Healdsburg Events October 29 – November 4
Thursday, October 29, 2026 – Wednesday, November 04, 2026
Friday, October 30
Buena Vista Winery
Experience the darker side of Buena Vista at the annual Halloween Masquerade ball. The estate transforms for an evening of mystery and celebration as twilight settles over Sonoma.
Rombauer Vineyards
Enjoy a festive October evening with live music and local food trucks at the Rombauer Sierra Foothills tasting room. This monthly series continues to offer a great start to the weekend.
Music: Live Music
Food: Food Trucks
Sunday, November 01
DeLoach Vineyards
Kick off the fall season with a weekend of wine tasting and shopping along Taste Route 116. It's a perfect opportunity to find holiday gifts while enjoying Sonoma County's autumn scenery.