Things to Do in February 2026 in Healdsburg, California
Wine Country Events, Live Music, Theater & Valentine’s Day Celebrations
🎷 Jazz & Music Events
Healdsburg Jazz Winter Festival – Closing Night
Healdsburg Community Church | 7:00 PM
The second annual Healdsburg Jazz Winter Festival concludes with an unforgettable evening featuring celebrated artists including Joel Ross, Gabrielle Cavassa, Jahari Stampley, and Craig Handy. Intimate concert venues throughout picturesque Healdsburg make this four-day festival (January 29 – February 1) a must-experience event for jazz lovers.
Festival InformationAbby Webster – Live at Little Saint
Little Saint | 25 North Street | 7:00 PM | Free
Enjoy free live music at Little Saint’s intimate upstairs venue. This 100% plant-based restaurant, wine lounge, and events venue hosts talented emerging musicians every Thursday evening. No tickets required—first come, first served seating.
View DetailsDavid Ramirez – Live at Little Saint
Little Saint | 25 North Street | 7:00 PM | Free
Experience the soulful sounds of David Ramirez at Little Saint’s Thursday night live music series. Grab a table, enjoy craft cocktails and plant-based cuisine while taking in an evening of exceptional live music.
View DetailsMama’s Broke – Live at Little Saint
Little Saint | 25 North Street | 7:00 PM | Free
Continue your Thursday evening tradition at Little Saint with Mama’s Broke. The venue’s intimate setting and exceptional acoustics create the perfect atmosphere for discovering talented artists.
View DetailsMark Hummel’s Blues Harmonica Blowout
Raven Performing Arts Theater | 115 North Street | 7:30 PM
Grammy-nominated, two-time Blues Music Award winner Mark Hummel brings his legendary Blues Harmonica Blowout to Healdsburg. This traveling road show features an all-star lineup including Magic Dick, Steve Freund, Anson Funderburgh, Rodrigo Mantovani, RJ Mischo, Curtis Salgado, and drummer Wes Starr. Blues harmonica legend Charlie Musselwhite calls this show “historic.”
Get Tickets🎭 Theater & Arts
Steel Magnolias
Raven Performing Arts Theater | 115 North Street
Set in Truvy’s beauty salon in Chinquapin, Louisiana, Steel Magnolias follows a group of women who frequent the parlor to get their hair done and gossip about everyone in town. Alternately hilarious and touching, this beloved play is a loving exploration of the profound bond connecting six wildly different women.
Show Times: Friday & Saturday at 7:30 PM | Sunday Matinee at 2:00 PM | Value Thursday at 7:30 PM
Dates: February 13, 14, 15, 19, 20, 21, 22, 27, 28 & March 1
Fortepianist Daniel Adam Maltz
Raven Performing Arts Theater | 115 North Street | 7:00 PM
Experience an evening of classical music performed on the fortepiano. Front of House seating: $38 | General Admission: $23 | Student: $13. Doors open at 6:30 PM.
Get TicketsThe Strongest Man in Town – Free ScripTease Reading
Raven Performing Arts Theater | 115 North Street | 7:00 PM | Free
Join the Raven Theater for a free ScripTease reading of a new play. These readings offer audiences a first look at emerging theatrical works in development.
Learn MoreA Good Deal – World Premiere
Raven Performing Arts Theater | 115 North Street
Don’t miss this world premiere production at the Raven Theater. Show times: Friday & Saturday at 7:30 PM | Sunday Matinee at 2:00 PM. Doors open 30 minutes before showtime.
Get Tickets🍷 Wine & Culinary Experiences
International White Wine Festival Preview
Maison Healdsburg | 12:00 PM – 2:30 PM
A refined yet relaxed tasting flight spotlighting five cool-climate whites, poured by the winemakers themselves from Baxter, Brick & Mortar, Lichen Estate, Ottavino, and Read Holland. This preview event leads into the 16th annual International White Wine Festival Grand Tasting on February 14 in Anderson Valley.
Event DetailsArt Nite Healdsburg
Various Locations Throughout Downtown
Explore Healdsburg’s vibrant arts scene during this monthly community art walk. Visit galleries, meet local artists, and experience the creative spirit of Wine Country.
Learn MoreWine, Dine & Dance with The Renovators
Longboard Vineyards
Enjoy an evening of wine, food from Sushi Shoubu, and live music by The Renovators at this popular Friday night event at Longboard Vineyards.
Event Details💕 Valentine’s Day Celebrations
Paula McLain & Rebecca Plotnick – Paris-Themed Author Event
Little Saint | 25 North Street | 10:00 AM – 11:30 AM
Grab your Valentine and slip away to Little Saint for a Paris-themed morning with beloved author Paula McLain and Francophile Rebecca Plotnick. A perfect pre-Valentine’s Day literary escape in the heart of wine country.
Reserve Your SpotValentine’s Day at Valette
Valette Healdsburg | 344 Center Street
Chefs Dustin Valette and Derek Mattern have created an extraordinary 5-Course Tasting Menu for Valentine’s Day. Optional additions include Valette Osetra Caviar and Butter Poached Lobster. Dinner is $145 per person, with an optional wine pairing at $95 per person. Reservations available 5:00 PM – 9:45 PM.
Note: Regular dinner menu will not be offered this evening. Credit card required to hold reservation.
Make Reservations📚 Special Events
Witness to Water: An Evening with Pete McBride
Little Saint | 25 North Street | 5:00 PM – 7:30 PM
Spend an evening with National Geographic Explorer Pete McBride for an inspiring presentation on water conservation and environmental storytelling through photography and film.
Event Details
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Planning Your Visit to Healdsburg?
February is a wonderful time to explore wine country with fewer crowds and cozy tasting rooms. Many wineries offer special winter experiences, and downtown Healdsburg’s restaurants, shops, and galleries provide the perfect setting for a romantic getaway or cultural escape.
