This winter, Hotel Healdsburg invites guests to slow down, breathe deeply, and reconnect with the restorative rhythm of Wine Country. Just steps from the historic Healdsburg Plaza, this beloved luxury boutique hotel transforms into a serene seasonal retreat—where crackling fireplaces,
Make your holiday getaway shine at 27 North Hotel in downtown Healdsburg. From November 15 to January 1, book the Season to Sparkle package and enjoy a festive stay filled with wine country charm. Your Healdsburg hotel stay experience includes:
Celebrate this New Year’s Eve with a sparkling escape to Appellation Healdsburg. Nestled in wine-country sophistication and culinary luxury, this celebration pairs refined comfort with spirited festivity at Healdsburg’s newest hotel. Stay the night and begin with a welcome toast
This holiday season, elevate your escape to a world of effortless style and seasonal joy. Book a stay at the new Appellation Healdsburg resort and find yourself immersed in wine-country elegance—where vineyard views meet glowing fireplaces, open-hearth cooking meets winter
Celebrate the merry happenings of Healdsburg’s festive holiday season with a two-night sparkling escape in the center of it all. As twinkling lights adorn the Plaza and shops hum with cheer, experience the joy of the season in full swing—strolling
This holiday season, Montage Healdsburg invites guests to experience the magic of wine country’s Season to Sparkle. Indulge in luxurious touches that pair festive flavor with effortless relaxation — from handcrafted cocktails and locally inspired dining to cozy evenings surrounded
Experience the magic of Healdsburg this holiday season with Holiday Cheer at Harmon. Located just steps from the twinkling Plaza, Harmon Guest House invites guests to slow down and soak in Wine Country’s festive charm—gallery-lit streets, artisan boutiques, and cozy
A Season to Sparkle in Wine Country Awaits This holiday season, treat yourself to a cozy getaway at the Grape Leaf Inn, nestled in the heart of downtown Healdsburg. Step into our charming boutique inn and experience the magic of
In the heart of downtown, H2hotel’s H2Holiday Escape invites travelers to slow down and savor a merry, mindful retreat. Stay two nights and save 20%, enjoy hot breakfast for two each morning, and receive a $50 property credit to use
The Lodge at Healdsburg invites guests to sip, sparkle, and stay festive this holiday season with its Season to Sparkle Stay Offer, available November 14–December 31. Enjoy a complimentary sparkling wine tasting with Breathless Wines in the lobby every Thursday
Midweek Magic in Healdsburg – Holiday Stays from Just $199/Night! This holiday season, escape the ordinary and embrace the sparkle! Nestled just steps from the festive heart of downtown Healdsburg, the Camellia Inn invites you to experience the warmth, charm,
Celebrate the magic of the season with the Wilson Artisan Holiday Getaway at the Grape Leaf Inn, a cozy and festive escape to Sonoma wine country. This four-day experience blends relaxation with holiday cheer, kicking off with a warm welcome
Step into the spirit of the season with a festive escape to the Calderwood Inn, a beautifully restored Queen Anne Victorian just steps from downtown Healdsburg. This winter, immerse yourself in the charm of the Season to Sparkle, as the
Some towns string up twinkle lights for the holidays. Healdsburg uncorks them. During Season to Sparkle, our haute and happening Wine County hub turns into bubble central–from sparkling wine flights and food pairing experiences to true Champagne tastings of rare
Each winter, Scout Field Bar at Montage Healdsburg brings Season to Sparkle flare to its menu. Caviar Crunch shows off Montage Healdsburg’s playful side: quenelles of Tsar Nicoulai caviar and edible gold atop house-made oak leaf “chips.” Five different sparkling
Black Oak Coffee always leans into cozy season with a lineup of winter drinks made for warming up between Healdsburg holiday adventures. Each offers favor-forward comfort in a cup—perfect for pairing with a sparkling winter getaway in Healdsburg. Black Oak
Winter in Healdsburg just got sweeter. Beginning December 1, Noble Folk Ice Cream & Pie unveils its seasonal lineup of decadent flavors inspired by cozy holiday traditions. This season’s ice creams include two new flavors— Brown Butter Candied Pecan and
Get into the seasonal shimmer at Maison Healdsburg with a month-long blind tasting experience that includes the sparkling wines of Healdsburg’s Brick & Mortar. Throughout December, you’ll relax in the lounge and blind taste their favorite wines from California against
In November and December, guests are invited to celebrate the season at the MacRostie Estate House with the debut of MacRostie’s Elevated Sparkling Food & Wine Experience. Only available during the holidays, this special reservation-only experience showcases MacRostie’s acclaimed sparkling
