Discover the magic of Wine Country with this three-day St. Helena Inspiration Guide.
From luxurious stays, to indulgent dining, and relaxing spa moments, this itinerary is your key to creating unforgettable memories.
Day 1
Settle in and start your getaway
Settle into your holiday escape at one of St. Helena’s top hotels. Relax with vineyard views and a private jacuzzi at the charming Harvest Inn. Embrace elegance at Alila Napa Valley, an adults-only retreat with fireplaces and wraparound balconies. Steps from downtown, Southbridge Napa Valley offers cozy fireplaces and private balconies for a warm stay. For a soulful experience, the Wydown Hotel is just a block away from the famous Beringer Wine Barrel Tree and treats guests to fresh cookies and a tranquil tea room during your stay.
Your first evening in wine country calls for a festive stroll through the Historic Shopping District, where each shop sparkles with holiday charm. Stop by Woodhouse Chocolateto pick up artisanal confections or a s’mores kit for a sweet treat back at your hotel. Warm up with hot cocoa as you soak in the magical holiday atmosphere. End your night at Cook St. Helena, savoring homemade pasta, seasonal risottos, and cozy dishes like braised short rib and roast chicken with thyme.
Day 2
Rejuvenation, adventure, and seasonal flavors
Start your morning with a relaxing manicure or pedicure at KJ Nails Spa, where you can unwind and enjoy a calming atmosphere. Next, head to the Forbes Five-Star-rated Spa at Meadowood Napa Valley, offering a tranquil setting for ultimate relaxation. Choose from a hot tub session or enjoy a cozy fireplace treatment room to rejuvenate both body and soul.
When you’re refreshed, head to Chandon for their signature Togetherness Lunch—a celebration of sparkling wines and flavors inspired by Napa’s global community. Settle into their garden-inspired table to enjoy pairings that brighten each glass and spark conversation.
In the evening, explore St. Helena’s holiday spirit more with a visit to the towering Beringer Wine Barrel Tree. This 36-foot-tall holiday masterpiece, crafted entirely from repurposed wine barrels, stands as a tribute to Napa Valley’s rich wine heritage. With twinkling lights and festive photo opportunities, it’s the perfect spot for capturing holiday memories.
Day 3
A taste of luxury to send you off
Start your day at Chateau Montelena with the Hillside Terrace Experience. Enjoy a guided tour of their beautiful grounds, followed by a personalized wine tasting overlooking the vineyards. End with a gourmet lunch on the hillside deck, where fine wines and stunning views create a perfect send-off moment.
Before you leave, bring home festive treasures from your trip. Order the 2024 Boisset Holiday Advent Calendar online from the JCB Collection to savor or share a daily toast to the season. Then, stop by Napa Valley Vintage Home to pick up the exclusive Barrel Tree ornament. A handcrafted keepsake inspired by St. Helena’s iconic holiday tradition.
A Sparkling Return
Toast to the New Year with caviar & celebration
Extend your stay in St. Helena with luxurious caviar and wine experiences. Start at Davies Vineyards for a wine and caviar brunch with Schramsberg sparkling wines, Davies reds, and gourmet pairings like Regiis Ova Caviar and local tenderloin.
Next, visit JCB St. Helena, where you’ll savor curated wine flights paired with caviar, cheeses, and charcuterie in an elegant art salon setting.
End the day at Charlie’s, a cozy spot serving Regiis Ova Caviar alongside creative dishes and an excellent selection of wines. A perfect way to cap off your indulgent visit!
