Home » **Annual Event**, *Top Pick*, Fairs & Festivals, In Person, Kids & Families, Outdoors, Sponsored, Weekend Events Guide - October 13-15, 2023

51st Annual Half Moon Bay Art & Pumpkin Festival (Oct. 14-15)

Saturday, October 14, 2023 - 9:00 am to 5:00 pm | Cost: FREE
Historic Main Street (Half Moon Bay) | 501 Main Street, Half Moon Bay, CA 94019

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51st Annual Half Moon Bay Art & Pumpkin Festival (Oct. 14-15)

The World Pumpkin Capital of Half Moon Bay celebrates its Golden Anniversary 50th Art & Pumpkin Festival, October 14-15, 2023, with a smashing lineup of heavyweight champion pumpkins, four stages of stellar live music, the fantastically-fun Great Pumpkin Parade, and tons more.

Check out massive, mind-boggling, Volkswagen-sized weigh-off champion pumpkins on display, the mesmerizing and remarkably talented “Picasso of pumpkin carvers” sculpting and shaping monster pumpkins into one-of-a-kind masterpieces, boo-tiful harvest-inspired crafts by America’s top artists, the Sunday-only “Made on the Coast” Locals’ Block featuring fine art and live music, fabulously festive food and drink, the richest/creamiest/tastiest pumpkin pie on the planet, four stages of blockbuster entertainment, everyone’s favorite home-spun parade, the Xfinity Take 5 Lounge with giant screen TV, ultra-thrilling bungee jumping and waterballerz, enchanting events and contests for the whole family, selfies and fun with the delightfully rotund, playful and mischievious Pumpkin Festival mascot “Gourdy”, the never-ending search for the Great Pumpkin, and a bumper crop of 3,000+ tons of the beloved orange orb waiting to be picked from one of the many rustic pumpkin patches around town are among the extraordinary, not-to-be forgotten attractions.

  • October 14-15, 2023
  • Hours are 9 am – 5 pm both days
  • On Historic Main Street from Mill to Spruce Streets in downtown Half Moon Bay
  • Festival admission is free
  • See the full schedule of events

Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE
Categories: **Annual Event**, *Top Pick*, Fairs & Festivals, In Person, Kids & Families, Outdoors, Sponsored, Weekend Events Guide - October 13-15, 2023
Venue: Historic Main Street (Half Moon Bay)
Address: 501 Main Street, Half Moon Bay, CA 94019

Saturday, October 14, 2023

9:00 am   Westbrae Pumpkin Patch 2023 in North Berkeley + Fall Bake Sale (Oct. 1-31)  FREE*
*Free to peruse, but pumpkins for purchase
9:30 am   Free “Legion of Honor” Museum Day for Bay Area Residents (Every Saturday)  FREE*
*Free general admission to Bay Area residents. Valid ID or proof of residency required. This offer applies only to the permanent collection galleries. Timed advanced tickets required
9:30 am   Free de Young Museum Day for Bay Area Residents (Every Saturday)  FREE*
*Free general admission to Bay Area residents. Valid ID or proof of residency required. This offer applies only to the permanent collection galleries. Advanced timed tickets required.
10:00 am   Bay Area Maker Faire Returns for 2023 (Oct. 13-15)  $34.99*
*Early bird single day adult tickets are $34.99 (kids are $19.99), but prices go up August 31st.
10:00 am   SF’s “Clean up The City” South Mission Cleanup (w/ Free Food + Drinks for Volunteers)  FREE
10:00 am   SF’s “Clean up The City” Hayes Neighborhood Cleanup (w/ Free Lunch + Coffee for Volunteers)  FREE
11:00 am   SF’s “Clean up The City” Lower Polk Neighborhood Cleanup  FREE
11:00 am   MoAD: Museum of the African Diaspora Free Museum Day (SF)  FREE
12:00 pm   9th Annual “Cold Frisco Nights” Lowrider Cruise (SF)  FREE
12:00 pm   Oakland’s Rockridge Rock-N-Stroll Family Fest 2023 (May – October)  FREE*
*Free
12:00 pm   Fern Alley Music Series  FREE
12:00 pm   “Litquake” Outdoors w/ Bay Area BIPOC & LGBTQ+ Writers (Yerba Buena Gardens)  FREE
12:00 pm   SF’s 2023 “Bearrison” Street Fair w/ DJs, Circus Fun + Wrestling (SoMa)  FREE*
*The fair is free, but donations are always appreciated
1:00 pm   “Union Square in Bloom” 2023 Summer Music Series (July 8 – Oct. 19)  FREE
2:00 pm   SF’s Valencia Street Saturday Block Parties (July 8-Nov 18)  FREE
4:00 pm   SF’s “Clean up The City” West SoMa Cleanup (w/ Free Drink for Volunteers)  FREE
5:00 pm   $8 Flat Rate Parking in SF after 5pm (Chinatown/North Beach)  $8*
*$8 flat rate parking after 5pm (7 days a week). Otherwise parking is $4/hour. Validation gets $5 off parking rates
7:00 pm   SF’s “Black Laughs Matter” North Beach Comedy Pop-Up (2023)  FREE*
*Free with RSVP (normally $15-25)
7:00 pm   SF’s HellaDesi Comedy Night (Every Saturday)  FREE*
*Free with RSVP for first 100 people. $10 advanced tickets or $15 at door without RSVP
7:00 pm   “Crazy Funny Asians” Comedy Showcase (SF)  FREE*
*Free tickets, but RSVP Required. Donations ($5-$10) greatly appreciated. $10 adv / $15 door tickets also required
7:00 pm   FREE: Oakland Comedy Saturday Night @ Secret Speakeasy (7p + 9p Shows)  FREE*
*Limited free tickets with code FUNCHEAP (donations appreciated). Otherwise use code FUNCHEAP5 for $5 off early bird and general admission tickets
7:00 pm   Laugh GPT: SF’s First AI-Powered Stand-up Comedy Show (2023)  FREE*
*Use secret code HUMAN for comp tickets, otherwise, $10 off with secret code FUNCHEAP
8:00 pm   Win Tix: Wilco Live at Greek Theatre (Berkeley)  WIN*
*Enter to win a pair of tickets
9:00 pm   “Comedians with Criminal Records” Live in SF (2023)  FREE*
*Limited free tickets w/ secret code FUNCHEAPGUEST. Otherwise $5 off with secret code FUNCHEAP
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*Get $5 off Tickets - Early Bird tickets $5 adv w/ code FUNCHEAP (otherwise $10-15). Two drink minimum
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