Healdsburg Events October 23 – October 29
Thursday, October 23, 2025 – Wednesday, October 29, 2025
Thursday, October 23
Three Sticks Wines
Experience a Secret Supper in Texas on October 23rd. This exclusive dining event offers a unique culinary adventure.
Food: Supper
Thompson 31Fifty Wines
Thompson 31Fifty hosts a wine dinner at the Lagasse Full Circle Kitchen, featuring celebrity Chef Jack McGuckin and special wine pairings. This event supports Food for Thought, celebrating their 15-year relationship.
Food: Wine Dinner at the Lagasse Full Circle Kitchen featuring celebrity Chef Jack McGuckin, special wines paired with Chef McGuckin’s award winning features.
04:30 PM
Benovia Winery
Relax and unwind at Benovia Winery's monthly Happy Hour in October, offering selections of wine by the glass. It's the perfect opportunity to end your week in a relaxed setting.
Price: Free
Friday, October 24
Dry Creek Vineyard
Join the Wallace family for an annual tradition of intimate wine dinners at Madison Valley Ranch in Ennis, Montana. This evening features a unique multi-course menu paired with special Dry Creek Vineyard wines.
Food: Unique multi-course menu paired with wines
Price: $159 per person (per dinner), Optional +$275 lodging and breakfast for two (per room)
Sojourn Cellars
Attend the VIP & Grand Tasting at the St. Simons Island Wine Festival. This event showcases wines in St. Simons Island, GA.
Carol Shelton Wines
Enjoy a special Winemaker Dinner at the Inn at the Tides on October 24, 2025. This exclusive dinner features Carol Shelton Wines.
Food: Winemaker dinner
Bricoleur Vineyards
Enjoy a special Halloween-themed Family Style meal at Bricoleur Vineyards on October 24th, 2025.
Saturday, October 25
Fall Wine Club Party
Papapietro Perry Winery
The winery is hosting a Fall Wine Club Party to celebrate the harvest season with fellow members. This afternoon event will feature exceptional wine, catering from a local chef, and a tasting of the 2025 Fall Wine Club Allocation.
Food: catering from a local chef
Merry Edwards Winery
Merry Edwards Winery is participating in Wally’s Presents: World of Pinot Noir L.A. on October 25, 2025, showcasing Pinot Noir wines at the Pacific Design Center.
Harvest Party
Deerfield Ranch
Join Deerfield Ranch Winery for their Harvest Party on October 25th. Celebrate the harvest season at the winery.
Chappellet Grower Collection
Celebrate harvest season on Pritchard Hill with an afternoon tasting of new fall wine releases and seasonal food pairings. Tickets are complimentary with a purchase of three bottles.
Food: Seasonal pairings
Dry Creek Vineyard
Join the Wallace family for an annual tradition of intimate wine dinners at Madison Valley Ranch in Ennis, Montana. This evening features a unique multi-course menu paired with special Dry Creek Vineyard wines.
Food: Unique multi-course menu paired with wines
Price: $159 per person (per dinner), Optional +$275 lodging and breakfast for two (per room)
Furthermore Wines
Book a wine tasting at the Healdsburg location. This recurring event is available on multiple dates from September to December 2025.
Matrix Winery
The Fall Open House and Pick Up Party is scheduled for October 25, 2025. More information about this event will be available soon.
Idlewild Fall Dinner
Idlewild Wines
An evening celebrating the Fall season as part of the Idlewild Dinners series, featuring food and wine.
01:00 PM
Benovia Winery
Celebrate Fall with Benovia at an exclusive tasting event in Phoenix, showcasing award-winning Pinot Noirs and Chardonnays. Guests can enjoy light appetizers while mingling.
Food: Light appetizers
Price: Free
02:00 PM - 04:00 PM
Freeman Vineyard & Winery
Join the Freeman Team at their estate for the 2025 Fall Release Party, an open house featuring West Sonoma Coast wines and small bites by Chef Sogi Yoshiharu. Wines from current and library vintages will be poured from large format bottlings.
Food: Small bites prepared by Chef Sogi Yoshiharu
03:00 PM - 07:00 PM
Gary Farrell Winery
Enjoy a relaxed evening of wine and vinyl music at Gary Farrell Winery with a live DJ. Guests are encouraged to bring their own picnics to pair with wines by the glass or bottle.
Music: Live DJ
Food: Guests can pack their own picnic
Price: $15
11:00 AM
Bacigalupi Vineyards
Join Bacigalupi Vineyards for a Fall Release and Pick Up Event at their Tasting Room and Estate. Enjoy a pizza party with wood-fired pizzas from Napa Valley Crust while sampling new fall wine releases.
Food: Salad and wood fired pizzas from Napa Valley Crust.
11:00 AM - 01:00 PM
Freeman Vineyard & Winery
Join the Freeman Team at their estate for the 2025 Fall Release Party, an open house featuring West Sonoma Coast wines and small bites by Chef Sogi Yoshiharu. Wines from current and library vintages will be poured from large format bottlings.
Food: Small bites prepared by Chef Sogi Yoshiharu
12:30-3 p.m.
B.R. Cohn
Join B.R. Cohn for their Summer Music Series featuring live music by Greg Lamboy amidst vineyard views. Guests can enjoy wines by the glass or bottle.
Music: Greg Lamboy
3:00 PM - 6:00 PM
Spicy Vines
Join us for live music in our tasting room! Reserve your spot for this Saturday Live Music & Tasting Experience, where exceptional wines, laid-back vibes, and great live music come together for an unforgettable afternoon.
Music: Adam Lieb
5:30 PM
Balletto Vineyards
Celebrate the annual Harvest Party Dinner with Balletto Vineyards founder John Balletto and Winemaker Anthony Beckman, featuring stories from the harvest and a curated menu of local, seasonal ingredients. This popular event often sells out, so early ticket purchase is recommended.
Food: thoughtfully curated menu featuring local, seasonal ingredients from delectable appetizers to a sumptuous dinner and a truly sweet finale.
7:00 PM - 10:00 PM
Buena Vista Winery
Join us for an evening of mystery and enchantment at Buena Vista Winery's Halloween Masquerade Ball. Guests are invited to wear masks for this wickedly enchanted event.
Sunday, October 26
Hartford Family Winery
Enjoy live music from Sonoma County musicians and delicious wood-fired pizza at the winery's Sunday Music on the Patio series. Wine is available for purchase by the glass or bottle for $30.
Music: Local Sonoma County musicians
Food: A variety of pizza made in our wood-fired pizza oven
Price: $30
Kokomo Wine Club Fall Party
Kokomo Winery
Exclusive parties for wine club members held every Spring and Fall, featuring catered food, live music by Smoke & Mirrors, and tastings of new and library wines. This specific instance is the Fall Party on October 26, 2025.
Music: Smoke & Mirrors
Food: Delicious food catered by one of our favorite local restaurants
12:00 PM - 4:00 PM
Muscardini Cellars
Festa Italiana di Santa Rosa, an annual tradition, will be held on October 26, 2025, from 12-4 PM. This enhanced event at Santa Rosa Vintners Square celebrates Italian culture.
12:30-3 p.m.
B.R. Cohn
Join B.R. Cohn for their Summer Music Series featuring live music by Jason Bodlovich amidst vineyard views. Guests can enjoy wines by the glass or bottle.
Music: Jason Bodlovich