Tasting Rooms for One-Stop Sipping in Healdsburg

Healdsburg Avenue

So many Sonoma County winery tasting rooms cluster around downtown Healdsburg, a wine lover could spend days sipping without once needing to hop in a car. The storefronts around the Healdsburg Plaza brim with coveted brand names, showcasing the finest varietals of the Dry Creek, Russian River, and Alexander valleys—as well as beyond. 

A downtown Healdsburg walking tour includes some two dozen tasting rooms, with even more within easy walking distance.

The interior of the tasting room has a wooden table, modern light fixtures, and bohemian style fabrics
Banshee Wines

The tasting rooms at Banshee Wines and Lioco Wine Co. feel almost like living rooms. Banshee’s casual, rustic-chic vintage decor is warmed by southwestern fabrics and a backdrop of reclaimed wood, while Lioco’s airy space is all Scandinavian furniture and cozy banquettes. Both spin killer playlists for your listening/tasting pleasure.

Siduri Healdsburg Lounge
Siduri Healdsburg Lounge

Across the Plaza, Siduri specializes in single-vineyard Pinot noirs from California and Oregon (and has a sweet turntable of its own), while micro-lots of Pinot noir from Mendocino and Sonoma counties are the lures at Roadhouse Winery.

At Cartograph, you’ll find Pinot noir of exceptional freshness and transparency, and if you’re lucky, dry Riesling—the grape that sent former public radio sound engineer Alan Baker on a winemaking journey—in this bright, sleekly-styled tasting room on Center Street. 

At Thumbprint, choose from 10 wines daily, including saucily-titled blends like “Four Play” and “Threesome.” And speaking of three, Hartford Family Winery pours a trinity of great Sonoma County wines: Chardonnay, Pinot Noir, and old vine Zinfandel. 

Steps leading up to the tasting room where wine barrel chairs sit out front
Hawley Winery Tasting Room and Gallery

Some tasting rooms do double or even triple duty. At Hawley Winery Tasting Room & Gallery, you can enjoy Hawley’s delicious Dry Creek Valley wines while surrounded by wine-stave furniture and chandeliers created by Austin Hawley, and bold Sonoma County landscapes by Dana Hawley, an established and collected artist since 1980. 

Explore the side streets around Healdsburg Plaza, and you’ll find Italian varietals at Portalupi Wines, including a rare sparkling Barbera; coveted Chardonnay at Selby; and at Longboard, surfer-themed tastings. One block off the Plaza to the south, Williamson is known for pairing its wide variety of single-varietal wines with scrumptious small bites.

Steps lead up to a comfy seating area shaded with umbrellas and surrounded by flowers
Breathless Sparkling Wines

Just a short walk from the Plaza to the west, Breathless created a landscaped oasis in an industrial zone. Sip sparkling wine and dress up for Polaroid photos in this fun, welcoming lounge. 

Less than a mile southeast of the Plaza, Old Roma Station feels like a secret destination, housing two micro-winery co-ops. Hudson Street Wineries pours selections from four small labels, while The Drink serves not only as a coffee cafe, but also the tasting room for local wineries Leo Steen and Rootdown Wine Cellars

Across the street from Old Roma, Davis Family specializes in Pinot noir, Chardonnay, and olive oil, and you’re welcome to take your tasting in their organic kitchen garden overlooking the Russian River. 

A place settign with wine and food from above
Healdsburg Wine & Food Walking Tours

With all these tasting rooms in downtown Healdsburg, it can be hard to know where to begin. Healdsburg Wine & Food Walking Tours, Let’s Go Wine Walk, and Savor Healdsburg Food Tours all offer behind-the-scenes walking tours led by local experts. Or, ride a “party bike” with up to 10 people pedaling together on the Wine & Nibble Tour with Bike Healdsburg.

And there’s even more to explore. Healdsburg is surrounded by three lush winegrowing regions, with some 100 wineries outside of town, in properties sprinkled across hills, dales, and vineyards near and far. Check our listings of all Sonoma County Wineries, and localize the list by clicking on Healdsburg.

Find hotels & lodging, and things to do in Sonoma County. 

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