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

Sunday, May 17, 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

Sunday, May 17, 2026

8:00 am   Bay to Breakers 2026 (Everything You Need to Know)  FREE*
*Free to watch, but you should register and pay the fee to run, but most of the course is hardly policed and you can usually enjoy the course for free, though with the shame of knowing you didn't pay.
10:00 am   43rd Annual Berkeley “Himalayan Fair” (May 16-17)  FREE*
*Donations encouraged at the door
10:00 am   SF’s Free “Sundays at the Beach” Tai Chi Day (Great Highway)  FREE
10:00 am   SFMOMA’s Hat Party for Matisse Exhibit Opening  $30*
*Free for members, teens (13–18), and children (12 and under); $30 for adults, $25 for seniors (65 and older), and $23 for students with valid ID
10:00 am   “Manny’s Neighborhood Trash Cleanup” w/ $1 Beer & Free Yoga Classes, Free Fries (SF)  FREE*
*Sign up on this TogetherSF Mobilize page: https://www.mobilize.us/togethersf/event/444979/
11:00 am   5th Annual East Bay Makers Market & Car Show 2026 (Richmond)  FREE*
*Free Admission 11:00am - 3:00pm
11:00 am   “Lindy in the Park” Swing Dance Party (Golden Gate Park)  FREE*
*Weather permitting (rain cancels)
1:00 pm   Golden Gate Park Sunday Roller Disco Party (SF)  FREE
4:30 pm   Free Reggae in the Park 2026 “Crucial Sundays” (Golden Gate Park)  FREE
5:00 pm   SF’s “Civic Strings” Free Concerts (2025/26)  FREE*
*RSVP - donations are accepted
6:00 pm   “HellaSecret” Speakeasy Comedy Show & Cocktail Night (Oakland)  FREE*
*Free with RSVP
7:00 pm   FREE: “Hayes Valley Comedy Night” Sunday at The Function (SF)  FREE*
*Exclusive free tickets with Eventbrite RSVP. Otherwise $20-25 at door. Please note like most comedy clubs, there is a two drink minimum per person
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