Join us at Healdsburg Center for the Arts and Celebrate the Holidays with Art! Every year, HCA launches the Holiday Season with a special exhibition of work that takes place from mid-November through the first week of January. “Celebrate with
Lo & Behold Bar + Kitchen has unveiled a limited-time lineup of holiday cocktails that capture the cozy, playful spirit of winter in Healdsburg. Available throughout December, this menu blends warm spices, house-made syrups, and creative riffs on classics, all
This December, take a detour from the typical tasting and join us for a warm, inviting cookie-and-wine (or alcohol-free) pairing at Alexander Valley Vineyards. Nestled in the heart of the Alexander Valley, their historic estate offers the perfect backdrop for
Make your holiday season the most sparkling time of the year at the Healdsburg Bubble Bar with an exquisite journey through Champagne. Over the course of six weeks, the Bubble Bar will present 12 Champagnes by the glass, with two
Step into the sparkle this season at The Matheson with a tasting tour through bubbles of the world. During Season to Sparkle, wine lovers and the wine-curious alike can explore Sparkling Row — a special lineup of six sparkling wines,
Discover the perfect holiday gifts with the ArtNite Healdsburg Holiday Shopping Trail Map, your guide to finding one-of-a-kind art gifts under $300. This curated shopping experience highlights gift ideas, priced from $20 up to $300, offered by a dozen of
A Healdsburg holiday isn’t complete without a visit to Costeaux French Bakery, home of legendary artisan breads, decadent pastries, and the beloved nutcracker-themed holiday décor that locals wait for all year. During Season to Sparkle, Costeaux offers an irresistible lineup
The newest sweet indulgence in downtown Healdsburg is getting into the holiday spirit. Dutch Door Donuts—known for their made-by-hand doughs, fried-to-order perfection, and flavor-forward creations—is celebrating Season to Sparkle with two limited-edition treats that shine as bright as the Plaza
Moshin Vineyards is uncorking something truly special for the holidays — the limited release of their 2021 Blanc de Noir Sparkling Wine, offered as an exclusive bonus pour for all tasting room guests every Friday through Sunday, November 15 to
Toast to the magic of A Season to Sparkle with The Matheson’s Miracle on Matheson Street cocktail — a festive creation that shimmers as brightly as Healdsburg itself. Crafted with blood orange vodka, a touch of lemon and clove, and
During the busy holiday season, make time to pamper yourself at The Spa Hotel Healdsburg with its Holiday Glow Facial–a restorative, radiant experience that balances festive sparkle with seasonal calm. In celebration of Healdsburg’s Season to Sparkle, all Red Light
This holiday season, let your gift-giving shine a little brighter. As part of Stay Healdsburg’s Season to Sparkle campaign, Winegrowers of Dry Creek Valley invites you to celebrate the magic of our community—where every vineyard, winery, and small business helps
A little bit of local luxury awaits this holiday season at Dry Creek Kitchen restaurant in downtown Healdsburg. Indulge in crisp, golden hash browns topped with Tsar Nicoulai Caviar and a creamy French onion dip—a playful yet elegant nod to
Experience the magic of the season at Jordan Winery’s whimsical holiday celebration, where classic Wine Country elegance meets the nostalgic charm of Candy Land. Begin your visit with a toast of Jordan Cuvée by Champagne AR Lenoble alongside the luxurious
Celebrate the season in style with an indulgent pairing at Ernest Vineyards’ Tasting Lounge on the Healdsburg Plaza. Enjoy a bottle of Premier Cru Blanc de Blancs Champagne—crafted in partnership with Carol Doyard in the village of Vertus, France—alongside one
This holiday season, little ones are invited to share their wishes with the North Pole—no sleigh required. Stop by Bon Ton Baby in downtown Healdsburg to write a special note or heartfelt wish to Santa. Drop it into the North
Bike Healdsburg invites visitors to roll into the holidays with a Season to Sparkle deal: 10% off Wine Tasting & Nibbles Tours and Bar Crawl Tours. From November 15–December 31, climb aboard the open-air party trolley, sip through scenic tasting
Throughout the holiday season, J Vineyards & Winery invites you to visit its chic Bubble Room for a seasonal flight tasting menu featuring all of their signature sparklers. LEARN MORE
Garrett’s Hardware debuts its new Holiday Christmas Décor Tent in 2025. This festive pop-up is a one-stop destination for everything you need to bring seasonal charm to your home–open from October 24 through the holidays. Shoppers will find sparkling lights,
Discover a little sparkle each day this season at Falling for Dainty. The beloved Healdsburg boutique is celebrating the holidays with 12 days of special surprises—exclusive offers, limited-edition pieces, and unexpected delights designed to make spirits (and jewelry boxes) bright.
