Tasting Rooms for One-Stop Sipping in Healdsburg

Healdsburg Avenue

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

A downtown Healdsburg walking tour includes some two dozen tasting rooms, with many more in walking distance.

Siduri Healdsburg Lounge
Siduri Healdsburg Lounge

In the Healdsburg Plaza, Siduri specializes in single-vineyard Pinot Noirs from California and Oregon and boasts a cool turn-table for spinning tunes.

The tasting room at Lioco Wine Co. invites visitors with airy space, modern Scandinavian furniture, and cozy banquettes with a killer music playlist for your listening/tasting pleasure.

Roadhouse Winery beacons tasters with select micro-lots of Pinot Noir from Mendocino and Sonoma counties.

At Cartograph, you’ll find Pinot Noir of exceptional freshness and transparency and, if you’re lucky, Dry Riesling, in this bright, sleekly styled tasting room on Center Street. 

At Thumbprint, you can choose from 10 wines daily, including saucily titled blends like “Four Play” and “Threesome.”

Hartford Family Winery pours a trinity of great Sonoma County wines, including: 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

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 like a rare sparkling Barbera at Portalupi Wines, coveted Chardonnay at Selby, and surfer-themed tastings at Longboard.

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 operates not only as a coffee cafe but also as the tasting room for local wineries Leo Steen and Rootdown Wine Cellars

Across the street from Old Roma Station, Davis Family specializes in Pinot Noir, Chardonnay, and olive oil. 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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