Festive Christmas window display with wreath and stars

Unwrap 12 Winter Wonders in St. Helena

Our Advent Calendar Awaits


Day 1 gift box with festive message

Day 1: Open to Sparkle & Shine

Discover a little glow for the season. AF Jewelers brings luxury to Main Street with curated collections from iconic designers, plus elegant giftware and accessories. Napa Valley Vintage Home’s beloved Barrel Tree Ornament an annual keepsake celebrating St. Helena in winter.


Day 2 holiday gift and treat celebration

Day 2: Taste of Holiday Cheer

Lift the lid on a sweet holiday duo. Erosion Tap House’s smoked “campfire” ice cream swirls toasted marshmallow, graham cracker, and chocolate into pure winter nostalgia, while Gott’s Roadside’s Candy Cane Shake blends organic vanilla ice cream with crushed peppermint for a festive sip.


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Day 3: Play Cozy in Wine Country

Winter comfort at its finest. Harvest Inn’s New Year’s Package pairs vineyard-view stays with a five-course wine dinner, countdown celebration, and brunch for two. Or unwrap walkable charm at Inn St. Helena steps from restaurants, shopping, and historic vineyards.


Day 4 holiday gift toast to the season

Day 4: A Toast to the Season

Step into a slower, soulful season. Faust Haus invites guests to The Winter Table, an intimate tasting of estate wines alongside artisan cheeses and house-made provisions. Or unwrap exclusive access with The Little Book of Big Experiences, Napa Valley’s Wine Passport, offering elevated pairings, tours, and private tastings at 10 Napa Valley wineries all winter long.


Day 5 holiday event dine under festive lights

Day 5: Dine Under the Lights

The Charter Oak’s Yurt Village Supper Club brings steakhouse elegance to a private, twinkle-lit yurt, while Violetto offers an intimate Italian-inspired dining experience driven by seasonal ingredients and contemporary flair.


Day 6 A Chef’s Winter Workshop banner

Day 6: A Chef’s Winter Workshop

Open to creativity in motion. At Under-Study, Michelin-starred Chef Philip Tessier leads hands-on workshops where craft, technique, and inspiration meet. Nearby, The MAC’s immersive Julia Child exhibition celebrates culinary curiosity, while New West KnifeWorks offers artisan knives perfect for your holiday feasts.


Day 7 Christmas culture color and curiosities

Day 7: Culture, Color × Curiosities

Bold flavors and local culture. The Prisoner Wine Company pairs inventive dim sum bites with expressive wines, while Azteca Market St. Helena offers authentic stocking stuffers and ingredients inspired by family and tradition.


Day 8 perfect holiday photo moment graphic

Day 8: The Perfect Holiday Photo Moment

St. Helena’s most iconic holiday sight. The towering 36-ft Beringer Wine Barrel Tree wine barrel tree crafted from repurposed Beringer barrels. Snap your family photo at St. Helena’s must-see seasonal display.


Day 9 Red Room Revelry holiday gift graphic

Day 9: Red Room Revery

Peel back the crimson lid and slip into indulgence. The JCB St. Helena Red Room offers luxe wines by the glass, curated flights, and decadent pairings featuring caviar, cheeses, and charcuterie. A bold sensory escape perfect for winter evenings.


Day 10 gift idea wrap up something local

Day 10: Wrap Up Something Local

Celebrate makers and local charm. At Carter and Co’s Winter Market, discover handcrafted ceramics, textiles, jewelry, and more from regional artisans. Step outside into the Historic Shopping District for boutiques, galleries, and gourmet shops.


Day 11 Christmas stocking adventure awaits

Day 11: Adventure Awaits

Bursts with the spirit of the outdoors. Ride the Vine Trail with gear and expertise from St. Helena Cyclery, or give the gift of a Napa Valley State Parks Membership for year-round access to hikes, picnics, and historic experiences.


Day 12 gift promoting pure relaxation

Day 12: Unwrap Pure Relaxation

Meadowood Napa Valley’s Tree House Milk Bath nourishes and rejuvenates, while SkinLab Napa Valley
offers advanced skincare and professional finishing touches. A holistic haven for refreshed, glowing winter skin.


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