• Miles Davis Centennial Concert with Willie Jones III Quintet ft. Jeremy Pelt

    The 222 222 Healdsburg Ave, Healdsburg, CA, United States

    This is a drummer-led tribute with serious swing behind it. This is a Healdsburg Jazz concert at Paul Mahder Gallery featuring the Willie Jones III Quintet with Jeremy Pelt for a Miles Davis Centennial program. Willie Jones III, a Los Angeles native mentored by Billy Higgins, leads the quintet in a concert honoring the Miles […]

    $41 – $131
  • Julio Reyes – Live at Breathless

    Breathless Wines 499 Moore Lane, Healdsburg, CA, United States

    This one has that easy afternoon feeling: sparkling wine, garden air, and classical guitar in the background. This is a Breathless Wines summer music event featuring classical guitarist Julio Reyes. Guests can reserve a tasting or enjoy Breathless wines by the glass or bottle on the garden patio while Julio Reyes performs, with snacks available […]

    $30
  • Cecile McLorin Salvant

    Bacchus Landing 14210 Bacchus Landing Way, Healdsburg, CA, United States

    This is the kind of performance people talk about afterward because it doesn't fit neatly into one box. This is a Bacchus Landing concert featuring vocalist, composer, and bandleader Cecile McLorin Salvant. More than a generational talent, Salvant brings a wide creative range and commanding artistic voice to a Healdsburg Jazz setting. ★ See sample […]

    TBD
  • Luther Locals with Erica Ambrin & The Eclectic Soul Project

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    This one has that “don’t just sit there” kind of soul energy. If you like vocals, groove, and a crowd that warms up fast, it’s a strong Tuesday pick. This is Luther Locals Live with Erica Ambrin & The Eclectic Soul Project at Luther Burbank Center on Tuesday, June 23, 2026, with music starting at […]

    FREE
  • Shawn Jones – Tuesday Plaza Concerts

    Healdsburg Plaza 100 Matheson Street, Healdsburg, CA, United States

    The Shawn Jones Band delivers a masterclass in independent, soul-stirring musicianship. Fronted by Southern California-based singer, songwriter, and exceptional guitarist Shawn Jones, this powerhouse act seamlessly blends a raw, dynamic mix of Roots, Americana, Blues, and Rock. Whether they are stripping it down for an intimate, soulful acoustic set or blowing the roof off a […]

    FREE
  • Smoke & Mirrors

    Coyote Sonoma 44-F Mill Street, Healdsburg, CA, United States

    This sounds like a fun, wide-ranging cover-band night made for a glass of wine or beer and a little moving around. This is a Coyote Sonoma live music event featuring Smoke & Mirrors. Smoke & Mirrors is a five-piece electric, acoustic, and percussion band with a deep bench of musicians, strong harmonies, and a setlist […]

    $10
  • Rambletone Blues Revue Live

    Spicy Vines 441 Healdsburg Ave, Healdsburg, United States

    This is the kind of tasting-room afternoon where the music may get people leaning in, tapping feet, and staying longer than planned. This is a live music event at Spicy Vines featuring the Rambletone Blues Revue. The Bay Area-based Rambletone Blues Revue brings a funky, bluesy, groove-driven set with Tony Lemieux on vocals, guitar, and […]

    $1
  • Sebastian Link – Live at Breathless

    Breathless Wines 499 Moore Lane, Healdsburg, CA, United States

    If Brazilian jazz and sparkling wine sounds like your kind of summer pairing, this is an easy yes. This is a Breathless Wines summer music event featuring Sebastian Link. Guests can enjoy a reserved tasting or wines by the glass or bottle on the garden patio while Sebastian Link performs Brazilian jazz, with snacks available […]

    $30
  • Luther Locals with Ryan Woodard Band

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    There’s something fun about catching a young band with big guitar energy before the wider crowd catches on. This one should feel fresh, loud in the right way, and very summer-lawn friendly. This is Luther Locals Live with Ryan Woodard Band at Luther Burbank Center on Tuesday, June 30, 2026, with music starting at 5:30 […]

    FREE
  • Sky Eyes – Tuesday Plaza Concerts

    Healdsburg Plaza 100 Matheson Street, Healdsburg, CA, United States

    Sky Eyes is an infectious, genre-blending musical project led by a charismatic Caribbean artist hailing from the island of Martinique. Known for injecting a fresh energy into the West Coast live music scene, the band seamlessly bridges the gap between traditional roots reggae, modern hip-hop, and slick jazz improvisations. Backed by a rotating, tight-knit collective […]

