Area Events

Healdsburg is a lively place with so much going on that there is a great event almost every weekend and many mid-week too! From special wine dinners to music festivals or cooking classes – there are many special experiences to be had. We’ve highlighted a few below and there are many more you can find by going to or



Farm-to-Table Interactive Cooking Luncheon with Jordan Winery

Jordan Vineyard & Winery 1474 Alexander Valley Road, Healdsburg, CA 95448

Celebrate the harvest season in grand style with a delicious, farm-fresh Sonoma culinary tour hosted by Jordan Winery and Relish Culinary Adventures sure to delight all your senses, especially your taste buds. The experience begins at Jordan Estate just north of Healdsburg, where you’ll enjoy a reception and continental breakfast in the Jordan garden, featuring the Jordan Cuvée by Champagne AR Lenoble, homemade pastries and estate jam, as well as freshly squeezed juice. You’ll search the garden’s rows of herbs, vegetables and fruit trees, harvesting your bounty for the day’s luncheon before being chauffeured to Healdsburg for a guided tour and shopping at the Healdsburg Farmer’s Market for provisions from our favorite farmers. You’ll then arrive at Relish Culinary’s demonstration kitchen for a reception with an hors d’oeuvre from the kitchen, perfectly paired with Jordan Chardonnay.
An interactive, hands-on cooking class follows, where you will prepare lunch with the skilled Relish chefs, ready to teach you all their Sonoma wine country secrets. While cooking, we’ll inspire your taste buds with more wine before a seated, three-course luncheon paired with 2017 Jordan Chardonnay, 2015 Jordan Cabernet Sauvignon and a library vintage of Jordan Cabernet, all accompanied by 2017 Jordan Estate Extra Virgin Olive Oil, fresh local bread and other surprises from the Jordan pantry.
Wine country casual attire is recommended, from dress shorts and golf shirts to skirts and tops with comfortable walking shoes. Sunscreen, hats and sunglasses are also encouraged, but flip-flops are not.
Tickets go on sale July 24 at 9 a.m. PST and will be available until sold out. If you’re not on our mailing list, be sure to sign up or visit this page at 9 a.m. to purchase your tickets. Also available September 28 and October 5.



Wings Over Wine Country Airshow 2019

PACIFIC COAST AIR MUSEUM At the Charles M. Schulz-Sonoma County Airport One Air Museum Way Santa Rosa, CA 95403

Witness the sound and power of thrilling jet demonstrations, world class aerobatic performers, warbirds, and vintage aircraft displays that will dazzle and amaze you at the Wings Over Wine Country Air Show!
The Air Show is September 28-29, 2019, at the Charles M. Schulz-Sonoma County Airport.
2019 Wings Over Wine Country Air Show logoWhat You'll See at Wings Over Wine Country
Canadian Forces Snowbirds
USAF A-10 Thunderbolt II
Aerobatic performances
Classic aircraft and warbirds on display
The Red Stars
Fly-bys of historic WWII aricraft
USAF C-17 Transport on Walk-Through Display
Tour the aircraft collection of the Pacific Coast Air Museum
President’s club seating available
Great food
Fun for the whole family
The schedule and list of performers is subject to change.
General admission for Active Duty Military Personnel with ID card is Free!
General admission for World War II and Korean War Veterans is Free!
General admission for kids 10 and under is FREE!



Sonoma County Harvest Fair

Sonoma Country Fairgrounds 1350 Bennett Valley Rd. Santa Rosa, CA 95404

Mark your calendars for the 2019 Sonoma County Harvest Fair, October 4 & 5. This Friday and Saturday only event will feature award winning wine from across Sonoma County. Pre-Sale tickets available beginning August 1, 2019.
Taste the Best of Sonoma County
In 2019, the Harvest Fair will mark its 45th year of showcasing our county's grand harvest which continues to result in world-class wines and a plethora of culinary wealth. In 2015, with over 26,000 votes, the Harvest Fair was voted the Best Annual Festival of Sonoma County bestowed by The Press Democrat readers. Each October, thirsty travelers from across the entire US, are beckoned to Santa Rosa to participate in a complete farm to table experience, inspired by the county's hard working farmers, ranchers, vintners and producers.




Dinner Under the Stars at Trione Winery

Trione Vineyards and Winery 19550 Geyserville Ave Geyserville, CA 95441

Join us for an intimate evening hosted by the Trione family! We will begin in the tasting room with a white wine reception and then head to the communal dinning table where you will be treated like a king or queen and pampered with incredible food and wine. Indulge in a delicious, market inspired, garden fresh, dinner prepared by Peloton Culinary. Sip on Scot’s award winning wines; sample some new favorites and enjoy some library wines that were cellared and held back just for these dinners! This is an upscale farm-to-table dinner with a platted first course, family-style main courses, and a platted dessert – all paired with Trione wines made from our estate vineyards. After the dinner, we will end in the tasting room with a special wine to finish the evening off right. Come join us and celebrate the end of harvest with us in style! Dinners begin at 5PM and end 8PM. Come, bring your friends, enjoy great wine, food, and good company! Seating is limited to 35 people. $85 for wine club members and $125 for general public.Due to the nature of our events, we cannot accommodate special dietary requests except for vegetarian.



