Little Saint

SingleThread in Healdsburg melds three-Michelin-starred kaiseki elegance with Sonoma’s seasonal bounty, served in a luxe inn inspired by Japanese ryokan hospitality.

Sleek boutique retreat in the heart of Healdsburg with spacious rooms, a luxe spa, a heated pool, valet parking, and chef-driven dining steps from the plaza.

Montage Healdsburg offers a luxe NorCal modern retreat with vineyard views, upscale dining, a spa, pools, and serene oak-studded acres.

Black Oak Coffee Roasters is a stylish hangout pouring flawless artisan brews, inventive lattes, and tasty bites, making it a local favorite.

This cozy spot whips up light, fluffy beignets, spicy shrimp and grits, and classic Cajun po’boys with a friendly, laid-back vibe.

Chalkboard offers stylish seasonal American small plates and local wines in a cozy, inviting atmosphere perfect for unwinding after a day of wine tasting in Healdsburg.

Molti Amici serves fresh handmade pastas and wood-fired Neapolitan pizzas in a breezy, bocce-lined patio that screams casual Italian cool.

Shed is your trendy one-stop shop in Healdsburg for curated kitchen tools, housewares, and local delights, all served with a side of fantastic food.

This chic boutique hotel blends modern design with local art, offering spacious rooms with balconies, a rooftop bar, pool, and central Healdsburg location.

The Matheson in Healdsburg serves seasonal farm-to-table California fare with a stunning wine wall and rooftop vibe, perfect for wine lovers and foodies alike.