Healdsburg Events November 20 – November 26
Thursday, November 20, 2025 – Wednesday, November 26, 2025
Thursday, November 20
Skipstone Roadshow: Charleston Grand Tasting
Skipstone
Skipstone participates in the Skipstone Roadshow alongside six Napa wineries, hosting a Grand Tasting event in Charleston. This event is part of their multi-city tour in November.
Stone Edge Farm Winery
Stone Edge Farm participates in the STARS of Cabernet event at The Peninsula Beverly Hills on November 20, 2025. This tasting event is held in Beverly Hills, California.
Friday, November 21
Comedy Night at CraftWork in Healdsburg
Leo Steen Wines @ The Drink
Enjoy a night of stand-up comedy presented by Next Stop Comedy at CraftWork in Healdsburg. Tickets are required for this special event.
06:00 PM
Live Music: Callie Watts
Baldassari Wines
Callie Watts performs live music at the Baldassari Wine Lounge as part of the winery's weekly Friday Night Music schedule.
Music: Callie Watts
12:00 PM
Williamson Wines
Indulge in an irresistibly delicious four-course Asian cuisine lunch, bursting with diverse flavors, Herbie's Spices, fresh Sonoma produce, and wine pairings. This event at the Epicurean Kitchen welcomes all who appreciate fine dining.
Food: Four-course Asian cuisine inspired lunch, featuring Herbie’s Spices, fresh Sonoma produce, and perfectly paired with wines.
Price: $75 per person
Saturday, November 22
Inman Family Wines
A festive holiday market hosted in collaboration with Taste Route 116. Further event details and ticketing information will be released soon.
Spring Lake Country Club
Peay Vineyards
Peay Vineyards will be at an exclusive event for members of the Spring Lake Country Club in Spring Lake, NJ.
Food: Catering provided as part of the country club event.
Skipstone Roadshow: Charlotte Grand Tasting
Skipstone
The Skipstone Roadshow brings Skipstone and six other Napa wineries to Charlotte for a Grand Tasting event. This tour stop takes place on November 22nd.
01:00 PM
Pop-up Tasting at CraftWork in Healdsburg
Leo Steen Wines @ The Drink
Join winemaker Leo for a limited-time pop-up wine tasting and conversation at CraftWork in Healdsburg. Discover the stories and craftsmanship behind the wines during this special event.
11:00 AM
DeLoach Vineyards
Gather your pals and embark on a weekend of wine-tasting adventures and shopping amidst the picturesque backdrop of fall in Sonoma County. Soak up the VIP treatment while sipping the new fall releases! Mark your calendar—ticket details will be shared in the coming months!
2:00 PM
CABSTRAVAGANZA
Colagrossi Wines
Celebrate Cabernet Sauvignon at Colagrossi Wines' first ever Cabstravaganza, featuring every Cab they make, including archive bottles and barrel samples.
This special tasting event runs from 2:00 PM to 6:00 PM.
Price: $30 per person; Complementary for Wine Family Members
Sunday, November 23
Iron Horse Vineyards
This is the inaugural Eco Tour focused on exploring Iron Horse Vineyards' Fish Habitat Restoration project. Tickets are required for this special guided event.
Skipstone Roadshow: Raleigh Grand Tasting
Skipstone
Skipstone participates in the Skipstone Roadshow alongside six Napa wineries, hosting a Grand Tasting event in Raleigh. This is the final stop on the tour listed for November 23rd.
Tuesday, November 25
5:30 PM
Galerie Wines
Celebrate the holidays with a French Tasting Tuesday featuring H Mercer Wine Imports and wine expert Kristin Morgan. Guests can sample 4 French wines, available for purchase at a discounted price during the event.
Price: $30