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16 Events Found

Refine by label:Drinks & tastings ✕Free 3 Paid 11 Cost not posted 2 Indoor 8 Outdoor 8 Family friendly 4 Accessible 1 21+ 9 Live music 4 Live acts 3 Food vendors 4 Local makers 5 Parking available 1 Transit friendly 1 Christmas / Winter holidays 10

Downtown Santa Cruz Fall Wine Walk

Downtown Santa Cruz Fall Wine Walk

Sun Nov 15, 2026, 2 PM to 5 PM; check-in at Oswald Restaurant, 121 Soquel Ave, 1:30 to 3:30 PM

Pink Friday FEST Holiday Kickoff

Main Street Plaza and downtown Martinez, East Bay/Tri-Valley

The Great Dickens Christmas Fair

Cow Palace, Peninsula

Weekends plus the Friday after Thanksgiving, 10am to 6pm, Nov 21 to Dec 20

Holiday Bubbly Walk

Holiday Bubbly Walk

Downtown Willow Glen (Lincoln Ave), South Bay

Sat Dec 5, 2026, 2 PM to 5 PM

Lights of Livermore

Lights of Livermore

Concannon Vineyard, East Bay/Tri-Valley

Dec 5-23, 2026; tours 5:30-7:45 PM and 7:00-9:15 PM

Watsonville Holiday Factory Sale

Watsonville Holiday Factory Sale

El Pájaro CDC Kitchen Incubator and participating locations, Santa Cruz

Sat, Dec 5, 2026, 9 AM to 4 PM

Hallcrest Vineyards Holiday Market

Hallcrest Vineyards Holiday Market

Hallcrest Vineyards, Santa Cruz

Sun Dec 6, 2026

The Naughty List Holiday Pub Crawl

The Naughty List Holiday Pub Crawl

Downtown Santa Cruz bars (check-in: Downtown Info Kiosk), Santa Cruz

Fri Dec 11, 2026, 6-9 PM; check-in at the Downtown Info Kiosk

Santa Beer Crawl

Santa Beer Crawl

Main Street Plaza (check-in), East Bay/Tri-Valley

SantaCon SF Pub Crawl

SantaCon SF Pub Crawl

Check-in at Soundtrack SF, San Francisco

Sat Dec 12, 2026, 12-8 PM (check-in 12-4 PM)

Spirit & Sweater Stroll (Onesie Edition)

Spirit & Sweater Stroll (Onesie Edition)

Downtown Pleasanton, East Bay/Tri-Valley

Napa Truffle Festival

Napa Truffle Festival

Jan 15–18, 2027; Festival Marketplace Sat–Mon, Jan 16–18, 11 AM–3 PM at Oxbow Public Market; ticketed events times vary

Winter WINEland

Winter WINEland

Sat–Sun, Jan 16–17, 2027; 11 AM–4 PM

Half Moon Bay Wine & Jazz Festival

Half Moon Bay Wine & Jazz Festival

Main Street, Half Moon Bay, Peninsula

Sat May 8, 2027; times TBD

Millbrae Art & Wine Festival

Millbrae Art & Wine Festival

Broadway, Downtown Millbrae, Peninsula

Sat Sep 4 and Sun Sep 5, 2027, 10 AM–5 PM

Calistoga Winter in the Wineries Passport

Calistoga Winter in the Wineries Passport

Participating Calistoga wineries, North Bay

Dec 5, 2026 to Feb 7, 2027; tasting hours vary by winery. Passport presale begins Oct 23, 2026.

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Venues

Places that host concerts and shows all year. Each links to its own calendar.

See all 74 venues →

Center for the Performing Arts

TheaterSan Jose, South Bay

Center for the Performing Arts

See their calendar ↗

Orpheum Theatre

TheaterSan Francisco

Orpheum Theatre

See their calendar ↗

Golden Gate Theatre

TheaterSan Francisco

Golden Gate Theatre

See their calendar ↗

The Warfield

TheaterSan Francisco

The Warfield

See their calendar ↗

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