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Pleasant Hill’s Art, Wine & Music Festival 2026 (May 16-17)

Saturday, May 16, 2026 - 11:00 am to 6:00 pm | Cost: FREE*
*Free admission; food/drinks for purchase

Downtown Pleasant Hill | 40 Crescent Dr., Pleasant Hill, CA

Event Details

Pleasant Hill’s Art, Wine & Music Festival 2026 (May 16-17)

 A memorable weekend filled with fantastic art, exquisite wines, and soulful music, right in the heart of Pleasant Hill.

One of Pleasant Hill’s most anticipated events is back!
🎶 Live music – Two Stages with Live Bands, One Community Stage with Cultural & Performance groups.
🎨 Talented local artists displaying their crafts for sale
🍴 Amazing food for purchase
🍷 Fantastic wine & beer from local craft breweries and small wineries.

22nd Annual Art, Wine & Music Festival
Saturday & Sunday, May 16 & 17th, 2026 | 11 am AM to 6 PM
– Special Saturday Evening Concert at 6:30 PM
Downtown Pleasant Hill
FREE

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*
*Free admission; food/drinks for purchase
Categories: **Annual Event**, *Top Pick*, Early Bird / Presale, Eating & Drinking, Fairs & Festivals, In Person, Kids & Families, Outdoors
Address: 40 Crescent Dr., Pleasant Hill, CA

Saturday, May 16, 2026

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.
9:30 am   De Youngsters Day Out: Free Museum Day for Families (2026)  FREE
10:00 am   Boogie Music Fest 2026 (Downtown Campbell)  FREE*
*Free admission
10:00 am   SF’s “Secondhand Saturday” 2025 w/ Sunset Mercantile (Every Third Saturday)  FREE*
*Free Admission
All Day   Free PresidiGo Shuttle | Downtown to Presidio  FREE
11:00 am   “Science@Cal”: Renowned Scientist Lecture | UC Berkeley  FREE
11:00 am   “Off the Grid” Waterfront Fest + Free Ferry Rides (Treasure Island)  FREE*
*Free admission + Free Ferry with RSVP
11:00 am   Southeast Asian New Year Celebration: Songkran Festival 2026 (SF)  FREE
2:00 pm   Retro Future Review: Free Indie & Synth Pop Mini Festival in GG Park  FREE
7:00 pm   “Crazy Funny Asians” Free Comedy Showcase (SF)  FREE*
*Free tickets, but RSVP Required. Donations ($5-$10) greatly appreciated. Otherwise, $25 door tickets also available
7:00 pm   “HellaSecret” Speakeasy Comedy Show & Cocktail Night (Oakland)  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   “Golden Gate Comedy Night” SF’s Most Intimate Comedy Club  FREE*
*Free with RSVP. 21+
8:00 pm   “Puff Puff Laugh” SF’s Cannabis Lounge Comedy Show (Moe Greens)  FREE*
*Free with RSVP (21+ with Valid ID) - One item minimum purchase per person required, but pre-rolls start at just $7
8:00 pm   $5 Off: “The Confessional” SF’s Wild “Sins & Secrets” Improv Comedy Show  $11.94*
*$5 off with secret code FUNCHEAP (normally $17.12) No added ticketing fees. No Drink Minimum
9:00 pm   SF Neo-Futurists “The Infinite Wrench” (30 Plays in 60 Minutes, every Fri & Sat)  $18.60*
*$13 + roll of a die at the door, OR $16 online. Group discounts—bring friends!
9:00 pm   Free Tix: HellaSecret “Desi Comedy Night” Live in SF (7p + 9p)  FREE*
*Free with RSVP for first 100 people. $25 at door without RSVP
9:00 pm   $5 Off: “Your Fucked Up Relationship” Live in SF (Every Friday & Saturday)  $16.37*
*$5 off with secret code FUNCHEAP (normally $21.49) No added ticketing fees. No Drink Minimum
10:00 pm   SF’s Late Night Stand-Up Comedy Olympics (SF vs. Oakland)  FREE*
*Free with RSVP
11:59 pm   San Francisco Midnight Mystery Ride (Every Third Saturday)  FREE
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