    FREE
  • Convene + Caviar

    Convene by Dan Kosta 14210 Bacchus Landing Way (Ste 300), Healdsburg, CA, United States

    This is the kind of little luxury that doesn’t need a long speech: good wine, caviar, and a reason to slow down for an hour. It’s polished but still relaxed. This is Convene + Caviar Apéro Hour at Convene by Dan Kosta, held on first Fridays from 5:00 PM to 7:00 PM. Guests can enjoy […]

    $86
  • Healdsburg’s “Duck Dash” and Kid’s Parade

    Recurring
    Community Center 1557 Healdsburg Ave, Healdsburg, United States

    Healdsburg's Annual Duck Dash and 4th of July Parade!! Healdsburg's 4th of July Independence Day fun starts with our Annual Sunrise Rotary Duck Dash and Kiddy Bike Parade, held in Healdsburg's Fountain Square Plaza. This wonderful kid's event continues to be a major attraction for Healdsburg community to celebrate the founding of our nation.  There […]

    FREE
  • Live Music on the Piazza

    Bacchus Landing 14210 Bacchus Landing Way, Healdsburg, CA, United States

    This is one of those Bacchus Landing afternoons where you can wander, sip, listen, and decide later if you’re staying for pizza. It’s relaxed in the best wine-country way. This is Live Music on the Piazza at Bacchus Landing, a first-Saturday music series from 12:00 PM to 4:00 PM. Guests can enjoy live music on […]

    FREE
  • Stella Heath Live

    Spicy Vines 441 Healdsburg Ave, Healdsburg, United States

    If you like your wine tasting with a little live-room energy, Spicy Vines is built for exactly that kind of afternoon. It’s cozy, social, and not trying to be a hushed library. This is a Saturday Live Music & Tasting Experience at Spicy Vines featuring Stella Heath live in the tasting room. Guests can reserve […]

    $1
  • Nick Foxer at Breathless

    Breathless Wines 499 Moore Lane, Healdsburg, CA, United States

    Bubbles and classic pop-rock on a garden patio is a pretty painless way to spend a Sunday. It’s casual, sunny, and low-commitment in the best way. This is Nick Foxer at Breathless Wines as part of the Breathless Bubbles & Music Sunday Summer Music Series, with performances in the series running Sundays from 2:00 PM […]

    $21
  • Luther Locals with Carlitos Medrano

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    If a summer evening needs rhythm, Carlitos Medrano is not going to be shy about bringing it. This is the kind of show where the lawn may turn into a dance floor pretty quickly. This is Luther Locals Live with Carlitos Medrano at Luther Burbank Center on Tuesday, July 7, 2026, with music starting at […]

    FREE
  • Aki Kumar – Tuesday Plaza Concerts

    Healdsburg Plaza 100 Matheson Street, Healdsburg, CA, United States

    Hailed as the "King of Bollywood Blues," Aki Kumar is a dynamic, San Jose-based frontman and masterful harmonica player who has carved out a truly one-of-a-kind niche in the contemporary music scene. Originally leaving Mumbai for Silicon Valley to work as a software engineer, Kumar abandoned the tech path after discovering a deep, life-changing passion […]

    FREE
  • Pizza Night on The Terrace

    Rodney Strong Vineyard 11455 Old Redwood Highway, Healdsburg, United States

    Wood-fired pizza, live music, and Rodney Strong wines is not a complicated pitch, and thankfully it doesn’t need to be. This is the kind of Friday evening that sells itself. This is Pizza Night on The Terrace at Rodney Strong Vineyards on Friday, July 10, 2026, from 5:30 PM to 7:30 PM. The event includes […]

    $65
  • CBC Events Presentan Concierto Grupero

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    If you’re after a big, nostalgic Spanish-language concert night, this is the one with the full-stage feeling. It’s built for fans who want the songs, the energy, and the crowd singing along. This is CBC Events Presentan Concierto Grupero at Luther Burbank Center on Friday, July 10, 2026, at 8:00 PM. The concert features BXS […]

    $60.18 – $125.08
  • RagDolls – Aerosmith Tribute

    Coyote Sonoma 44-F Mill Street, Healdsburg, CA, United States

    If your night needs loud guitars, big hooks, and a little rock-show swagger, RagDolls is aiming straight at that sweet spot. This isn’t a mellow tasting-room set. This is RagDolls, an all-female Aerosmith tribute, at Coyote Sonoma on Friday, July 10, 2026, at 8:00 PM. The band performs an energetic tribute to Aerosmith, leaning into […]

