The 12 Best Places in Healdsburg

The tasting room's camera-aperture architecture, all dramatic angles and floor-to-ceiling glass, was designed to pull your eye toward the vineyards outside, which is a neat trick given what's in the glass. Aperture Cellars pours Bordeaux-inspired Sonoma wines across a few tasting tiers, from introductory blends up to a private gallery session with limited releases. A rotating photography exhibition runs throughout. It holds a spot on the World's 50 Best Vineyards list.

1. The 50 #14 · The World's 50 Best Vineyards

The ivy-clad château and its Bordeaux-inspired Cabernet Sauvignons have landed Jordan on the World's 50 Best Vineyards list, at number thirteen. You visit by touring the 485-acre estate, then settling in for wine and food pairings in the vineyard or the library. The "Paris on the Terrace" experience leans hard into the French fantasy, with charcuterie, bread, estate olive oil, and music included, which is either charming or a lot, depending on your relationship with themed dining.

1. The 50 #13 · The World's 50 Best Vineyards

The 130 rooms here are bungalows scattered among heritage oaks, stained the same quiet brown so they nearly disappear into the hillside. This Forbes Five Star resort sits deep in Sonoma wine country, with vineyard views from two pools, an archery range, a yoga lawn, and an 11-treatment-room spa that will absolutely derail your itinerary. The terrace at the bar, with Mount St. Helena on the horizon and a local pour in hand, makes a compelling case for doing nothing at all.

1. Forbes Travel Guide Forbes Five Star
2. Michelin Guide 2 Keys
3. The 50 The 50 Discovery

1. Forbes Travel Guide Forbes Four Star

Five rooms in downtown Healdsburg, each stocked with the kind of comforts that make you forget you ever owned a house. This boutique inn is the work of chef Kyle Connaughton and his wife Katina, whose farm supplies the kitchen downstairs. The modern-classic rooms come with an extravagant breakfast, and guests get preferential access to the three-Michelin-starred restaurant below, though advance planning is still required. Michelin awarded it 3 Keys.

1. Michelin Guide 3 Keys

A Victorian-era mansion built in Aesthetic Movement style anchors this boutique hotel on Healdsburg's west side, a pointed rebuke to the region's endless Tuscan fantasies. The interiors, by co-owner and designer Jay Jeffers, layer period details against modern interventions, a serious art collection, and decades of accumulated antiques and curios. The Michelin Guide awarded it 2 Keys.

1. Michelin Guide 2 Keys

Five rooms above the restaurant, each with picture windows over Healdsburg's low-key downtown, and the kind of locally made snacks and luxurious bath amenities that make you wonder whether anyone actually checks out. The inn runs on the same Japanese hospitality philosophy as the dining room below, so the attention to detail borders on the uncanny. Gracefully minimalist, high-ceilinged, and more like a very tasteful friend's guest room than a hotel.

1. Forbes Travel Guide Forbes Recommended

1. Michelin Guide Selected Hotels

A boutique hotel in the heart of Healdsburg that actually looks like it belongs in California rather than a Tuscan village someone imported by mistake. San Francisco architect David Baker designed it, and the modernist bones feel rooted to this specific corner of wine country in a way that faux-Provençal stonework never quite manages. Small, stylish, and selected by the Michelin Guide, it's a useful base for anyone who'd rather spend money on Pinot than on décor they've seen somewhere in Umbria.

1. Michelin Guide Selected Hotels

1. Michelin Guide Selected Hotels

1. Michelin Guide Selected Hotels

1. VinePair Sommelier of the Year · The Next Wave Awards · Alexandria Sarovich
2. The New York Times The Restaurant List