May 2026 Events in Sonoma County

An artisan market in the heart of Healdsburg wine country — local makers, handcrafted goods, jewelry, home décor, and wine tasting from Bacchus Landing’s acclaimed wineries. Perfect Mother’s Day shopping weekend in Wine Country.

Charbay Distillery and the Santa Rosa Fire Department host a lively Bloody Mary showdown — top local restaurants and bars compete for Best Bloody Mary in Sonoma County. Brunch vibes at Grossman’s and Hotel La Rose, with proceeds supporting local firefighters.

Self-guided weekend tour of working farms across Sonoma County — meet the farmers, taste seasonal produce, and experience the agricultural roots of West County and the greater region firsthand.

Tour the historic grounds where Luther Burbank conducted his legendary plant breeding experiments, visit his original cottage, and browse rare plants, fruit trees, and pollinator favorites. Free admission — plant sale proceeds support farm preservation.

Chase hot air balloons on a scenic 5K course starting and finishing at Keiser Community Park in Windsor. A family-friendly morning race with a kids dash — one of Windsor’s beloved spring traditions.

Three performances of Shakespeare in Music at the world-class Weill Hall at the Green Music Center, Sonoma State University. Conductor Francesco Lecce-Chong leads a dramatic evening of orchestral works.

Rare access to 30+ micro-production Northern California winemakers — each producing under 1,500 cases. Innovative varietals poured directly by the passionate makers themselves. Many participating wineries have no regular tasting room hours, making this a truly exclusive tasting experience.

WINE WOMEN presents an evening happy hour at the Grand Cru Custom Crush Winery Collective — a fun networking event for wine-loving women in Sonoma County set inside one of Windsor’s most popular winery collectives.

R&B star Kehlani performs live at The Event at Graton Resort & Casino. One of the premier entertainment venues in the North Bay, just minutes from Rohnert Park.

A celebration of Native American arts, culture, and community at the Windsor Town Green — featuring live performances, artisan vendors, and educational programming for all ages.

The premier Tom Petty tribute band performs at the legendary Mystic Theatre in the heart of historic downtown Petaluma. A classic rock night out in one of Sonoma County’s most beloved music venues.

Celebrate Mom with a festive brunch at Healdsburg’s acclaimed SpoonBar — featuring everything from classic Eggs Benedict to hand-carved, roasted Prime New York Strip. A special occasion meal in the heart of Wine Country.

Burbank Housing hosts a free workshop covering the home buying process, available loan programs, and down payment assistance resources in Sonoma County. A great resource for first-time buyers in our area.

Healdsburg’s signature food and wine festival — 150+ wines, beers, and spirits, top chefs from across the country, Grand Tasting tents, the Big Bottle Party at The Matheson, intimate vineyard lunches, and the Rooftop Lounge. The premier wine country event of the spring season.

Comedian and social media phenomenon Matt Rife performs two nights at The Event at Graton Resort & Casino in Rohnert Park.

Over 400 classic cars and trucks fill the streets of historic downtown Petaluma for this beloved annual celebration of film and Americana. Vendors, live entertainment, food, and car culture in one of California’s most charming historic downtowns.

Annual road race through Windsor’s scenic neighborhoods, starting and finishing at the Windsor Town Green. Half marathon, 10K, and 5K distances — a wonderful community fitness event for all levels.

A free festival celebrating Japanese arts, culture, and food in Santa Rosa. Traditional performances, artisan vendors, Japanese food, and cultural programming for the whole family.

Healdsburg’s most beloved community tradition and one of Sonoma County’s most anticipated events. The Barn Dance, Twilight Parade, Livestock Auction, and fair schedule celebrate 77 years of supporting local youth in agriculture.

Hip-hop legend Ludacris performs live at The Event at Graton Resort & Casino — one of the North Bay’s premier entertainment venues, right in Rohnert Park.

Annual Memorial Day car show in Windsor — classic and custom cars on display, community gathering, and a great family-friendly way to kick off Memorial Day weekend in Sonoma County.

Pop star Jessica Simpson performs live at The Event at Graton Resort & Casino in Rohnert Park. Tickets on sale now.

Critically acclaimed folk and indie rock artist Sun Kil Moon (Mark Kozelek) performs at the legendary Mystic Theatre in downtown Petaluma — an intimate and unforgettable evening of music.