Healdsburg’s charm isn’t just in its scenic vineyards but also in its elevated nightlife—quite literally. If you’re seeking the best rooftop bars in Healdsburg for a sky-high toast, you’re in for a treat. This picturesque town is home to a growing number of spots that make the list of best bars in Healdsburg, where you can savor a drink with a view.

Whether you’re a local or a visitor trying to decide where to drink in Healdsburg, look no further than the rooftops for your answer. With new bars and restaurants in Healdsburg popping up, be sure to keep up to date with my evolving blog posts on all things Healdsburg:

THE BEST HEALDSBURG BRUNCHES

THE BEST COFFEE SHOPS IN HEALDSBURG

BEST HEALDSBURG LUNCH SPOTS

THE BEST HEALDSBURG RESTAURANTS

THE BEST WINE TASTING ROOMS IN DOWNTOWN HEALDSBURG

WHERE TO DINE IN HEALDSBURG ON A TUESDAY

Now, let’s talk rooftops because I’ve got the scoop on the best of the best of sky-high sipping and dining. These spots aren’t just about what’s in your glass or on your plate; they’re about the vibes, the views, and the sheer joy of Healdsburg living.

Roof 106 at The Matheson

Let’s start with Roof 106 at Matheson Rooftop, a recent addition to the best rooftop bars in Healdsburg. This isn’t just a bar; it’s a destination where mixology meets the charm of Healdsburg. Their cocktails, a blend of fine spirits and local ingredients, are a celebration of the region’s bounty, enjoyed amidst the

Johanna Valette, Chef Owner Dustin Valette & Emily, The JetSetting Fashionista at The Matheson One Year Anniversary party!

Harmon House Rooftop

Then there’s the Harmon House Rooftop, a staple when listing the best bars in Healdsburg. It’s where the day’s bustle fades into night’s tranquility, set against the stunning Fitch Mountain and Sonoma hills—ideal for those golden-hour photos that capture the essence of where to drink in Healdsburg.

SingleThread Farm – Restaurant – Inn Rooftop

The SingleThread Farm – Restaurant – Inn’s Rooftop is one of the most magical rooftop views in town. Sadly it’s only available to their guests dining with them. I have been fortunate to dine with them and experienced this stunning rooftop during my dinner and it’s breathtaking.

See more pictures below and be sure to add SingleThread Farm – Restaurant – Inn to your bucket list for those foodies like me. Read more about my amazing dining experience at Single Thread Farm – Restaurant – Inn here.

Little Saint Second Roof Terrace

Lastly, the Second Story at Little Saint offers a more intimate vibe. This makes it a must-visit among the best bars in Healdsburg. This roof terrace invites you to indulge in a narrative dining experience, pairing each course with a handpicked selection of wines and cocktails.

As we explore the best rooftop bars in Healdsburg, these establishments stand out. Ready for an unforgettable rooftop rendezvous? Join me in celebrating the best places to drink in Healdsburg, where every sip is accompanied by a breathtaking view.