Ultimate Guide to St. Helena

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  • by HANA-LEE SEDGWICK
  • on JULY 26, 2024
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Guides

Ultimate Guide to St. Helena

By Hana-Lee Sedgwick July 26, 2024

Located in the heart of Napa Valley, St. Helena beckons with its beautiful wineries, five-star dining experiences, and luxurious places to stay. Whether you come for the quality wine, food, or accommodations—or better yet, a combination of all three—St. Helena has everything you need for a memorable weekend getaway in Napa Valley. Here’s our guide to what to see and do in the charming town of St. Helena.

Where to taste:

Charles Krug
Carriage House at Charles Krug, Photo Courtesy of Charles Krug

2800 Main Street, St. Helena, CA 94574, (707) 967-2229

Founded in 1861, Charles Krug is not only home to California’s first tasting room, but is also where the Mondavi dynasty first started. Known for its storied heritage and famed wines, Charles Krug Winery is a worthy stop, especially if you’re interested in the legacy of Napa Valley winemaking.

Insider Tip: If you’ve ever wanted to experience what it’s like to be a sommelier, hop on the Blind Taste Like a Somm experience. In this interactive wine tasting workshop, you’ll learn how color, aromatics, structure, and grape markers can identify which wine varietal you are drinking.

Clif Family
Rise and Wine Tasting. Photo Courtesy of Clif Family

709 Main Street, St. Helena, CA 94574, (707) 968-0625

This eco-conscious winery—founded by the family behind the beloved Clif Bar brand—focuses on high-quality, low-impact wine and food, using organic and sustainable farming practices. During a visit to Clif Family Winery, you can indulge in a diverse range of experiences, from casual tastings to farm-to-table culinary experiences featuring fresh, seasonal ingredients sourced from their own organic farm.

Insider Tip: While the seated wine and food pairings are always a treat, if you’re looking for something more casual, yet no less delicious, stop by the Clif Family Bruschetteria food truck to enjoy a selection of sandwiches, salads, and sides.

Photos courtesy of Merryvale Vineyard

1000 Main Street, St. Helena, CA 94574, (707) 963-7777

Situated on the bustling Main Street of St. Helena, Merryvale Winery is an institution in Napa Valley. Established in 1983, Merryvale is home to the first winery production facility built after the repeal of Prohibition. Since then, the winery has earned a strong reputation for its premium Bordeaux varietal wines, diverse tasting options, and delightful culinary-focused experiences.

Insider Tip: In Napa’s warmer months, the Profile Estate Picnic is hard to beat. Offered April through October, this seasonal experience will find you picnicking and sipping wine atop a picturesque ridge 800 feet above the valley. It’s quite a memorable way to “wine taste” in Napa.

Lithology
Photo courtesy of Lithology

500 Meadowood Lane, St. Helena, CA 94574, (707) 968-9030

A relative newcomer on the scene, Lithology specializes in handcrafted wines from select growing areas within the Napa Valley. Their mission is deeply rooted in honoring the unique qualities of the land, with a strong emphasis on sustainability and minimal intervention in the vineyard. This commitment shines through in their wines, offering vibrant expressions of Napa’s unique terroir.

Insider Tip: Make an appointment at the winery, located at the bottom of Howell Mountain, to sample these exclusive wines for yourself. The experience pairs an educational vineyard tour with a selection of Lithology’s finest wines, allowing you to fully explore what this brand is all about.

Also worthy of a stop is HALL Wines St. Helena, where a dedication to beauty shows in everything from the wine to the extensive artwork and sculptures throughout the property, and Trinchero, which has been crafting wine since 1948. Last but certainly not least is Fantesca Estate, tucked just outside of St. Helena on Spring Mountain. This stunning winery and vineyard is a must for anyone looking for an exclusive and intimate tour and tasting of highly acclaimed wines.

