H2Hotel

Duke's is the go-to Healdsburg spot for inventive cocktails and local bites, blending a lively atmosphere with Prohibition-era charm.

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.

SingleThread is a Michelin three-star gem in Healdsburg that pairs stunning Japanese-inspired multi-course dining with exceptional hospitality in a luxurious inn, all centered around hyper-seasonal ingredients from their nearby farm.

Noble Folk is a chic ice cream and pie haven with a creative flair, serving up unique flavors and delightful house-baked pies in a bright, airy space.

Nestled among stunning vineyards, this plush hotel offers top-tier service, impressive amenities like a spa, outdoor pools, and delicious dining options in a serene setting.

Little Saint is a vibrant Healdsburg spot serving all-day vegan bites, artisan coffee, and sustainable wine, combining eclectic decor with a lively atmosphere perfect for brunch, casual meals, or live music events.

The Matheson is a chic, multilevel dining destination in Healdsburg offering a fusion of farm-to-table dishes and an impressive self-serve wine wall, perfect for a casual yet upscale night out.

Nestled in the heart of Healdsburg, this chic hotel boasts modern rooms with luxe amenities, a stunning pool, and access to top-notch dining and local wineries—all with effortlessly cool vibes perfect for a weekend getaway.

This lively Mexican haven boasts Oaxacan and Jalisco favorites, a vibrant patio, and a must-try selection of mezcal cocktails.

In the heart of wine country, Troubadour transforms from a charming daytime sandwich shop into an intimate evening bistro, offering seasonal French-inspired cuisine.