    $20
  • Bastille Day Brunch

    Jordan Winery 1474 Alexander Valley Rd, Healdsburg, CA, United States

    This is the kind of brunch that turns a holiday nod into a whole polished wine-country afternoon. It’s French-inspired, seated, and definitely more “plan ahead” than “drop by.” This is Bastille Day Brunch at Jordan Winery on Saturday, July 11, 2026, from 11:00 AM to 2:00 PM. The event features a four-course French-inspired brunch on […]

    $175
  • Luther Locals with Steph Cali

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    This is country-soul rock with a little swagger, so don’t come expecting background strumming. It’s more of a toe-tap, shoulder-move, maybe-dance-before-you-meant-to situation. This is Luther Locals Live with Steph Cali at Luther Burbank Center on Tuesday, July 14, 2026, with music starting at 5:30 PM. The free outdoor concert features Steph Cali’s country-soul rock-and-roll fusion […]

    FREE
  • Dustin Saylor – Tuesday Plaza Concerts

    Healdsburg Plaza 100 Matheson Street, Healdsburg, CA, United States

    Dustin Saylor & The Stowaways are a powerhouse of the Northern California music scene, delivering an authentic blend of Americana, folk, and modern country. Driven by Saylor’s rich, gritty vocals and a genuine, soul-searching lyricism that has earned him comparisons to Chris Stapleton and Johnny Cash, the band has steadily grown from a beloved local […]

    FREE
  • Fargo Brothers

    Coyote Sonoma 44-F Mill Street, Healdsburg, CA, United States

    Four decades of stage time usually means a band knows exactly how to read a room. Fargo Brothers should feel easy, rootsy, and comfortably road-tested. This is Fargo Brothers at Coyote Sonoma on Friday, July 17, 2026, at 6:00 PM. The band brings roots rock and roll, vocal harmonies, and tight ensemble playing shaped by […]

    FREE
  • Apprentice Program “Disney’s FROZEN” at LBC

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    This is the family-friendly musical where kids know the songs and adults quietly realize the production is bigger than they expected. It’s a full staged version, not a tiny recital. This is Roustabout Theater’s Apprentice Program production of Disney’s Frozen: The Musical at Luther Burbank Center, with performances July 18 and July 19, 2026. The […]

    $34.22 – $38.94
  • Pepper On The Run Live

    Spicy Vines 441 Healdsburg Ave, Healdsburg, United States

    This sounds like an easy Saturday wine-and-music stop, with just enough groove to stretch the tasting into a real afternoon. Spicy Vines is a good fit for that kind of casual live set. This is Pepper On The Run live at Spicy Vines on Saturday, July 18, 2026, from 3:00 PM to 6:00 PM. Guests […]

    $15
  • Ellie James at Breathless

    Breathless Wines 499 Moore Lane, Healdsburg, CA, United States

    A sparkling wine garden is a nice fit for an indie-pop afternoon, especially when you don’t want the day to feel too planned. This one has an easy Sunday shape. This is Ellie James at Breathless Wines on Sunday, July 19, 2026, from 2:00 PM to 4:00 PM, as part of the Breathless Bubbles & […]

    $21
  • Luther Locals with Jason Farnham at LBC

    Luther Burbank Center LBC 50 Mark West Springs Rd., Santa Rosa, United States

    This one feels like a summer-evening set for people who like melody, synthy edges, and local-musician discovery. It’s easygoing, but there’s real songwriting under the hood. This is Luther Locals Live with Jason Farnham at Luther Burbank Center on Tuesday, July 21, 2026, with music starting at 5:30 PM. The free outdoor concert features the […]

    FREE
  • Máxima Frecuencia – Tuesday Plaza Concerts

    Healdsburg Plaza 100 Matheson Street, Healdsburg, CA, United States

    Máxima Frecuencia is a rising, high-energy ensemble that brings a gritty, authentic passion to the modern Latin and Regional Mexican music scene. Specializing in hard-hitting Norteño rhythms and gripping Corridos, they are a band that prioritizes raw, unvarnished emotion over studio-polished perfection. ✅  See video below. HiH Hint: You can reserve your spot by setting […]

    FREE
  • Much Ado About Nothing

    Bacchus Landing 14210 Bacchus Landing Way, Healdsburg, CA, United States

    Shakespeare outdoors with wine nearby is a very Healdsburg way to spend a summer evening. Just bring a layer, because the charm does not cancel out Sonoma County’s after-sunset chill. This is Much Ado About Nothing at Bacchus Landing, running July 23 through August 7, 2026, with evening performances at 7:30 PM. The Raven production […]

    $25