St. Helena
Your Insider’s Guide to 48 Hours in St. Helena
St. Helena, California, United States
Discover the ultimate 48-hour guide to St. Helena with Amanda McCrossin, a renowned wine expert who knows Napa Valley like no one else. From luxurious stays to must-visit wineries, unforgettable dining, and local gems, this itinerary will immerse you in the heart of wine country. Follow along for insider tips, exclusive experiences, and links to plan your own perfect weekend getaway!
St. Helena
DAY 1 Check-in to Luxury at Alila Napa Valley
1915 Main St
St. Helena, CA
Monday:
Open 24 hours
Tuesday:
Open 24 hours
Wednesday:
Open 24 hours
Thursday:
Open 24 hours
Friday:
Open 24 hours
Saturday:
Open 24 hours
Sunday:
Open 24 hours
Kick off your St. Helena adventure with a stay at the luxurious Alila Napa Valley, an adults-only retreat lauded by Condé Nast and Forbes. Cozy up by your private firepit, soak in breathtaking vineyard views, and indulge in transformative experiences at Spa Alila. Your perfect escape starts here!
St. Helena
Enjoy Dinner at Charlie's
1327 Railroad Ave
St. Helena, CA
Monday:
11:30 AM – 9:00 PM
Tuesday:
Closed
Wednesday:
Closed
Thursday:
11:30 AM – 11:00 PM
Friday:
11:30 AM – 11:00 PM
Saturday:
11:30 AM – 11:00 PM
Sunday:
11:30 AM – 9:00 PM
End your first night at Charlie’s Napa Valley, a culinary hotspot led by ex-French Laundry sous chef Elliot Bell. Dive into globally-inspired dishes, from truffles and oysters to fried chicken with champagne. Don’t miss the ‘NYC Happy Meal’—a gourmet indulgence you’ll never forget!
St. Helena
DAY 2 Stroll St. Helena’s Historic Shopping District
St. Helena, California, United States
Start Day 2 exploring St. Helena’s Historic Shopping District. Discover unique boutiques, indulge at Woodhouse Chocolates, and sip wine in a former bank vault. From art galleries to historic gems like Cameo Cinema, Main Street blends history with modern charm!
St. Helena
Wine & Dine at Prisoner Wine Company
1178 Galleron Rd
St. Helena, CA
Monday:
10:00 AM – 4:00 PM
Tuesday:
10:00 AM – 4:00 PM
Wednesday:
10:00 AM – 4:00 PM
Thursday:
10:00 AM – 5:00 PM
Friday:
10:00 AM – 5:00 PM
Saturday:
10:00 AM – 5:00 PM
Sunday:
10:00 AM – 5:00 PM
Experience the bold innovation of Prisoner Wine Company with a wine and food pairing that pushes boundaries. Savor their iconic blends alongside curated culinary bites, all in a strikingly artistic tasting room that’s as Instagram-worthy as it is delicious!
St. Helena
Unwind with Happy Hour at Alila Napa Valley's Terrace Bar
1915 Main St
St. Helena, CA
Monday:
Open 24 hours
Tuesday:
Open 24 hours
Wednesday:
Open 24 hours
Thursday:
Open 24 hours
Friday:
Open 24 hours
Saturday:
Open 24 hours
Sunday:
Open 24 hours
Unwind at Alila Napa Valley’s Terrace Bar as the sun dips behind the mountains. Savor seasonal small bites and sip their signature Mexico City-style Margarita while soaking in the breathtaking Napa Valley sunset.
St. Helena
Indulge in Dinner at Violetto
1915 Main St
St. Helena, CA
Monday:
7:00 – 11:00 AM, 5:00 – 9:00 PM
Tuesday:
7:00 – 11:00 AM, 5:00 – 9:00 PM
Wednesday:
7:00 – 11:00 AM, 5:00 – 9:00 PM
Thursday:
7:00 – 11:00 AM, 5:00 – 9:00 PM
Friday:
7:00 AM – 2:30 PM, 5:00 – 9:00 PM
Saturday:
7:00 AM – 2:30 PM, 5:00 – 9:00 PM
Sunday:
7:00 AM – 2:30 PM, 5:00 – 9:00 PM
End your day at Violetto, where Napa Valley’s rich history meets Italian-French culinary artistry. Indulge in a menu that blends old-world techniques with fresh, local ingredients, creating a dining experience as memorable as the vineyard views.