Where to eat:

Violetto
Photo courtesy of Violetto

1915 Main Street, St. Helena, CA 94574, (707) 963-9004

Located inside the Alila, Violetto is a brand-new restaurant celebrating the rich Italian and French culinary heritage of Napa. Chef Thomas Lents draws inspiration from the abundant regional produce, including fresh ingredients from their own kitchen gardens, to craft exquisite dishes for breakfast, lunch, and dinner. For the ultimate dining experience here, opt for the sumptuous seven-course tasting menu—a true delight.

Insider Tip: If brunch is more your thing, stop by Violetto for brunch on Saturdays and Sundays to start your day with dishes like the croissant bread pudding French toast and Fogline Farm saltimbocca.

Farmstead at Long Meadow Ranch
Photo Courtesy of Farmstead at Long Meadow Ranch

738 Main Street, St. Helena, CA 94574, (707) 963-4555

Attached to Long Meadow Ranch winery, Farmstead’s American farmhouse cuisine is good any time of day, but brunch should not be missed. Featuring ingredients sourced from their farm, ranch, and vineyards, Farmstead is all about eating fresh and local food, whether reaching for the fresh-squeezed carrot ginger juice or grass-fed beef tartare.

Insider Tip: The restaurant’s warm cinnamon rolls will likely be a highlight of your day, so don’t skip an order of these to share.

Gott's Roadside
Photo Courtesy of Gott's Roadside

933 Main Street, St. Helena, CA 94574, (707) 963-3486

This Napa Valley favorite is an American classic, serving mouthwatering burgers from its roadside diner since 1999. Stop by for a classic burger made with a ⅓ pound Niman Ranch beef patty, or dig into something more adventurous, like the kimchi burger with fried egg and spicy mayo. You’ll also find salads, fries, milkshakes, and, because it’s Napa Valley, a selection of wines by the glass and bottle.

Insider Tip: If you save room after your meal, Gott’s offers soft-serve ice cream by the cup or cone, available with all the fixins.

The Charter Oak
Photo Courtesy of The Charter Oak

1050 Charter Oak Avenue, St. Helena, CA 94574, (707) 302-6996

Hidden behind the ivy-clad exterior, The Charter Oak offers a laid-back dining experience created by acclaimed Chef Christopher Kostow, formerly of the Three-Michelin-starred Restaurant at Meadowood. This charming Napa Valley eatery boasts a tree-covered courtyard patio and a stylish, spacious interior, where simple, farm-inspired dishes highlight ingredients primarily sourced from the restaurant’s own 2.5-acre garden.

Insider Tip: Don’t miss their legendary cheeseburger or the artfully arranged starters like farm-fresh eggs drizzled with parmesan and cracked black pepper.

When you’re ready for more, head to the heart of downtown St. Helena to stop at the charming Model Bakery for their famous English muffins or a breakfast sandwich to go with your coffee. This location has been a bakery since 1908, and Model Bakery still bakes in the original brick ovens from the 1920s. Also worth checking out is Harvest Table, where inspired California fare highlights locally sourced ingredients, much of which comes from their five culinary gardens. And at the upscale gastropub Goose & Gander, located in downtown St. Helena, you’ll find classic American fare with a Wine Country twist, plus a tasty selection of libations.

Where to stay:

Photos courtesy of Alila Napa Valley

1915 Main Street, St. Helena, CA 94574, (707) 963-7000

Occupying a 1907 Georgian-style farmhouse and situated against the vineyards of adjacent Beringer Vineyards, Alila is a luxury retreat that has everything needed for a perfect stay in Wine Country. This adults-only hotel includes an array of guest rooms and suites, an on-site spa and fitness center, a pool, and a signature restaurant, Violetto, as mentioned above, where Italian-French fare highlights the best of Napa Valley’s seasonal ingredients.

Insider tip: There are over 10 different styles of rooms and suites available at the 64-room Alila, most of which feature outdoor terraces with fireplaces and vineyard views; however, for unobstructed views and plenty of room to unwind, book the Vineyard View Grand Suite with Balcony—a top floor, one-bedroom suite with over 1,500 square feet of space.

