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Harvest Delights: Experiencing the Bountiful Season in Healdsburg

As the sun-kissed days of summer start to give way to the crisp air of autumn, the picturesque town of Healdsburg comes alive with the vibrant spirit of the harvest season. Nestled in the heart of California’s wine country and just 70 miles north of San Francisco, this quaint town offers visitors a unique opportunity to witness the magic of the harvest firsthand. From grape picking to wine tasting, from farm-to-table experiences to festive events, Healdsburg’s harvest season is a time of abundance and celebration that you won’t want to miss!

Harvest Delights: Experiencing the Bountiful Season in Healdsburg
Photo Credit: Wilson Artisan Wineries

The Harvest Experience

Harvest Delights: Experiencing the Bountiful Season in Healdsburg
Photo Credit: Wilson Artisan Wineries


Healdsburg’s picturesque vineyards and rolling hills provide the backdrop for a truly captivating harvest experience. From late August to October, the town and its surroundings come alive as wineries and farms join hands to bring in the season’s bounty. The iconic grape harvest is a sight to behold, with vineyard workers hand-selecting clusters of ripe grapes, a labor-intensive process that embodies the essence of winemaking tradition.

Harvest Events to Attend

Harvest Delights: Experiencing the Bountiful Season in Healdsburg
Photo Credit: Alexander Valley Vineyards


  • Alexander Valley Vineyard’s Annual grape stomp festival, Let’s Crush It! returns September 16th from 9 am to 2 pm. This lively event allows visitors to step into the shoes of a winemaker and stomp grapes with bare feet, creating a fun and festive atmosphere.

  • Embark on a wine adventure during the Fall Wine Trail event happening on September 23. Discover new wines and explore the beauty of the season in Healdsburg.

  • An ancient Healdsburg tradition is being brought back to life this fall after 86 years! Returning for the first time since 1937, the Healdsburg Prune Box Derby is coming back on October 1, 2023! The Healdsburg Prune Box Derby is a FREE event, where community members will come together to build their own ‘imaginative, non-motored, box cars” to ride down a hill in town.

  • Taste a variety of wines and celebrate the harvest season in the heart of the town by joining the Healdsburg Crush: Pouring on the Plaza on October 15, 2023.

  • Indulge in a special Fall Winemaker Dinner at Comstock Wines. Enjoy exquisite wine pairings and a delightful culinary experience. This unforgettable dining experience takes place on October 21, 2023.

Visit our events page to see a full list of upcoming events in Healdsburg!


Farm-to-Table Dinners, Wine Tasting Celebrations & Harvest Celebrations

During the harvest season, numerous local restaurants team up with nearby farms to present enticing farm-to-table dinners. These culinary collaborations result in menus brimming with fresh, seasonal ingredients that beautifully showcase the region’s gastronomic treasures.

In addition to these delectable meals, wineries also partake in the festive spirit by organizing special wine-tasting celebrations. These events provide an opportunity for visitors to savor the flavors of newly harvested grapes, freshly pressed juices, and even young wines that offer a tantalizing preview of the forthcoming vintage.

Furthermore, the charm of the season extends to local communities through vibrant harvest fairs. These fairs and festivals not only offer engaging activities like apple picking and pumpkin carving but also serve as windows into the rich agricultural heritage of the area. With artisanal food stalls and engaging attractions, they create a wonderful fusion of tradition and celebration.


Getting to Healdsburg and Where to Stay

Harvest Delights: Experiencing the Bountiful Season in Healdsburg

Located just a scenic 1.5 to 2-hour drive from San Francisco, Healdsburg is an ideal getaway for those seeking to slow down from the city’s hustle and bustle, offering a tranquil haven where you can indulge in the beauty of wine country. As the seasons transition and the vineyards come alive with the vibrancy of harvest, Healdsburg transforms into a realm of enchantment. Indulge in a memorable stay during the harvest season by opting for one of these unique and exceptional hotels.

The Lodge at Healdsburg welcomes you with a luxurious yet relaxing ambiance, seamlessly blending modern amenities with serene surroundings. Meanwhile, H2 Hotel offers contemporary elegance and eco-friendly design, perfectly situated near both the town’s heart and natural landscapes. For a touch of mystery and modernity, The Ruse provides a unique, stylish experience. Alternatively, Belle De Jour Inn immerses you in the poetic tranquility of vineyard life. Lastly, Healdsburg Inn intertwines rustic charm with modern comfort, offering a timeless connection to the town’s history amidst picturesque landscapes.

Experience Harvest in Healdsburg

Harvest Delights: Experiencing the Bountiful Season in Healdsburg
Photo Credit: Wilson Artisan Wineries

Healdsburg’s harvest season is a captivating blend of tradition, culinary delights, and festive celebrations that come together to create an unforgettable experience. From grape stomping to farm-to-table dining, this is a time to savor the bounty of nature and immerse yourself in the heartwarming spirit of the community. With its close proximity to San Francisco and a variety of charming accommodations, there’s no better time to book a vacation in Healdsburg than during the enchanting harvest season.