Little Saint

Eco-chic boutique hotel in Healdsburg with bamboo floors, private balconies, solar pool, free bikes, and a vibey Mediterranean bar.

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.

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

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

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.

Goodnight's Prime Steak + Spirits is a chic Western-style steakhouse in Healdsburg, serving expertly grilled prime cuts and signature cocktails in a lively atmosphere.

Campo Fina serves wood-fired Italian pizzas and small plates with a sunny wine-country vibe, bocce court, and stellar local and Italian wines.

Discover Lioco, a hip tasting room in Healdsburg where you can sip exceptional California wines in a stylish, laid-back atmosphere complete with vinyl tunes.

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

Willi’s Seafood & Raw Bar in Healdsburg serves vibrant tapas-style seafood, from barbecued oysters to lobster rolls, paired with a stellar wine list in a lively, casual spot.