Spend 48 Aesthetically Appealing Hours in Healdsburg, CA
Photo: Aperture Cellars
Nestled in the heart of California's renowned Wine Country, Healdsburg is a quaint and picturesque town that combines the rustic allure of the countryside with the sophistication of a vibrant culinary and cultural scene. This hidden gem, situated in Sonoma County, welcomes wine tasters and travelers of any nature with open arms and a warm, friendly atmosphere that invites you to slow down and savor the finer things in life.
On top of being a charming town set in beautiful, natural surroundings, Healdsburg is also home to chic and elegant hotels, restaurants, and wineries as well. If you’re looking for the most aesthetic and lovely places to stay, eat, and drink at while visiting the town of Healdsburg, read on for Opulist-approved destinations to add to your list.
Stay
The Madrona Hotel, Healdsburg, CA
Photo: The Madrona Hotel | Photographer: Matthew Millman
A historic hotel in the countryside of Healdsburg, The Madrona Hotel is a feast for not only your eyes, but all your senses. Within the original buildings of the estate, completed in 1881 as a private residence, you will find a number of classically appointed hotel rooms offering incredibly designed accommodations. Rooms in the Mansion sit above the signature restaurant and lounge spaces, many with views of the valley below. In the property’s original Carriage House, a number of studio suites are found through their own private lobby entrance that revere the building’s equestrian beginnings. The historic nature of the estate lends charming idiosyncrasy to each space, with no two guest rooms exactly alike.
Photos: The Madrona Hotel | Photographer: Matthew Millman
Hotel Les Mars, Healdsburg, CA
Hotel Les Mars, a member of Relais & Chateaux, brings the romance of French living to Northern California. Located one block from Healdsburg’s historic town square, the surrounding area includes Michelin Star dining, wine tasting, hiking, and other outdoor activities, as well as many boutiques. Hotel Les Mars is dedicated to the tradition of old-world luxury. Throughout the property, traditional 17th and 18th-century antiques complement the Parisian-style charm.
Photo: Hotel Les Mars
Montage Healdsburg, Healdsburg, CA
Photos: Montage Healdsburg
A transformative hideaway nestled among rolling vineyards, The Montage Healdsburg is a luxury escape where warm hospitality meets the charm and beauty of Sonoma wine country.
With one-third of each space dedicated to outdoor living, 130 bungalow-style guestrooms and suites blend contemporary influence with environmentally conscious design. Enjoy time lounging by the pool, sitting on their lovely outdoor terraces, or just taking it all in from your personal balcony.
Coffee & Breakfast
Little Saint, Healdsburg, CA
Photos: Little Saint
On the first floor of the beloved Little Saint in downtown Healdsburg you’ll find the glorious combination of a coffee bar, wine lounge, cocktail bar, and specialty market for you to peruse and enjoy first thing in the morning or all day long. Indulge in seasonally rotating pastries, morning bites, and all-day plates at their communal seating area with indoor and outdoor seating, or take your treats to go. The beverage selections include chilled wines from our collection, cocktails, refreshing sparkling beverages, local beer, cider, coffee, and teas.
Photo: Little Saint
Black Oak Coffee Roasters, Healdsburg, CA
A light, bright, and charming building on Healdsburg’s town square houses the delicious Black Oak Coffee Roasters. Pop in to get your morning fix before strolling around town and kicking off your day.
Photo: Black Oak Coffee Roasters
Eat
Restaurant at the Madrona, Healdsburg, CA
Photo: Restaurant at The Madrona | Photographer: Matthew Millman
Within The Madrona Hotel lies multiple dining experiences with the main attraction being The Restaurant at The Madrona. Their menu draws inspiration from global destinations to highlight the natural beauty of their estate-grown ingredients. The beverage program showcases inventive cocktails, rare spirits, and an eclectic wine list that goes beyond Sonoma’s borders to embrace the work of winemakers around the world.
Reservations are encouraged, but walk-in’s are welcome in the bar & lounge for dining & drinking.
