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57 Events Found

Refine by label:Drinks & tastings ✕Free 11 Paid 41 Cost not posted 5 Indoor 16 Outdoor 42 Family friendly 16 Pet friendly 6 Accessible 2 21+ 29 Live music 29 Live acts 6 Food vendors 25 Local makers 13 Parking available 13 Transit friendly 7 Halloween 16 Christmas / Winter holidays 9

Oktoberfest at Six Flags Discovery Kingdom

Oktoberfest at Six Flags Discovery Kingdom

Six Flags Discovery Kingdom, North Bay

Saturdays & Sundays, Sep 12-Nov 1, 2026; hours TBD

Marin Oktoberfest at Marin Country Mart

Marin Oktoberfest at Marin Country Mart

The Big Tent, Marin Country Mart, North Bay

Sundays Sep 27 and Oct 4, 11 AM-5 PM

Larson Family Winery Pumpkin Patch

Larson Family Winery Pumpkin Patch

Larson Family Winery, North Bay

Daily, Oct 1–31, 2026; hours TBD

Friendly Friday – End of the Season Soiree

Friendly Friday – End of the Season Soiree

J. Lohr San Jose Wine Center, South Bay

Clayton Oktoberfest

Clayton Oktoberfest

Main Street, downtown Clayton, East Bay/Tri-Valley

Fri Oct 2, 5-10pm (carnival only); Sat Oct 3, 11am-8pm; Sun Oct 4, 11am-6pm

Palm Tree Music Festival Napa

Palm Tree Music Festival Napa

The Meritage Resort and Spa, North Bay

Oct 2, 2026 – Oct 3, 2026

Swank Farms Fall Experience

Swank Farms Fall Experience

Swank Farms, South County

Daily Oct 2-31, times TBD; Trail of Lights & Terror in the Corn Fri-Sun in October from sundown to 10pm; season closes Oct 31 at 10pm; HopTober Fest beer stroll Oct 3, 1-4pm

Oaktoberfest in the Dimond

Oaktoberfest in the Dimond

Dimond District (Fruitvale Ave & MacArthur Blvd), East Bay/Tri-Valley

Sat Oct 3, 11:00 AM to 7:00 PM; Sun Oct 4, 10:00 AM to 5:00 PM

Gourmet Grazing on the Green

Gourmet Grazing on the Green

Aptos Village County Park, Santa Cruz

10th Anniversary Little Italy San Jose Italian Festival

10th Anniversary Little Italy San Jose Italian Festival

Little Italy San Jose Business District, South Bay

Sun Oct 4, 2026, 11 AM–7 PM

Jazz Festival in the Vineyards

Jazz Festival in the Vineyards

Wente Family Vineyards, East Bay/Tri-Valley

Witches Night Out

Witches Night Out

Downtown Livermore, East Bay/Tri-Valley

Oktoberfest at Poor House Bistro

Oktoberfest at Poor House Bistro

Poor House Bistro (Little Italy San Jose), South Bay

Zombie Brew Crawl

Zombie Brew Crawl

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

San Carlos Art & Wine Faire

San Carlos Art & Wine Faire

Laurel Street and San Carlos Avenue, downtown, Peninsula

Sat-Sun Oct 10-11, 10 AM-6 PM both days, on Laurel Street and San Carlos Avenue

Sonoma County Harvest Fair: Red, White & Sparkle!

Sonoma County Harvest Fair: Red, White & Sparkle!

Grace Pavilion, Sonoma County Fairgrounds, North Bay

Shone Farm Fall Festival

Shone Farm Fall Festival

SRJC Shone Farm, North Bay

Sat Oct 10, 10 AM-3 PM

Autumn Lights Festival

Autumn Lights Festival

The Gardens at Lake Merritt, East Bay/Tri-Valley

Oct 15, 2026 – Oct 17, 2026

Taste: The Livermore Valley Wine Experience

Taste: The Livermore Valley Wine Experience

Livermore Valley Wine Country (various wineries), East Bay/Tri-Valley

Oct 15, 2026 – Oct 18, 2026

Campbell Oktoberfest

Campbell Oktoberfest

Downtown Campbell, South Bay

Oct 17, 2026 – Oct 18, 2026

Hops & Vines Stroll

Hops & Vines Stroll

Downtown San Rafael (ticket booth at City Plaza), North Bay

Sat Oct 17, 2-6 PM (last ticket sales 5:30 PM)

