Things to Do in Healdsburg | Montage Healdsburg

A Sonoma Wine Country Retreat

With its captivating blend of wine country charm, rustic natural beauty and impeccable flavors, Healdsburg consistently ranks as one of America’s favorite small towns. Whether sipping your way through world-class tasting rooms or unwinding amid understated luxury, this historic enclave is certain to suit your palate.

Friends tasting wine at Montage Healdsburg

Wine Tasting

Nestled in the heart of Sonoma County, Healdsburg’s world-renowned wineries are as diverse as they are distinguished. Close proximity to three of North America’s premier wine-growing regions — Russian River Valley, Dry Creek Valley and Alexander Valley — showcases the full spectrum of Northern California terroir, from cool-climate Pinot Noir and Chardonnay to old vine Zinfandel and full-bodied Cabernet Sauvignon.

Grapes on a Vine at Montage Healdsburg, A luxury resort

Annual Wine Events

Sonoma County Wine Auction | September 19 – 21, 2024
Join winemakers and chefs and bid on the region’s top wines and once-in-a-lifetime experiences.

Healdsburg Crush | October 13, 2024
Taste limited production Chardonnay, Pinot Noir and Sparkling Wines in Healdsburg Plaza.

Wine & Food Affair | November 2 – 3, 2024
A glorious weekend of wine and food pairing at 60+ wineries.

Barrel Tasting | March 1 – 2, 2025
Local winemakers welcome visitors into their cellars to barrel taste and view the production process.

Pigs & Pinot | March 2025
Chef Charlie Palmer’s food and wine event pairing heritage pork with the world’s best Pinot Noirs.

Passport to Dry Creek Valley | April 2025
Join 30+ wineries for a celebration of the land’s viticultural bounty.

Healdsburg Wine & Food Experience | May 2025
Learn from skilled chefs and artisans at the ultimate farm-to-table experience.

Annual Specialty Events

Tuesdays in the Plaza | July & August 2024
Weekly summer concerts in downtown Healdsburg plaza with a unique line-up of bands and food vendors.

Festival del Sole | August 1 – 4, 2024
The stunning multidisciplinary program returns to wine country to celebrate the arts.

Merry Healdsburg Weekend | December 2024
A winter wonderland downtown with a tree lighting ceremony and family fun.

Sonoma County Restaurant Week | February 2025
Join one of the North Bay’s finest annual culinary experiences.

BottleRock Napa Valley | May 2025
Three-day music, wine, food and brew festival in wine country.

Country Summer Music Festival | June 2025
Northern California’s biggest country music festival features three days of top country artists, attractions and food and libations.

Fine Dining

Healdsburg’s celebrated culinary scene provides a singular experience for every occasion, from Michelin-starred tasting menus to casual wine country bistros. Whichever cuisine the evening calls for, visitors will find a common emphasis on farm-to-table ingredients paired with the region’s wide array of exquisite wine. Many of the town’s restaurants can also be experienced via organized culinary tours.

Sunflowers growing in a field at Montage Healdsburg

Art Galleries

Artists and artisans make up the fiber of one of Northern California’s most beloved creative colonies. Enjoy a casual stroll around the downtown galleries to view works by national and local artists, photographers, jewelry makers and artisans. You will soon discover why Healdsburg is recognized as a premiere fine arts destination.

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Charlie Brown statue outside of Schulz in Healdsburg

Museums

A popular destination since 1871, Healdsburg’s diverse history adds another layer of charm to its visitor appeal. Discover the region’s unique character by visiting Santa Rosa’s Charles M. Schulz Museum (dedicated to the creator of Snoopy, Charlie Brown and other Peanut comic strips), as well as acclaimed exhibits at the Healdsburg Museum and Historical Society.

Healdsburg Plaza

To capture the quintessential ambience of Healdsburg, start with a stroll through and around Healdsburg Plaza. A 18^th-century plaza located downtown, this popular landmark puts you at the epicenter of the town’s bustling collection of art galleries, shops, wine bars, restaurants and historic buildings. You’ll also find local events and programs including the Healdsburg Farmers Market on Tuesdays and Saturdays, holiday festivals in the winter, Tuesday night live concerts and the Sunday Art and Antique Fair in the summer.

Close-up of bartender making cask beers at bar

Breweries, Distilleries and Cider Houses

Wine isn’t the only award-winning beverage stemming from Sonoma County. With nearly two dozen breweries, nine cider houses and more than a dozen distilleries operating within a short drive of Healdsburg, there are endless establishments to discover if you’re seeking an alternative to grapes.

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