Spoonbar

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

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.

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

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

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.

Bravas: A vibrant Healdsburg tapas spot where traditional Spanish bites meet inventive cocktails in a cozy, charming indoor-outdoor bungalow.

Little Saint is a vibrant, 100% vegan cafe and wine bar in Healdsburg serving farm-fresh, artful dishes alongside inventive cocktails in a chic, spacious setting.

Barndiva serves inventive, Michelin-starred farm-to-table American dishes in a chic barn setting with a lush garden patio and standout cocktails.

Discover an Italian wine and provisions shop where adventurous drinkers can explore a fine selection of wines alongside perfect picnic accompaniments.

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