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Healdsburg
October 3, 2026

“October in Paradise,”

the 10th annual dinner, dance and auction sponsored by the

New Year Happenings, January 1-8, 2026

Girl and Tree
Ease into the new year with the “NOT King Cole” trio, playing without a drummer and featuring tunes from the golden age of jazz. At the Spirit Bar, 6-9pm Saturdays.

Healdsburg Happenings, Dec. 14

Double BillTwo musical acts share the Second Story stage on Thursday, Dec. 14. German singer Hayfitz opens for Sarah Walk, a Minneapolis performer and pianist. No cover; doors open at 6pm, music starts at 7pm. Upstairs at Little Saint, 25 North St. SoloRioAmericana “rock stone...

Healdsburg Happenings

California Roots The Coffis Brothers bring their NorCal roots rock to Elephant in the Room on Friday night, May 5, from 8-11.  Like most Elephant events, it’s $10. 177a Healdsburg Ave., elephantintheroompub.com. Emergency Expo Stop, drop and roll into the Healdsburg Fire and Emergency Preparedness Expo on Saturday,...

Healdsburg Happenings, November 13-22

Composer, singer and pianist Claudia Villela
Experience the magic of Claudia Villela’s voice, piano and compositions with Vitor Gonçalves on accordion and piano in this evening of original songs in the Brazilian mode. Paul McCandless guests. (Rescheduled from an earlier  date.)  Saturday Nov. 15 at 7pm, tickets $25-$85, under 18 free. 222 Healdsburg Ave., the222.org.

Revisiting Hopland

Hopland is happening. Downtown tasting rooms welcome walk-ins and boast affordable fees, and are happy to share their wines with anyone they have the capacity to serve. Low Tasting Fees Tasting fees at downtown Hopland tasting rooms range from $5 to $25, with most ranging between $5...

S.F. Mime Troupe at Progressive Fest

The San Francisco Mime Troupe and the S.F. Mime Troupe Band,

A few Wine & Food events

The Healdsburg Literary Guild, Toyon Books and

‘Are you experienced?’ A 5-day sensory feast 

Concert at Rodney Strong
“So what’s the difference between ours and every one of the other ones? What keeps coming up is that it’s not an event where just people are drinking and shoving food into their mouths because it’s great. We have a real connection to the land that they don’t have. Healdsburg has this agricultural history that’s real and palpable, and you can feel it when you’re here.”

Healdsburg Happenings, May 15-May 22

Grand Tasting at the Vintage Plaza, Healdsburg
The Grand Tasting, most popular event of the Healdsburg Food & Wine Experience, is held on Saturday from 12:30 to 4:30pm, as 100 vendors of food, wine and lifestyle share their wares under the big canopy erected over the West Plaza parking lot. The location is transformed into a showcase of what Healdsburg does best: eat, drink and be merry!
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