the annual Holiday Tree Lighting Celebration. Enjoy festive music, local entertainment, and the magical moment when the tree lights up the evening. Bring family and friends to soak in the holiday cheer, treats, and community spirit.
For more information, click here.

Willow Glen Holiday Trolley Rides
2025-12-07 17:00 - 22:00, 2025-12-08 17:00 - 22:00, 2025-12-09 17:00 - 22:00, 2025-12-10 17:00 - 22:00, 2025-12-11 17:00 - 22:00, 2025-12-12 17:00 - 22:00 | Bank of America, 1245 Lincoln Avenue, Willow Glen, San Jose, CA, 95125
Hop aboard a festive trolley ride through the twinkling, light‑covered streets of Willow Glen this holiday season. Each 30‑minute tour shows off decorated homes, cozy storefronts, and that warm‑town charm only Willow Glen can deliver. Seats fill fast — adults $40, kids 2–12 at $20, under‑2 ride free (on a lap). Dress warm, bring a lid for your drink (only lidded drinks on board), and settle in for a holiday spin with family or friends.
For more information and tickets, click here.

Downtown Ice San Jose
2025-12-07 17:00 - 22:30, 2025-12-08 17:00 - 22:30, 2025-12-09 17:00 - 22:30, 2025-12-10 17:00 - 22:30, 2025-12-11 17:00 - 22:30, 2025-12-12 17:00 - 22:30 | Circle of Palms Plaza, 120 S Market Street, San Jose, 95113
Whether you lace up your skates or just soak in the winter vibes, Downtown Ice brings holiday fun to the heart of San Jose. Glide under the lights, warm up with seasonal drinks and treats, or hang with friends and enjoy the chill, festive atmosphere. Perfect for date nights, family outings, or a solo spin to get into winter mode.
For more information and session times, click here.

Filoli Holiday Lights
2025-12-08 16:00 - 21:00, 2025-12-09 16:00 - 21:00, 2025-12-10 16:00 - 21:00, 2025-12-11 16:00 - 21:00, 2025-12-12 16:00 - 21:00 | Filoli, 86 Cañada Road, Woodside, CA, 94062
Step into a winter wonderland at Filoli, where 16 acres of gardens turn into a glowing nightscape for the holidays. Visitors stroll beneath illuminated trees, wander through a magical tunnel of lights, and enjoy fireplaces, seasonal drinks, and holiday treats beneath shimmering displays. Inside, the historic house is decked out in festive décor — making it a dreamy mix of old‑school charm and seasonal sparkle.
For more information, click here.

Après Village Palo Alto
2025-12-08 16:30 - 21:30, 2025-12-09 16:30 - 21:30, 2025-12-10 16:30 - 21:30, 2025-12-11 16:30 - 21:30, 2025-12-12 16:30 - 21:30 | Four Seasons Hotel Silicon Valley at East Palo Alto, 2050 University Avenue, East Palo Alto, CA, 94303
Celebrate the season in cozy, alpine style at Après Village Palo Alto, hosted by the Four Seasons Silicon Valley. This pop-up winter lounge features warm drinks, festive bites, outdoor fire pits, and twinkling lights—perfect for hanging out with family or friends. It’s a chic and relaxed way to soak up holiday vibes without leaving town.
For more information, click here.

Holiday Market in Downtown Los Altos
2025-12-11 16:00 - 20:00 | State Street Market, 170 State Street, Los Altos, CA, 94022
Get into the holiday spirit at the Holiday Market in downtown Los Altos. Enjoy a cozy lineup of local makers, festive treats, live music, and holiday cheer filling the streets. It’s a great spot to grab unique gifts, enjoy the lights, or just soak in the seasonal vibe with friends and family.
For more information, click here.

Smuin's The Christmas Ballet
2025-12-11 19:30 - 21:30, 2025-12-12 19:30 - 21:30 | Mountain View Center for the Performing Arts, 500 Castro St, Mountain View, CA, 94041
Enjoy a holiday performance that’s festive, elegant, and full of joy without being the traditional Nutcracker. The Christmas Ballet blends classical ballet with jazz, tap, and contemporary movements, offering both tradition and playful modern energy. It’s perfect for families, friends, or anyone looking for a cheerful Bay Area holiday show.
For more information and tickets, click here.

Los Gatos Holiday Market
2025-12-13 10:00 - 17:00 | Civic Center Lawn, 110 E. Main St, Los Gatos, CA, 95030
Get into the holiday groove at the “European-style” Holiday Market in downtown Los Gatos. You'll find local and regional artists, live entertainment, a Candy Cane Lane for the kids, free popcorn, and the tree-lined Civic Center lawn setting, giving major cozy winter vibes. All proceeds benefit youth programs and the Live Oak Senior Nutrition Center—so you’re doing good while having fun.
For more information, click here

Menagerie Holiday Oddities & Curiosities Market
2025-12-13 10:00 - 20:00 | CA
Get spooky-festive this holiday season at the Winchester Mystery House’s “Holidays at the Mansion” celebration. Each Saturday, you can check out the quirky Menagerie Yuletide Oddities & Curiosities Market — think dark-art gifts, curios, antiques, and unique goodies that make weird and wonderful presents. Then wander through the mansion’s holiday-decorated rooms in the Holiday Open House from 6:00 PM – 8:00 PM, complete with hot cocoa and festive vibes.
On top of that, you’ll find special ticketed events like holiday concerts, stained-glass workshops, a Christmas Tea Party in the historic dining room, and even a Paint & Sip night — a cozy, off-beat way to celebrate the season.
For more information, click here.

German Holiday Market 2025
2025-12-13 11:00 - 21:00 | Mountain View City Hall Plaza, 500 Castro Street, Mountain View, CA, 94041
Step into a cozy European winter village at the German Holiday Market hosted by the German International School of Silicon Valley (GISSV). This festive event features handcrafted gifts, German treats like stollen and lebkuchen, savory sausages, and warm mugs of Glühwein. You’ll also find live music, arts and crafts, and activities for the whole family. All proceeds benefit GISSV and its bilingual education programs.
For more information, click here.

The San Jose Nutcracker
2025-12-13 14:00 - 21:00 | California Theatre, 345 South First Street, San Jose, CA, 95113
Treat yourself (or your inner child) to “The San Jose Nutcracker,” a festive ballet blending Tchaikovsky’s classic score with a local twist set around 1905 San Jose. Expect swirling snowflakes, dancing flowers, and that magical holiday‑show feeling that’s perfect for families or anyone craving some seasonal magic. Performances include afternoon and evening shows across multiple dates, giving you flexibility to pick a time that works best.
For more information and tickets, click here.
