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Healdsburg Events August 20 – August 26

Thursday, August 20, 2026 – Wednesday, August 26, 2026

Thursday, August 20

DuMOL Wine Dinner at the Four Seasons
DuMOL
Save the date for an exclusive DuMOL wine dinner held at the Four Seasons in Palo Alto. Full event details and ticket information will follow.
Food: Wine Dinner
Rombauer Vineyards
Club members are invited for a premier long weekend at Lake Tahoe featuring wine cruises and gourmet dinners. This exclusive getaway celebrates wine, nature, and community.
Food: Multiple wine dinners included
05:30 PM - 07:30 PM
DeLoach Vineyards
Explore the refreshing world of Rosé and Aromatic Whites with selections from more than 30 Sonoma County wineries. This exclusive tasting showcases the perfect wines for the summer season.
06:00 PM
Little Saint
Attend a free live musical performance by Matthew Logan Vasquez at Little Saint. The event starts at 6:00 PM.
Music: Matthew Logan Vasquez
Price: Free

Friday, August 21

Jordan Vineyard & Winery
Enjoy a Parisian-themed dinner hosted in the winery's serene, French-inspired Bacchus Courtyard and Terrace.
Food: Parisian-inspired dinner menu
Anaba Wines
Experience live music from Mild Heroes along with wood-fired pizzas and estate wines. This event is part of Anaba's recurring summer Sunset Sessions series.
Music: Mild Heroes
Food: wood-fired pizzas
05:00 PM
Lambert Bridge Winery
Kick off the weekend with live music and wood-fired pizza during this monthly summer garden series. The event is a popular gathering for locals and winery members alike.
Music: Local artists
Food: wood-fired pizzas available for purchase
Price: Free entry; Food/Wine for purchase
05:00 PM
Rodney Strong Vineyards
A hands-on workshop where participants learn to mix signature low-alcohol cocktails using estate wines.
Price: $65
05:00 PM
Twomey Cellars
Celebrate the end of summer with wine and music during the August TGIF series. Members can enjoy complimentary tastings while taking in the views.
Music: Unspecified Artist
Price: Members receive 4 complimentary tastings

Saturday, August 22

DeLoach Vineyards
Participate in or cheer on runners at the Santa Rosa Marathon and Half Marathon. The course winds through scenic creek pathways and parks in the heart of Northern California's wine country.
B.R. Cohn
Spend an afternoon meeting adoptable dogs and enjoying the estate atmosphere. This dog-friendly event offers wines for purchase while you mingle with potential new companions.
Price: TBD
Broadway Under the Stars Member Night
Benziger Family Winery
Join fellow wine club members for a special night featuring the musical Mamma Mia! at the Sonoma Field of Dreams. The ticket includes dinner, a reserved seat, and access to an exclusive wine club picnic area.
Music: Transcendence Theatre Company
Food: dinner
Price: $135 per person
Martinelli Vineyards & Winery
Celebrate the harvest season with an elegant al fresco dinner on the winery terrace hosted by the Martinelli Family. Each course is paired with exceptional wines and prepared by renowned local chefs Duskie Estes and John Stewart.
Food: Each course will be thoughtfully paired with our exceptional wines by local celebrity chefs Duskie Estes and John Stewart
01:00-03:30 PM
Hartford Family Winery
Celebrate the summer season and new wine releases with a barbecue at the Hartford winery. It is a great opportunity to enjoy new releases in a relaxed atmosphere.
Food: BBQ