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Healdsburg
October 25, 2026

Things to do in Healdsburg, Oct. 15-22

Bluegrass jam on Friday from Electric Tumbleweed ($15), reggae on Saturday with Sol Horizon ($20) at the Elephant in the Room. Plus more events coming up this week...

Crushing it once again for the B&G Clubs

Winetasting at Healdsburg Crush!
In winemaking, “crush” is not only an act essential to the art and industry of viticulture, but a term for the seasonal turn from growing to winemaking, of harvesting the grapes and releasing their juice and pulp so fermentation can begin. In Healdsburg, it's a seasonal winetasting celebration, held this year on Oct. 11.

How Peptoc won the internet

One of the most viral web phenomeon of late was Peptoc—a phone line that anyone can call and get a “pep talk” from Westside School students. It’s a public arts project, created by Jessica Martin and Asherah Weiss when their teaching careers overlapped at the small public school just outside Healdsburg.

Cyrus Chestnut in concert from Healdsburg Jazz

Expect plenty of seasoned authenticity when Cyrus Chestnut and a local rhythm section, Jaimeo Brown on drums and Marcus Shelby on bass, hit the Paul Mahder Gallery stage in Healdsburg on Sunday, Oct. 11, at 7pm.

Things to do in Healdsburg, Oct. 8-15

Healdsburg has certainly become a live music town; one can tune in almost any day of the week. Saturday afternoon check out Spicy Vines, a tasting room and living room-style venue for folk, jazz and other artists, usually with no cover...

Open up to Healdsburg Design

Starting concurrently with this week’s Art Nite on Thursday is the return of the four-day Design Healdsburg, produced by Design Bay Area. It’s in a class with similar North Bay Design weekends in San Francisco and Marin, and once again Healdsburg claims a strong...

Things to do in Healdsburg, October 1-8

Healdsburg Indivisible brings the award-winning documentary and political thriller Dark Money to town, which “uncovers the shocking and vital truth of how American elections are bought and sold” on Oct. 8.

The secret screenwriter in our midst

Last week we visited screenwriter Michael Tolkin at his Healdsburg home and, joined by his daughter and caregiver Emma, sat down with a cup of tea and talked movies with him for almost an hour. Soon we were talking about what may be his most successful movie, The Player, in which Tim Robbins is stalked by a failed screenwriter. (Spoiler alert: Robbins ...

Things to do in Healdsburg, Sept. 24-30

Friday is opening night of the annual Healdsburg International Short Film Festival, which runs through the weekend. Most screening blocks are $20, students $10, full-festival passes $100. It takes place at the Raven Theater, 115 North St.

Little films, big world

So many movies, so little time The fifth iteration of the unpronounceable HISFF, or Healdsburg International Short Film Festival, returns to Healdsburg the weekend of Sept. 25-27. As before, the centerpiece of the festival is the films themselves, 57 short films from 17 different countries...
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Arts & Entertainment

Multicultural Center takes shape at Abel de Luna

Bursts of color explode from every corner and every angle of the newly repainted Abel de Luna Community Center on the north side of town. Fuchsia, sunflower, marigold, plum and chrysanthemum abut and juxtapose with one another on the many outside walls and columns, as two muralists work on their own visions of Healdsburg.