Photos: Restaurant at the Madrona | Photographer: Matthew Millman
Dry Creek Kitchen, Healdsburg, CA
Set on Healdsburg’s historic tree lined Plaza, Dry Creek Kitchen mixes Chef Charlie Palmer’s vibrant American cooking and world class bottlings with the intimate charm of a small town and true wine country hospitality. The inviting dining room is punctuated by sculptural floral arrangements, floor-to-ceiling windows and oversized doors which open to a lovely patio, evoking wine country’s indoor-outdoor lifestyle.
They offer a three-course dinner menu or a five-course tasting menu for your choosing to be able to experience the decadent local flavors of Healdsburg.
Photo: Dry Creek Kitchen
The Rooftop, Healdsburg, CA
Photos: The Rooftop
Rise above it all on The Rooftop’s terrace, located at the Harmon Guest House, and indulge in views of Fitch Mountain, the Sonoma Hills, and downtown Healdsburg. Gather around the fire pit, sip a glass of wine at sunset, or enjoy a bite at the end of the day.
Photo: The Rooftop
Little Saint, Healdsburg, CA
After you’ve experienced all the first floor of Little Saint has to offer, consider making reservations for dinner at their more formal restaurant on the second floor. The Second Story is their elevated dining concept, a unique culinary experience showcasing the season's bounty sourced from Little Saint Farm and the surrounding area.
Unlike the downstairs all-day cafe and lounge, The Second Story offers a set menu that unfolds with a series of courses that are thoughtfully paired with their wine and cocktail program. You can also catch live music upstairs, so make sure you check out their events calendar as well.
Photo: Little Saint
Wine Taste
Aperture Cellars, Healdsburg, CA
Photo: Aperture Cellars
Aperture Cellar’s modern and beautiful hospitality lounge is anchored in their historic Healdsburg vineyard where wine and art intermingle unlike anywhere else in wine country. They offer a range of private rooms in which they proudly create perfectly curated experiences specifically tailored to meet your needs. Walk the vines. Enjoy the art. Savor the wines.
Photo: Aperture Cellars
Flowers Vineyards & Winery, Healdsburg, CA
Photos: Flowers Vineyards & Winery
Perched on top of soaring coastal ridges that border the Pacific Ocean, the stunning Flowers Winery invites you to experience their elegant and expressive Pinot Noir and Chardonnay from the far Sonoma Coast in a gorgeous natural setting with exceptional interior and exterior design features as well.
Photo: Flowers Vineyards & Winery
Marine Layer Wines, Healdsburg, CA
Marine Layer Wines has a tasting room that looks like a living room we want to move into immediately. Their tasting room was designed as an ode to coastal California and the space boasts a bright, warm atmosphere, complete with an array of intimate lounges for guests to relax and enjoy.
Photo: Marine Layer Wines
Silver Oak, Healdsburg, CA
Photo: Silver Oak
Silver Oak’s winery in Healdsburg is not to be missed. This stunner of a property includes a modern, striking structure that is designed to “Frame the Vineyard,” featuring panoramic views of the Alexander Valley and their surrounding 113-acre estate and 75 acres of prime Cabernet Sauvignon vineyard. Upon arrival, guests are welcomed into their modern barn-inspired tasting room adjacent to the iconic Silver Oak water tower. The winery was clearly created to allow you to appreciate both the breathtaking countryside and the incredible design of the winery all in one beautiful visit.
Photo: Silver Oak
The delightful town of Healdsburg doesn’t need much to make it any more alluring than it already is. Between the scenery, charm, good food, and incredible wine, this heavenly wine country town sells itself. But when paired with the incredible design and beauty featured in the places above, the city becomes an absolute aesthetic dream.
All locations featured here are Opulist picks and can also be found when searching for the city of Healdsburg. Use the search page to help plan your weekend itinerary ahead of time, or pull it up while you’re visiting to remind yourself of all the beautiful locales nearby. Enjoy your getaway and happy #opulistgem scouting.
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