Goings on in and around Healdsburg this week and next
Seasonal Events
Holiday Craft Market
The Healdsburg Holiday Craft Market has extended its season to the Saturday after Christmas, Dec. 27.
‘Season to Sparkle’
Enjoy the festive options at Healdsburg’s Chamber downtown businesses, including crafts markets, special tasting events, sparkling-wine experiences and more. See them all at stayhealdsburg.com/a-season-to-sparkle.
Museum exhibit
“Our Favorite Toys” features toys and photos of the children who loved them. Museum visitors will delight in seeing barbies, Teddy bears, games, stuffed animals, toy trucks and more, as well as making paper ornaments, taking a ride on a wooden rocking elephant and watching the Christmas train toot through town. Open 11am to 4pm from Wednesday-Sunday. 221 Matheson St., healdsburgmuseum.org.
Santa Collection
Judy and Steve Everett of Healdsburg have been collecting Santa figurines for over 40 years. They are on display until the end of the month at Mazzocco Sonoma during tasting room hours, seven days a week, 11am to 5pm at 1400 Lytton Springs Rd., near the airport.
New Year’s Eve
In a reprise of last year’s concert, the Raven’s 2025 New Year’s Eve show on Wednesday, Dec. 31 brings the SF Comedy Competition back for another program, headlined by Shawn Felipe, winner of the 2025 competition. Openers for the show are two finalists, runner-up CJ Koepp and finalist Dan Aguinaga. A good way to get belly laughs without a hangover, starts at 8pm, be home by midnight. Tickets $40-$75 plus fees. 115 North St., raventheater.org/events/new-years-eve-sf-comedy-competition.
Arts & Music
Country Line Dancing
Social dancers alert: lessons in Country Line Dancing from 7-8pm on Friday Dec. 26, followed by two more hours of dance-appropriate music from Dustin Saylor and the Stowaways. $20 cover, doors open at 6:30pm with food truck from Tacos El Gordo, at Coyote Sonoma, 44-F Mill St., coyotesonoma.com.
Elephant Holiday
The holiday weekend is a reason to keep celebrating at the Elephant in the Room, which has a full weekend schedule lined up. It starts on Friday with DJ Kevin West for a “house music house party” from 8:30-11:30pm. The next night, Saturday Dec. 27, the Derek Irving Combo channels the raw, unfiltered spirit of early rock ’n’ roll ($20 cover) from 8-11pm; Sunday brings the monthly Nick Otis Orchestra appearance ($10 cover) from 6-9pm, all at the Elephant in the Room, 177-A Healdsburg Ave., elephantintheroompub.com.
Tasting Music
Furthermore Wines, which doubles as Cobb Wines during the day, continues to showcase local musicians most weekends, including Friday Dec. 26 with the Trimates (Kendrick Freeman, John Simon and Tom Shader) from 5:30-8:30pm. Saturday night it’s vocalist Stella Heath and her band, showcasing music by Billie Holliday and other jazz singers, with some holiday music thrown in. 328-A Healdsburg Ave., furthermorewines.com.
Spicy Saturday
Everyone’s welcome to end their northward stroll at Spicy Vines Winery, 441 Healdsburg Ave., where folk-rocker S.R. Laws and the Heartsleeves perform Saturday, Dec. 27 from 3-6pm. A small but gracious family- and dog-friendly tasting room with wines by the glass and reasonable bites.
Lobby Jazz
Take a holiday break at the Spirit Bar with live music Saturday night from the Greg Hester Quartet playing be-bop and classic jazz from 6-9pm. Hester’s on the keys, Don Olivet on tenor sax, Pierre Archain on bass and Carlos Almeida on drums. It’s just off the lobby at Hotel Healdsburg at 25 Matheson St.; no cover, DCK menu available. drycreekkitchen.com/spirit-bar/music
Arts Opening Upstairs
Monday Dec. 29 is the opening day of the art exhibit “In the Clouds” with Sonoma County artist Gen Zorich, until Jan. 25. Reception Jan. 3 with the artist, 3:30pm at Upstairs Art Gallery, 306 Center St.
City Closed
The City of Healdsburg will be closed for the holidays, from Dec. 24, 2025 to Jan. 2, 2026.
For additional events, visit healdsburgtribune.com/calendar.