La Ruche Healdsburg invites guests to discover the sweetness of the season with mead tastings and special holiday discounts. Visitors can explore a variety of handcrafted meads—each bottle capturing the essence of local honey and time-honored fermentation traditions—while enjoying festive
Toast to the holidays at Parish Cafe–Healdsburg’s authentic Cajun comfort food restaurant–with a half-bottle of Vilmart Brut Champagne and home-made beignets. A perfect pairing for $55. Parish Cafe is now open for dinner three nights a week. More opportunities to
Savor the warmth of winter at Montage Healdsburg’s Scout Field Bar. Created with local cheeses sourced from the region’s finest creameries, these daily menu offerings include bubbling fondue and traditional raclette—perfect for sharing with friends over a glass of wine
Get into the holiday spirit—literally—with 12 Days of Christmas Cocktails at Spoonbar. From persimmon-spiced sippers and snickerdoodle-inspired nightcaps to cozy gingerbread and coffee-kissed creations, and even savory surprises with squash and spice, every day unveils a fresh new festive recipe
Make your holiday nights shine with a Spoonful of Sparkle—a jewel-toned, flavorful bite of Golden Beet & Osetra Caviar Tartare paired with a glass of Balletto Sonoma Coast Brut Rosé in a presentation so festive, you’ll be smiling and posting
Add a little holiday magic to your meal with Pizzando’s whimsical Christmas Tree Affogato—creamy Strauss organic vanilla soft-serve topped tableside with a shot of freshly pulled Italian espresso and a shower of colorful holiday sparkles. Watch your server trim your
Bring a little extra sparkle to your holiday outing with Pizzando restaurant’s festive pairing: Mozzarella in Carrozza—crispy, mini, golden-fried mozzarella and anchovy sandwiches—served with a glass of fine Italian bubbly by Bisol, a Prosecco Superiore DOCG. A warm, cheerful treat
Make the season sparkle at Montage Healdsburg, where the mistletoe is waiting for your picture-perfect holiday moment. Throughout December, gather loved ones, steal a kiss, and capture the joy of the season beneath this festive tradition. Share your snapshots using
Before Santa makes his stop in wine country, Montage Healdsburg invites guests to share their holiday wishes the old-fashioned way. Little ones can pen heartfelt letters and slip them into the festive North Pole mailbox in the hotel lobby. Whether
Hotel Healdsburg guests will enjoy complimentary gift wrapping by hotel staff, ensuring your treasures are beautifully packaged and ready to share. Shop your way through art galleries, imaginative jewelers, stylish boutiques, locally owned bookstores, toy shops, and more—and leave the
En Plein Air: Vineyard Painting Class WITH NELLA RUBINSTIEN FOUNDER OF HEALDSBURG ART ATELIER Experience the beauty of Sonoma County en plein air(French for “in the open air”) with an intimate, outdoor painting class set in the scenic vineyards of