Hello, Healdsburg 

If Napa is the headline, Healdsburg is the intimate chapter — a Sonoma hideaway where vineyard landscapes meet small-town charm. Just 20 minutes north of Santa Rosa, this wine country gem pairs world-class wines with a flourishing culinary scene, from celebrated tasting rooms to inventive farm-to-table dining. Add in art galleries, boutiques, and a lively downtown plaza, and Healdsburg invites you to slow down and savor the good life. Here’s your cheat sheet for what to see and do during your next Sonoma sojourn.

SIP

Begin your tasting journey at the House of Flowers, part of the Huneeus family’s acclaimed portfolio. Known for its elegant Pinot Noirs and Chardonnays, the setting is just as memorable as the wine — think modern architecture, serene gardens, and sweeping vineyard views. For something a bit more boutique, explore Aperture Cellars, where winemaker Jesse Katz crafts Bordeaux-style blends that balance innovation with Sonoma tradition. Whether you prefer a big-name label or a hidden gem, Healdsburg’s tasting rooms embody the variety and vibrancy of Sonoma wine country.

SAVOR

Healdsburg’s culinary scene is as impressive as its wine. At The Matheson, Chef Dustin Valette brings his family’s legacy full circle, transforming a century-old building into a destination for wood-fired pizzas, inventive tasting menus, and a third-floor rooftop with 88 wines on tap. For an elevated resort setting, Hazel Hill at Montage Healdsburg offers refined California cuisine that celebrates the region’s farmers and foragers — best enjoyed with vineyard views and a crafted cocktail in hand. And don’t miss Barndiva, a Michelin-starred favorite blending rustic charm with a modern, farm-to-fork menu. Dining here isn’t just a meal; it’s a true expression of place.

SHOP

Beyond food and wine, Healdsburg’s downtown plaza invites leisurely exploration. Browse local boutiques for home goods, artisan wares, and fashion finds that reflect Sonoma’s blend of sophistication and ease. Stop by Healdsburg’s galleries, where rotating exhibitions highlight both regional and international talent. And if you time your visit right, the Healdsburg Farmers’ Market (held seasonally) offers fresh produce, flowers, and handcrafted goods — perfect for a picnic or simply soaking in the community vibe. Shopping in Healdsburg feels less like an errand and more like a discovery, each stop revealing another layer of the town’s character.

STAY

For a retreat that blends privacy with resort luxury, The Club’s residences at Montage Healdsburg are unmatched. Set on 258 acres of vineyards and oak woodlands, the Harvest Home Four-Bedroom Residences offer more than 4,200 square feet of indoor–outdoor living, complete with expansive terraces, private hot tubs, and spacious gathering areas. Families and groups will feel at home with a chef’s kitchen, ensuite bedrooms, and seamless access to resort amenities — from Spa Montage and vineyard-view pools to seasonal dining at Hazel Hill. Just minutes from downtown Healdsburg, it’s wine country living at its most effortless.