Discover the Best Upcoming Events and Venues in Healdsburg, California

Nestled in the heart of Sonoma County, Healdsburg is a charming town known for its vibrant arts scene, world-class wineries, Michelin Star and James Beard Award Winning Restaurants, as well as picturesque landscapes. Whether you're a local or a visitor, there's always something exciting happening in Healdsburg. Here are some upcoming events and venues you won't want to miss:

1. February Sunset Series at the MacRostie Estate House Experience the magic of a Healdsburg sunset with live music at the MacRostie Estate House on February 15th. Sip on exquisite wines while enjoying the stunning views and soothing melodies.

2. Gilfillan Cabernet Sauvignon Vertical Tasting with Paired Lunch by Chef Shane McAnelly at Lambert Bridge Winery Join the Gilfillan Estate on February 21st for a unique wine tasting experience paired with a delicious lunch by Chef Shane McAnelly. This event is perfect for wine enthusiasts looking to explore the rich flavors of Cabernet Sauvignon.

3. Pigs & Pinot at Hotel Healdsburg Join Chef Charlie Palmer and a host of culinary and wine elites for the 18th Annual Pigs & Pinot weekend on March 21st and 22nd. Enjoy a celebration of pork and Pinot Noir with tastings, seminars, and a gala dinner.

4. Valentine’s Day Caviar & Wine Experience at Portalupi Start your Valentine's Day celebration with an indulgent caviar and wine pairing event at Portalupi Winery on February 14th. Enjoy exquisite caviar paired with Portalupi’s finest wines for a romantic evening.

5. Nick Shoulders @ Little Saint Catch Nick Shoulders performing live at Little Saint on February 15th for a night of great music and entertainment. Little Saint is a popular venue known for hosting talented artists and creating unforgettable experiences.

6. John Elliott @ Little Saint Don't miss John Elliott's performance at Little Saint on February 13th and 14th. Enjoy an evening of soulful music in an intimate setting.

Exciting Events at Montage Healdsburg:

7. Healdsburg Jazz Winter Festival Experience an exclusive performance by renowned pianist Jason Moran at the inaugural Healdsburg Jazz Winter Festival. This event will take place in the expansive ballroom of Montage Healdsburg on February 2nd.

10. Galentine’s Yoga Session Celebrate the bonds of friendship and the journey to wellness with a special Galentine’s yoga session on February 14th and 15th at the Vineyard Lawn. February 13th, 2025, 9am.

11. Valentine’s Day Couples Yoga Session Enhance your bond with a special Valentine’s Day couples yoga session on February 16th at the Vineyard Lawn. February 14th & 15th, 8am. February 16th, 9am.

12. Valentine’s Day Dinner at Hazel Hill Enjoy an elegant four-course Valentine’s Day dinner at Hazel Hill, featuring crab and Wagyu, in a beautifully set ambiance. February 14th, 2025.

13. Sonoma County Restaurant Week at Hazel Hill Explore special menus and experience the unique flavors of Hazel Hill during Sonoma County Restaurant Week. February 24th - March 2nd 2025.

14. Easter Celebration Celebrate Easter with a delightful brunch buffet at Hazel Hill and a special visit with the Easter Bunny on the Vista Lawn. April 20th, 2025, 10am-2:30pm.

Events at Dry Creek Kitchen:

15. Valentine’s Day Tasting Menu Celebrate Valentine’s Day in the heart of wine country at Dry Creek Kitchen, featuring a decadent multi-course tasting menu designed with hyper-local and amorous ingredients.

16. Three Valley Wine Dinner Series Join Dry Creek Kitchen for their monthly wine dinner event, showcasing the three most famous winemaking valleys in Sonoma County. Enjoy a crafted menu expertly paired with a selection of wines.

17. Sonoma County Restaurant Week From February 24th to March 2nd, Dry Creek Kitchen invites you to Sonoma County Restaurant Week 2025. Enjoy a three-course meal featuring Northern Sonoma County’s hyper-local ingredients.

Events at Goodnight’s Restaurant:

18. Valentine’s Day at Goodnight’s Prime Steak + Spirits Indulge in a sumptuous Valentine’s Day experience at Goodnight’s on February 14th. Chef David Lawrence presents a seven-course tasting menu for $145 per person, with an optional $55 wine pairing.

Events at Matheson Restaurant:

18. Valentine’s Day at The Matheson Experience a divine Valentine’s Day dining experience with a six-course menu featuring highlights such as Fumé de Amour Smoked Salmon, L’Amour de la Mer Dungeness Crab Cannoli, and a decadent Wagyu Filet Mignon.

19. Valentine’s Day at Roof 106 Celebrate Valentine’s Day in style at Roof 106, the vibrant rooftop restaurant above The Matheson. Chef Brian Best presents a special $80 per person family-style menu, featuring bold, shareable dishes perfect for a romantic evening or a festive gathering with friends.

Explore Healdsburg's Top Venues:

Guiso Latin Fusion Guiso Latin Fusion offers a unique dining experience with a blend of Latin American flavors. Enjoy a cozy and intimate setting perfect for a romantic dinner. You’ll feel like family here! Chef Carlos Mojica is a rising star in the culinary world.

Flowers Winery Flowers Winery is known for its exceptional wines and stunning vineyard views. Visit their tasting room to experience the best of Sonoma County wines.

MacRostie Winery MacRostie Winery offers a beautiful setting for wine tasting with breathtaking views of the Russian River Valley. Enjoy their exquisite wines and warm hospitality.

SingleThread SingleThread is a three-Michelin-star restaurant that offers an unforgettable dining experience. With a focus on seasonal and locally sourced ingredients, their multi-course tasting menu is a culinary journey you won’t want to miss.

Stay connected with us on social media @bradfordbrennerart for daily updates on our travels, food adventures, art inspirations, and all things fun! Healdsburg is a treasure trove of experiences waiting to be discovered. Don't miss out on these exciting events and venues that make this town a must-visit destination.

ABOUT THE AUTHOR & ARTIST: BRADFORD BRENNER

Born June 9th, 1959 in New York City, NY to art collector parents, Bradford Brenner has been a professional artist for the last 36 years.  His work has been featured in numerous national art publications and can be found in private and corporate collections throughout the world.  Brenner’s gallery and studio is located on the historic Plaza in Healdsburg, CA.

Brad received his education from both University of California, Santa Barbara and San Diego State. Receiving creative inspiration and ideas intuitively, his emotive imagery and loose brushstrokes reflect an instinctive and intuitive spirit. Collectors are drawn to the freedom and looseness that represents his unique style, and highly spontaneous rich, multi-layered works. Brenner draws upon a wealth of artistic influences, including his passion for and study of the Old Masters, the Impressionists, the Tonalists and the Abstract Expressionists to create a style that is uniquely his own.