20th Annual Soroptimist Lobster Fest

20th Annual Soroptimist Lobster Fest

First Presbyterian Church of Napa, North Bay

Witching Wine Walk

Witching Wine Walk

First Street, Downtown Benicia, North Bay

Sat Oct 17, 1-5 PM on First Street

Santa Cruz Mountains Wine Passport Celebration Day

Santa Cruz Mountains Wine Passport Celebration Day

Participating Santa Cruz Mountains wineries, Santa Cruz

Sat Oct 17, from noon; hours vary by winery (some require reservations)

Downtown Gilroy Beer Crawl

Downtown Gilroy Beer Crawl

Downtown Gilroy (Monterey Road), South County

Pumpkins on Pikes at Tara Firma Farms

Pumpkins on Pikes at Tara Firma Farms

Tara Firma Farms, North Bay

Sat Oct 17, Sat Oct 24 and Sun Oct 25, 2-9pm

St. Helena Hometown Harvest Festival

St. Helena Hometown Harvest Festival

Library Lane & Adams Street, North Bay

Sat Oct 17, 2026, 11 AM-3 PM

Taste of Hayward

Taste of Hayward

Downtown Hayward, East Bay/Tri-Valley

Witches & Warlocks Wine Stroll

Witches & Warlocks Wine Stroll

Downtown Los Altos (check-in at Veterans Community Plaza), Peninsula

Fri Oct 23, 6-9 PM (check-in from 5 PM at Veterans Community Plaza or 333 First St)

Trick or Drink: San Jose Halloween Bar Crawl

Trick or Drink: San Jose Halloween Bar Crawl

The Brit (check-in), South Bay

Oct 24, 2026 – Oct 31, 2026

Halloween Zom-Brew Crawl

Halloween Zom-Brew Crawl

Check-in at Museum on Main, East Bay/Tri-Valley

Wineries of Santa Clara Valley Fall Passport

Wineries of Santa Clara Valley Fall Passport

Participating wineries (Cinnabar, CordeValle, Lion Ranch, Sarah's Vineyard, Satori Cellars, Verde Vineyards and others), South County

Sat-Sun Oct 24-25; hours vary by winery

Hallowine Walk: Trick, Treat & Taste in Yountville

Hallowine Walk: Trick, Treat & Taste in Yountville

Downtown Yountville (Washington Street), North Bay

Sat Oct 24, noon-4 PM on Washington Street

Cider Circus!

Cider Circus!

Steamer Landing Park, North Bay

Brewski Fest

Brewski Fest

Downtown Dixon / Pardi Plaza, North Bay

Sat Oct 24, 4-8 PM (registration closes 7:30 PM)

Crawloween: San Francisco Halloween Pub Crawl

Crawloween: San Francisco Halloween Pub Crawl

Check-in at Mayes Oyster House (1233 Polk St) and Rick & Roxy's (2131 Lombard St), San Francisco

Sat Oct 24, 4-10 PM; Fri Oct 30, 6-11 PM; Sat Oct 31, 2-10 PM; Sun Nov 1, 2-10 PM

Nightmare on Front Street

Nightmare on Front Street

Front Street Entertainment Zone, San Francisco

Late Night Editions: Halloween Eve

Late Night Editions: Halloween Eve

de Young Museum, San Francisco

Boo Bash (21+)

CreekWalk Plaza at Andrews Park, North Bay

Fri Oct 30, 5-10 PM

Whiskey Week/Walk 2026

Whiskey Week/Walk 2026

The Grange Hall and downtown Morgan Hill, South County

Sat Nov 7, 3:00 PM to 8:00 PM

Wine & Food Affair

Wine & Food Affair

Participating Northern Sonoma County wineries, North Bay

Sat-Sun Nov 7-8, 11 AM-4 PM, at participating wineries

Santa Cruz Sea Glass & Ocean Art Festival

Santa Cruz Sea Glass & Ocean Art Festival

The Grove event center, Santa Cruz Beach Boardwalk, Santa Cruz

Sat-Sun Nov 7-8, 2026, 10 AM-5 PM

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

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.

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

Spirit & Sweater Stroll (Onesie Edition)

Spirit & Sweater Stroll (Onesie Edition)

Downtown Pleasanton, East Bay/Tri-Valley

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)

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

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Venues

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

See all 67 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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