Ongoing
Healdsburg Jazz Festival
It’s the 28th year of this signature cultural event in Healdsburg, with a variety of musical events throughout town starting June 12 and continuing until June 21. Selected events listed below, for the full schedule see healdsburgjazz.org.
Thursday, June 11
Windsor Summer Nights
The Town of Windsor continues its summer series of Thursday night community gatherings, including a farmers’ market from 5-8pm, with food vendors and fresh produce, and live music from 6-8pm. This week Wonderbread 5 provides the Pride Night entertainment. See the full schedule at tinyurl.com/3bk882w6.
Little Saint Stage
Minor Gold, an award-winning duo of Canada’s Tracy McNeil and Australia’s Dan Parsons, bring songs from their new album, Way to the Sun, to the Little Saint’s loft Thursday night. No reservation, no tickets, all are welcome; seats are first-come, first-serve. Doors at 6pm, music at 7pm, at Little Saint, 25 North St., littlesainthealdsburg.com.
Friday, June 12
Cloverdale Concert
The annual Cloverdale Friday Night Live concerts continue this week with the Norteño music of Arpeños De Emmanuel Ortega. The street fair begins at 6pm, and music runs from 7-9:30pm. See full summer schedule and more information at cloverdaleartsalliance.org/2026-friday-night-live.
Osage Voices
Elise Paschen, distinguished former director of the Poetry Society of America and poet, will share readings and stories about her famous mother, prima ballerina Maria Tallchief, as well as her travels in Europe and Osage culture. Buffalo-themed appetizers will be available. Cost $20, starts 7pm at The 222, 222 Healdsburg Ave., the222.org.
Opening Night
Former back-up singer Ms. Lisa Fischer takes the 20 steps into the spotlight in this performance with the Orrin Evans Trio at the Raven Theater on Friday night, showcasing her singing that “swells from a quiet murmur to a gale-force roar within the space of a syllable.” Admission $31 to $131 at healdsburgjazz.org or at the Raven Theater, 8pm, 115 North St.
Saturday, June 13
Market Day
The Saturday Farmers’ Market is the place to spend a Saturday morning, shopping and connecting with the agricultural community. Buy fresh local produce, snacks and crafts, and listen to live music. It’s at the Foley Family Community Pavilion, 3 North St., from 8:30am till noon.
Early Juneteenth
The city’s Juneteenth celebration comes early this year, as Healdsburg Jazz once again presents a special free concert in the Plaza for all. Performers include a variety of nearby artists in the jazz vernacular, featuring a tribute to the late Ray Drummond with an all-star quartet. Music from 2-8pm, percussion workshops, arts and crafts, spoken word and food vendors.
Jazz With Spirit
Selected standards and originals with a twist from the Bryan Bowman Trio, with Doug Miller and Randy Vincent. At Hotel Healdsburg’s Spirit Bar, from 6-9pm. No cover. 25 Matheson St.
Sunday, June 14
Freedom Jazz Choir
Another free event from this year’s Jazz Festival finds Tiffany Austin and the volunteer Jazz Choir, along with the local talent of the Healdsburg Jazz Collective. Starts at 1pm, Foley Family Community Pavilion, 3 North St.
French Jazz
As well as Tuesdays in the Plaza, the City of Healdsburg also presents Sundays in the Plaza, a more picnic-oriented afternoon atmosphere from 1-3pm. This weekend Laura & Anton will be on stage, performing French chanson, Golden Era standards and romantic originals. Additional details at healdsburg.gov/899/Sundays-in-the-Plaza.
Piano and Pinot
Furthermore Wines has music most weekends at its 328-A Healdsburg Ave. tasting room, including pianist Neil Fontano this Sunday from 5-7:30pm. The winery also has music at its Sebastopol headquarters, this weekend featuring Dginn (June 13, 5-8pm) and the Bourbon Street Brass Band (June 14, 1-4pm). furthermorewines.com/events
Jazz Headliner
Legendary sax and flute artist Charles Lloyd returns to Healdsburg this Sunday in a quartet format at Bacchus Landing, including Gerald Clayton, Larry Grenadier and Kweku Sumbry. It’s sure to be a memorable show at the capacious outdoor venue, on Westside Road next to the Humane Society.
Monday, June 15
City Council
Second meeting of the month for Healdsburg’s democratically elected City Council. Meetings start at 6pm at Council Chambers, and attendees may rise for public comment, 401 Grove St. Online viewers can watch the meeting at healdsburg.gov/zoom, but on-the-record comments are not allowed.
Tuesday, June 16
Pavilion Market
The Healdsburg Farmers’ Market explores its new location every Tuesday from 9am to 1pm until Sept. 29. With music this week by Maile Swing Band. Shop for local produce, crafts and more at the Foley Family Community Pavilion, 3 North St. healdsburgfarmersmarket.org
Tuesdays in the Plaza
The Healdsburg Jazz Festival presents its annual contribution to Tuesday night entertainment in the Plaza, with Lavay Smith and Her Red-Hot Skillet-Lickers performing swinging jazz dance music. Food trucks open at 5pm, music starts at 6pm, picnicking and dancing encouraged until 8pm. ci.healdsburg.ca.us/335/Tuesdays-in-the-Plaza
Wednesday, June 17
Prince Reimagined
The Jazz Mafia bring their eclectic ensemble interpretation of Prince’s oeuvre to a cocktail concert at Spoonbar with two shows, at 6pm and 8pm. Each $81 ticket includes a cocktail, a glass of wine or a nonalcoholic beverage. At h2hotel, 219 Healdsburg Ave.For additional events, visit healdsburgtribune.com/calendar.
