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Winter holiday events in San Jose, CA

Explore Top Wineries with a Wine Trail Pass Deck
Morgan Hill · Wineries of Santa Clara Valley
Explore Top Wineries with a Wine Trail Pass Deck
Morgan Hill · Wineries of Santa Clara Valley
Holiday Wine Tasting, Appetizers & Steve Abrams Jazz Trio @ Roberts Ranch
Sat, Dec 13, 1:00 PM
Ben Lomond · Roberts Ranch Vineyards
Holiday Wine Tasting, Appetizers & Steve Abrams Jazz Trio @ Roberts Ranch
Sat, Dec 13, 1:00 PM
Ben Lomond · Roberts Ranch Vineyards
Just added
Christmas Line Dancing lesson . Food, drinks and holiday vibes
Tue, Dec 23, 7:30 PM
Redwood City · Alhambra Irish House
Just added
Christmas Line Dancing lesson . Food, drinks and holiday vibes
Tue, Dec 23, 7:30 PM
Redwood City · Alhambra Irish House
Euro Christmas Gala. Dinner, Live music and Dancing
Sat, Dec 20, 7:00 PM
Redwood City · Alhambra Irish House
Euro Christmas Gala. Dinner, Live music and Dancing
Sat, Dec 20, 7:00 PM
Redwood City · Alhambra Irish House
Sales end soon
Woodland Wreaths, Lunch and Wine at Roberts Ranch Vineyards
Saturday at 11:30 AM
Ben Lomond · Roberts Ranch Vineyards
Sales end soon
Woodland Wreaths, Lunch and Wine at Roberts Ranch Vineyards
Saturday at 11:30 AM
Ben Lomond · Roberts Ranch Vineyards
Holiday Themed Charcuterie Workshop
Thu, Dec 4, 6:00 PM
Livermore · Dante Robere Vineyards
Holiday Themed Charcuterie Workshop
Thu, Dec 4, 6:00 PM
Livermore · Dante Robere Vineyards
BraveMaker Holiday FILM Mixer @ Alhambra House Redwood City
Wed, Dec 17, 6:30 PM
Redwood City · Alhambra Irish House
BraveMaker Holiday FILM Mixer @ Alhambra House Redwood City
Wed, Dec 17, 6:30 PM
Redwood City · Alhambra Irish House
New Year’s Eve 1920s-Inspired Eve Gala. Live music, dinner, dancing .
Wed, Dec 31, 6:00 PM
Redwood City · Alhambra Irish House
New Year’s Eve 1920s-Inspired Eve Gala. Live music, dinner, dancing .
Wed, Dec 31, 6:00 PM
Redwood City · Alhambra Irish House
SE ARMO LA NAVIDAD -RWC
Sun, Dec 14, 6:30 PM
Redwood City · The Sandwich Spot
SE ARMO LA NAVIDAD -RWC
Sun, Dec 14, 6:30 PM
Redwood City · The Sandwich Spot
Going fast
Thanksgiving Wine, Appetizers & Crushpad Concert with gable and Doug Klink
Saturday at 3:00 PM
Ben Lomond · Roberts Ranch Vineyards
Going fast
Thanksgiving Wine, Appetizers & Crushpad Concert with gable and Doug Klink
Saturday at 3:00 PM
Ben Lomond · Roberts Ranch Vineyards
Almost full
ENOTECA100 :: Festa delle Feste
Sat, Dec 6, 12:00 PM
Redwood City · Donato Enoteca
Almost full
ENOTECA100 :: Festa delle Feste
Sat, Dec 6, 12:00 PM
Redwood City · Donato Enoteca
Krampus Night Market
Fri, Dec 5, 5:00 PM
Brookdale · Brookdale Lodge
Krampus Night Market
Fri, Dec 5, 5:00 PM
Brookdale · Brookdale Lodge
Fangtastic Howl-O-Ween Bash 2026
Sat, Oct 24, 6:00 PM
Morgan Hill · Morgan's Cove
Fangtastic Howl-O-Ween Bash 2026
Sat, Oct 24, 6:00 PM
Morgan Hill · Morgan's Cove
ELVIN BISHOP'S Big Fun Trio - An Intimate Holiday Show
Sun, Dec 21, 7:00 PM
Redwood City · Club Fox
ELVIN BISHOP'S Big Fun Trio - An Intimate Holiday Show
Sun, Dec 21, 7:00 PM
Redwood City · Club Fox
Gingerbread House Kits
Sun, Dec 14, 7:00 AM
Woodside · The Village Bakery
Gingerbread House Kits
Sun, Dec 14, 7:00 AM
Woodside · The Village Bakery
Ripatti Rose Band - Acoustic Holiday "Single Release" Party!
Sat, Dec 20, 7:00 PM
Brookdale · Brookdale Lodge
Ripatti Rose Band - Acoustic Holiday "Single Release" Party!
Sat, Dec 20, 7:00 PM
Brookdale · Brookdale Lodge
ELFWORLDSTUDIOS x Its All Fun & Games Winter Wonderland Art Experience
Fri, Dec 19, 2:00 PM + 1 more
Redwood City · 202 Walnut St
ELFWORLDSTUDIOS x Its All Fun & Games Winter Wonderland Art Experience
Fri, Dec 19, 2:00 PM + 1 more
Redwood City · 202 Walnut St
The Village Pub's Gingerbread House Workshop
Sat, Dec 6, 11:00 AM
Woodside · The Village Pub
The Village Pub's Gingerbread House Workshop
Sat, Dec 6, 11:00 AM
Woodside · The Village Pub
Bottle Design Workshop
Sun, Dec 14, 1:00 PM
Pleasanton · 148 Spring St
Bottle Design Workshop
Sun, Dec 14, 1:00 PM
Pleasanton · 148 Spring St
Christmas Bird Houses
Wed, Dec 10, 6:30 PM
Pleasanton · Saltwater
Christmas Bird Houses
Wed, Dec 10, 6:30 PM
Pleasanton · Saltwater

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