Wydown Hotel
Photo courtesy of Wydown Hotel

1424 Main Street, St. Helena, CA 94574, (707) 963-5100

Immerse yourself in the heart of downtown St. Helena at the Wydown Hotel, conveniently located on Main Street just steps from tasting rooms and restaurants. The 12-room boutique hotel offers relaxed, modern luxury, with spacious rooms outfitted with comfortable furniture, Nespresso coffee makers, and plush robes and slippers to make you feel right at home.

Insider Tip: Regardless of the time of day, Wydown’s Tea Room will be your go-to gathering spot, where you’ll be greeted with complimentary continental breakfast each morning, gourmet cookies and tea in the afternoon, and Friday wine tastings. It’s also home to the occasional pop-up shop and seasonal celebration.

Meadowood Napa Valley
Photo courtesy of Meadowood

900 Meadowood Lane, St. Helena, CA 94574, (707) 531-4788

For a five-star experience in Wine Country, head to Meadowood Napa Valley, where you’ll find tastefully decorated rooms and suites, farm-to-table dining, and a spa that caters to your well-being. There’s also a wide range of amenities and perks included with a stay here, from tennis and hiking to shoe-shine services, fitness classes, and complimentary car service to St. Helena and Yountville. It all adds up to a blissful way to experience Napa Valley.

Insider Tip: There’s no better way to spend a warm day in Wine Country than beside a pool, particularly when said pool is at Meadowood. And with three pools on-site—one for swimming laps, another for family fun, and one for adults only—there’s something for everybody.

Also worth noting is the Wine Country Inn & Cottages, offering a tranquil place to stay just a few minutes from downtown, where quiet, comfortable rooms feature private patios and are surrounded by vineyards. The picturesque Harvest Inn is also a welcome respite after a day of wine tasting, where 81 spacious rooms, lushly landscaped grounds, and two heated outdoor pools await.

What to do:

2555 Main Street, St. Helena, CA, (707) 967-2530

Built in the late 19th century and listed on the National Register of Historic Places, this gorgeously imposing building houses cooking demonstrations and classes, wine seminars, a marketplace, restaurant, bakery, and a wine key museum—everything that a gourmand or oenophile could ask for.

Insider Tip: The CIA also has a location in downtown Napa, offering additional experiences tailored for wannabe chefs, wine enthusiasts, and those who just like good food.

Robert Louis Stevenson Museum
Photo Courtesy of Robert Louis Stevenson Museum

1490 Library Lane, St. Helena, CA 94574, (707) 963-3757

This two-room museum next to the St. Helena Library houses artifacts and manuscripts from the famous author’s life in Napa Valley, providing the unique opportunity to experience his life and legacy without a fee, since the museum offers free admission.

When visiting St. Helena, be sure to wander Main Street (aka Highway 29) between Adams Street and Pope Street for some serious window shopping. Don’t miss Woodhouse Chocolate or Pearl Wonderful Clothing. Numerous high end art galleries dot the street too, for the collector or the curious. Or, catch a film at the old fashioned movie house, Cameo Cinema, where owner Cathy Buck personally welcomes the audience before each showing.

When visiting St. Helena, be sure to wander Main Street (aka Highway 29) between Adams Street and Pope Street for some serious window shopping. Don’t miss Woodhouse Chocolate or Pearl Wonderful Clothing. Numerous high end art galleries dot the street too, for the collector or the curious. Or, catch a film at the old fashioned movie house, Cameo Cinema, where owner Cathy Buck personally welcomes the audience before each showing.

Conclusion

As you can see, it’d be easy to spend your entire Napa Valley vacation exploring the charming town of St. Helena—and with so much to eat, drink, and explore in one small part of Napa Valley, we wouldn’t blame you if you did just that!