Nestled 90 minutes north of San Francisco lies the idyllic town of Healdsburg, the heart of California Wine Country. With its charming plaza boasting around 40 tasting rooms, and many more throughout the three surrounding wine regions, Healdsburg beckons visitors to unwind and savor the region’s finest varietals. A relaxed atmosphere envelops you as you wander through the picturesque town of Healdsburg, flanked by acclaimed restaurants, world-class wineries, and eco-conscious hotels.

Healdsburg’s unique blend of urban energy and small-town charm sets the scene for an unforgettable happy hour experience.

Must-Try Happy Hour Sports in Healdsburg


Bravas Bar de Tapas

Immerse yourself in the vibrant energy of Bravas, a local favorite that blends farm-to-table ingredients from Sonoma County with a Spanish-inspired tapas menu . Their happy hour boasts delectable small plates, perfect for sharing alongside a refreshing glass of sangria or a handcrafted cocktail.

Insider Tip: Order the paella on the patio and you’ll feel like you’ve been transported to a small town outside of Barcelona with the warm evening weather. 

Happy Hour: 3 PM – 6 PM Sunday through Thursday.


Willamson Wines

While Williamson Wines boasts exceptional tastings and lunches, their weekday happy hour provides a delightful escape for the after-work crowd. Mingle with friends or unwind solo at Bill’s Cellar, their dedicated happy hour venue.

Insider Tip: For just $15, you can enjoy a glass of wine and a selection of tasty bites during happy hour. 

Happy Hour: 4 PM to 6 PM weekdays.


The Rooftop at Harmon Guest House

Courtesy of @therooftopharmon and @harmonguesthouse

Soak in the breathtaking views of Healdsburg from the Rooftop at Harmon Guest House.  Their happy hour features enticing drink specials and small plates, perfect for an elevated after-work experience.

Insider Tip: Visit on a Monday for $1 oysters! Pairs beautifully with their The Rooftop namesake cocktail.

Happy Hour: 3 PM to 6 PM Tuesday to Sunday.


Spirit Bar at Dry Creek Kitchen

Nestled inside the luxurious Hotel Healdsburg, Spirit Bar offers a relaxed and cozy  atmosphere. Unwind after a day of wine tasting with creative cocktails and inventive bar bites from their Happy Hour menu.

Insider Tip: Be sure to check out their website for their live jazz nights by the fireplace!

Happy Hour: 5 PM to 7 PM, Sunday – Thursday 



Nestled in the heart of Healdsburg, Pizzando offers a lively happy hour experience with a focus on wood-fired pizzas and craft cocktails. Gather with friends and savor the flavors of their signature pies, like the Margherita with fresh basil and creamy mozzarella, or the Salsiccia with spicy Italian sausage and roasted peppers. Pair your pizza with a selection from their extensive wine list or a refreshing cocktail made with locally sourced ingredients.

Insider Tip: Don’t miss their Aperol Spritz, a perfect balance of bittersweet Aperol and sparkling wine.

Happy Hour: 4 PM – 6 PM Monday through Friday.


Little Saint

For a lively and social atmosphere, head to Little Saint’s happy hour. This local favorite offers handcrafted cocktails alongside delicious light bites, perfect for sharing with friends. Their plant-based menu with fresh ingredients from the Little Saint Farm will leave your plates and cocktails looking like works of art. 

Insider Tip: Check out their free concerts upstairs every Thursday! 

Happy Hour: 3 PM to 6 PM


The Matheson 

Enjoy the bar and Wine Wall at the Matheson everyday during their Happy Hour. From small bites like Furikake Popcorn and Duck Confit Empanadas, to their iconic Broccolini Pizza, this is the spot to be from 4 – 6 pm.  

Insider Tip: Stop by for their Winemaker Wednesdays where a different winery is featured every week with complimentary tastings and a live recording of Sonoma County Vintners’ Vine + Wine + Dine radio show.

Happy Hour: 4 PM to 6 PM, Everyday


Asahi Sushi & Kitchen

Asahi Sushi & Kitchen offers a delightful happy hour experience with a focus on fresh sushi and Japanese tapas. Gather with friends and savor the flavors of their signature rolls, like the Spicy Tuna Roll or the California Roll, paired with refreshing Japanese beers like Kirin Ichiban or Asahi.

Insider Tip: Don’t miss their happy hour, held Sunday, Tuesday, and Wednesday, which features a special Izakaya Tapas menu with small plates perfect for sharing. It’s the ideal way to sample a variety of flavors and experience the vibrant atmosphere of this local sushi spot.

Happy Hour: Sunday, Tuesday & Wednesday


Healdsburg Happy Hour Scene

Healdsburg’s happy hour scene is ever-evolving.  Consider venturing beyond this list and exploring hidden gems like Lo & Behold, KINSmoke, Healdsburg Bar & Grill and GRATA Italian Eatery.

Unwind, mingle, and savor the flavors of Healdsburg during your next happy hour adventure! Book your dream foodie getaway in Healdsburg and explore the happy hour bounty that awaits!