Alexander Valley Film Festival Celebrates 5th Year in October

Various Locations in Healdsburg, Cloverdale and Geyserville

WHAT: 2019 Alexander Valley Film Festival. The ALEXANDER VALLEY FILM FESTIVAL (AVFF) is the culmination of all of our year-round programs and is celebrated annually the third weekend in October. Lauded as the hottest emerging regional film festival in the North Bay, nearly 2,000 tickets are sold for the unique mix of independent cinema with a Hollywood flare. The Festival features domestic and international narrative features, documentaries, short films, special programs, winners from the Student Film Competition, community events and screenings, a thrilling Opening Night Celebration, and more! WHY: This event is dedicated to bringing films and experiences to Northern Sonoma County to which the community would otherwise not have access. WHEN: October 17-20, 2019 (Thursday-Sunday) WHERE: Anchors between The Clover Theater in Cloverdale and Raven Film Center in Healdsburg plus other venues throughout Northern Sonoma County. PUBLIC CONTACT: For more information about this event, please call 707.893.7150. For more information about the Alexander Valley Film Society, visit or call 707.893.7150.




Healdsburg Half Marathon


Fundraise just $275 for Fit For Equality and you will receive a credit equal to your individual entry fee! 100% of our proceeds are donated to promote inclusion in our schools!
Set for its 10th annual running on the last weekend of October, the Healdsburg Wine Country Half Marathon & Hallowine 10K offers runners a chance to run through the beautifully picturesque fields, hills and valleys of the Northern California wine growing region at what is expected to be a perfect time of year, weather-wise.
One of a series of races staged throughout the year by running event organizer Destination Races in the California wine country, the race is limited to 2,500 entrants.
While in past years the race began at Francis Ford Coppola’s Rosso & Bianco Winery, the course was redesigned in 2013 to create a point-to-point run that starts in nearby Geyserville and finishes in Healdsburg, near the Coppola Winery.
From the starting line on the small town’s main street of Geyserville Avenue, the course heads first north and then west, turning onto Canyon Road and taking runners into the Dry Creek Valley.



21st ANNUAL Wine & Food Affair

Various Wineries

$80 Weekend, $60 Sunday Only & $30 Designated Driver
All tickets will have tax and service fees added at checkout
Wine & Food Affair ~ Tasting Along the Wine Road is the premier event for Wine Road – Northern Sonoma County!
Join us for a weekend of wine and food pairing in the Alexander, Dry Creek and Russian River Valleys.
All of the wineries participating will have a favorite winery recipe available online, which they will prepare both days for you to sample, along with the perfect wine.
Ticket holders will receive their tasting glass and wristband upon check-in.
All Wine Road events are for adults only. No One under the age of 21 is allowed to attend Barrel Tasting – including no babies or children of any age.




Fall Winemaker Dinner at Gustafson Estate

9100 Stewarts Point-Skaggs Springs Rd. Geyserville, CA 95441

The Winemaker Dinner is their most exclusive event of the year. Guests are picked up in Healdsburg and taken by motor coach to their Mountain Estate, where they will enjoy a tour of the vineyard and winery with Winemaker Emmett Reed. The Winemaker Q&A is followed by a gourmet five course meal with the Gustafson team, catered by Baci Cafe & Wine Bar. Open to Wine Club Members and their guests, $150 + tax per person. Contact Tara to reserve your seat or by phone at (707) 433-2371




28th Annual Winter WINEland

Northern Sonoma County
11am - 4pm each day

January 18-19, 2020
11 am – 4 pm each day
Tickets Go On Sale November 5, 2019
$45 Weekend, $35 Sunday Only & $5 Designated Driver
Advance Sales END Monday Jan 13 at 11pm
$60 Weekend, $50 Sunday Only & $10 Designated Driver
Join us for two glorious days along Wine Road – Northern Sonoma County as we celebrate the 28th Annual Winter WINEland.
The perfect winter escape…taste current vintages, multiple varietals grown in Sonoma County, and even try a few verticals!
A great opportunity to meet winemakers, taste limited production wines, new releases or library wines. All participating wineries will highlight a Vintage, Varietal or Vertical tasting for the weekend. Our details program will be available in mid December.
Ticket price will include wine tasting at all of the participating wineries for the weekend. Not all wineries provide food for this event. Please be sure to read the DETAILED program to see what each winery will offer for the weekend.
Winter WINEland does not take place at one location, you travel from winery to winery, visiting the ones you are interested in exploring.
All Wine Road events are for adults only. No One under the age of 21 is allowed to attend Winter WINEland – including no babies or children of any age.



43rd Annual Barrel Tasting

Northern Sonoma Wine Country
each day 11am-4pm

Event details including participating wineries will be posted by January 2020
Tickets Go On Sale January 21, 2020
Members of the Wine Road would like to welcome you to our wineries and lodgings for an exciting weekend of wine tasting. This is your chance to sample wines from the barrel, talk to winemakers and explore the beautiful Alexander, Dry Creek and Russian River Valleys.
Barrel Tasting is not a food pairing or themed event. It’s all about the WINE…many wineries offer “futures” on their barrel samples. This is a chance to purchase wine now, often at a discount, then come back to the winery when the wine is bottled, typically 12-18 months from now. Many wines are so limited, buying futures is your only chance to purchase them.
The ticket price includes the opportunity to sample wine from the barrel and in most cases also trying a limited number of current release wines. This is not a food pairing event so not all wineries provide food during the event.
All Wine Road events are for adults only. No One under the age of 21 is allowed to attend Barrel Tasting – including no babies or children of any age.