Establishment neighborhood
The Madrona
1001 Westside Rd., Healdsburg
Originally built in 1881, this boutique hotel, newly remodeled by San Francisco-based designer and co-owner Jay Jeffers, blends contemporary elements and charms of the past with remarkable attention to detail. There are 24 completely unique rooms distributed between the main house, the carriage house, and free-standing bungalows. (Indulge in crisp linens and heated tile floors.) On the expansive eight-acre property, guests can luxuriate in the on-site orange grove, take a dip in the saltwater pool, enjoy the restaurant (helmed by Michelin-starred chef Jesse Mallgren), and ogle over exquisitely patterned wallpapers, original architectural features, and antique furnishings, like a set of particularly charming bunny-eared chairs. Our favorite part? Savoring our morning coffee from the wraparound porch, enjoying views of Napa’s rolling vineyards.
Montage Healdsburg
100 Montage Wy., Healdsburg
Buried deep in wine country, “a retreat for the modern age” is an apt descriptor for the new-ish Montage. Less than two hours from San Francisco, the property is as much a wellness destination as it is a wine-centric one. The spa is next level, with a roster of both traditional and more cutting-edge treatments available. Meanwhile, yoga happens outside amongst the vineyards. At its core, the Montage Healdsburg is a classic California resort: Understated, aesthetically respectful of the natural surroundings, and resolutely upmarket. Given the property sits on 250 acres, you are saturated in vines, oak trees, and native flowers at every turn—the level of space and isolation is total bliss. And the hotel has every amenity you can think of (with great activities for kiddos). The concierge crew are whizzes at arranging private tastings, tours, and bespoke dining experiences throughout the Sonoma Valley. Images courtesy of Christian Horan.