Things to Do in Healdsburg, CA

Walk through more than 20 participating downtown art spaces and celebrate local creativity. Pick up an ArtNite passport to unlock special perks and complimentary pours at neighboring boutiques and eateries throughout the evening.

This 5-piece powerhouse covers a massive mix of classic genres including rock, doo-wop, country, and folk, all delivered with impeccable vocal harmonies. Tickets available through the Coyote Sonoma event page.

Treat your palate to a seasonal four-course meal where fresh Sonoma produce collides with vibrant Asian spices. Every course is expertly paired with local wine selections. Reserve through the Epicurean Kitchen Experience Tracker.

Join this popular monthly community event to score 20% off most catalog items and 10% off top-tier household name brands. A Healdsburg tradition for smart local shoppers. Details through the Healdsburg Chamber Calendar.

Relax in the crisp autumn air while taking in an eclectic blend of Brazilian bossa nova, lounge music, and indie pop. An effortlessly cool Saturday afternoon. Check Bandsintown for any schedule adjustments.

Experience an intimate listening series featuring Nashville singer-songwriters who share the hidden tales behind their chart-topping melodies. Weekend passes and food-pairing add-ons available via Apple Music Concerts.

Catch this acclaimed acoustic performance live on the intimate upstairs stage in downtown Healdsburg. A rare weeknight opportunity to see a top-tier act in an up-close setting. Seating passes through StubHub.

This co-headlining evening highlights a gorgeous contrast of atmospheric folk and raw indie melodies. A compelling pairing for anyone who appreciates thoughtful songwriting. Check live door availability on Dice FM.

Celebrate the apex of harvest season with premium flight selections and generous appetizers curated by local winemakers. A must for Sonoma wine enthusiasts. Guest permissions and details via Due Ruscelli Events.

Perfect for family day trips, this local vineyard gathering features autumn lawn games, interactive vendor booths, and live acoustic bands throughout the afternoon. Plan your trip through the Healdsburg Chamber Calendar.

Taste premium, limited-production Pinot Noir, Chardonnay, and Sparkling wines from over 60 local wineries. One hundred percent of event proceeds directly benefit local youth programs. Secure general admission or VIP early access on Go Local Sonoma.

Enjoy world-class contemporary jazz masters live in a spectacular local art gallery environment. A Sunday evening you won’t soon forget. Verify entry details through the SFGate Culture Feed.

This adults-only, step-by-step studio session provides a deeply relaxed environment perfect for beginner and veteran painters alike. A great midweek escape. Reserve your easel directly through the Healdsburg Civil Portal.

Unwind with warm, feel-good local folk melodies as this long-running seasonal concert series reaches its grand finale. Check Apple Music Concerts for streaming previews and door info.

Watch local amateur bakers face off in this high-profile dessert competition held during the weekly public market. Arrive early for the best viewing spots. View submission forms via the Healdsburg City Calendar.

Catch an emotionally resonant evening of profound storytelling from one of America’s premier contemporary songwriters. An intimate, unforgettable night. Sign up for ticket waitlists through the official Seated Tour Matrix.

This entirely free, casual performance features witty, literate pop tracks perfect for an easy night out. No ticket needed — seating operates on a first-come, first-served basis. Lock in a calendar reminder on Spotify Concerts.

Experience Stephen Sondheim’s thrilling masterpiece live on stage. A spectacular community production full of dark humor and suspense — the perfect Halloween-season theater event. Full season dates on the Wine Country Event Directory.

Dance the night away at this adults-only costume party featuring high-energy rock covers from the past two decades. Dust off your best costume and show up ready to move. Coordinate group passes through Apple Music Concerts.

Show up in full costume to celebrate Halloween with live music, fresh harvest goods, and local makers at the brand-new community venue. A festive send-off to one of Healdsburg’s best fall seasons ever. Check parking guidelines through the Healdsburg Gov Portal.