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Best San Diego Fall & Halloween Events with a Creative Twist: Paint & Sip Nights You Can’t Miss


Paint and sip group showing off completed paintings
San Diego Halloween Paint and Sip event at Vin de Syrah

When the air cools (just a little) and pumpkin spice takes over San Diego, locals start searching for the best fall activities, from pumpkin patches to Halloween parties. But if you’re looking for something unique—something that mixes seasonal fun with creativity—our Paint & Sip events are the perfect way to celebrate.

Whether you’re planning a night out with friends, a festive date night, or simply love getting into the holiday spirit, here are our fall-themed events inspired by San Diego’s top attractions.


Pumpkin Patch Paint & Sip – Fall Festival Fun in San Diego


Looking for pumpkin patches in San Diego? Pair your pumpkin-picking adventure with a creative evening at our Pumpkin Patch Paint & Sip. You’ll be guided step-by-step through a festive autumn painting while enjoying drinks and good company.


Perfect add-on to a day trip to local San Diego pumpkin patches like Bates Nut Farm or Carlsbad Strawberry Fields.


The Pumpkin Patch
September 10, 2025, 6:00 – 8:00 PMThe Vibe
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Autumn Nights Paint & Sip – Fall in San Diego


Fall in San Diego means apple picking in Julian, Autumn Festival at the Safari Park, and cozy evenings with friends. If you’re searching things to do in San Diego this fall, our Autumn Nights Paint & Sips are a must.

We’ll capture the golden colors of autumn on canvas—paired with your favorite drink. The perfect creative escape after a day exploring San Diego’s fall festivals.


Swing Into Fall
September 15, 2025, 6:00 – 8:00 PMCinKuni (Italian & Japanese Cuisine)
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Harvest Moon
October 21, 2025, 6:00 – 8:00 PMMiss B's Coconut Club
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Haunted Halloween Paint & Sip – Gaslamp, Normal Heights, University Heights & North Park Edition

Searching for Halloween events in San Diego or planning a night at the Gaslamp Zombie Crawl? Kick off your spooky celebrations with a Haunted Halloween Paint & Sip.

With themed cocktails, eerie art, and a lively vibe, it’s the perfect pre-party before hitting San Diego’s haunted houses, SeaWorld Howl-O-Scream, or the Zombie Crawl in the Gaslamp Quarter.


Peek-a-BOO
October 14, 2025, 6:00 – 8:00 PMCinKuni (Italian & Japanese Cuisine)
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Haunted Forest
October 16, 2025, 6:30 – 8:30 PMPark & Rec
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Pumpkin BOO-quet
October 29, 2025, 6:00 – 8:00 PMThe Haven Pizzeria
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Girl's night Paint and Sip
Haunted Forest Paint and Sip in Gaslamp, San Diego.

Day of the Dead Inspired Paint & Sip – Dia de los Muertos in San Diego


Every year, people search for Día de los Muertos San Diego events, and we’re adding an artistic spin. Our Graveyard Ghouls Paint & Sip features skeleton-inspired artwork you can personalize.


Celebrate life, creativity, and community with us before heading to Old Town’s Día de los Muertos festival.


Graveyard Gouls
October 23, 2025, 6:00 – 8:00 PMVin de Syrah
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Why Choose a Paint & Sip This Fall?

While San Diego is full of Halloween attractions, pumpkin patches, and fall festivals, Paint & Sip nights offer:

  • A creative alternative to haunted houses

  • A social experience that’s fun for couples, friends, or solo guests

  • A seasonal keepsake you take home

  • A chance to enjoy the fall vibe without leaving the city


Reserve Your Spot

San Diego locals are searching for the best Halloween events and fall activities—and we’re here to deliver with creative, seasonal fun. Seats sell out quickly, so grab your tickets now and make this fall unforgettable.

 
 
 

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