Explore legendary eateries, classic wineries, retro-cool stays, and Main Street gems that make St. Helena the heart of wine country.
Classic Bites
Old-school flavor never goes out of style. These beloved eateries serve up comfort, character, and culinary tradition. Each one a true taste of St. Helena’s rich food scene.
- Grab a flaky croissant or world-famous English muffin at Model Bakery, a staple of the Historic Shopping District for nearly 90 years with a stylish, retro-futuristic interior.
- Savor a roadside meal at Gott’s Roadside, an iconic eatery serving up bold flavors and summer specials like the Grilled Pineapple Burger, Street Corn, and Cherry Cobbler Parfait.
- Unwind with a glass of wine and a slice at Station St. Helena, a vintage gas station turned all-day eatery and local favorite.
- Step into Market Restaurant for a martini at the classic bar and comfort fare in a cozy, stone-walled setting.
- Taste Wine Country’s agricultural roots at Farmstead at Long Meadow Ranch, where farm-to-table fare shines on the scenic patio.
- Indulge in Michelin-starred magic at PRESS Restaurant, where locally sourced ingredients meet timeless elegance.
Wines with a Legacy
Sip through stories and vintages that stand the test of time. These iconic wineries pour rich history, impeccable wines, and experiences that never go out of fashion.
- Sit back in Louis M. Martini Winery’s Martini Park and enjoy a relaxed tasting, paired with an artisan cheeseboard.
- Enjoy a complimentary wine tasting flight at Raymond Vineyards on Thursdays and Sundays, served in the scenic “GROVE” beside their organic estate vineyards.
- Discover old Napa at Boeschen Vineyards, where estate wines meet a classic car collection.
- Get cozy in the tasting room at Prager Winery & Port Works, home to handcrafted port-style wines and good vibes.
- Play bocce and sip estate wines at Mathew Bruno Winery, a modern retreat with old-world charm.
Stays that Keep it Classic
Sleep steps from Main Street in timeless comfort. These walkable stays blend retro charm with modern-day amenities, perfect for your next wine country escape.
- Enjoy laid-back style at El Bonita Motel, where vintage design meets lush garden courtyards. Now with an upgraded pool for the perfect summer unwind.
- Embrace redwood-studded elegance at Harvest Inn, where vineyard views, rustic luxury, and the monthly One Main Cigar Dinners combine for an unforgettable evening.
- Unwind at Vineyard Country Inn, where exposed beams, fireplaces, and vineyard views set the tone.
- Discover upscale serenity at Alila Napa Valley, a Georgian-style estate with vineyard-facing balconies and indulgent spa treatments.
Historic Finds
Where every storefront tells a story. Stroll through St. Helena’s Historic Shopping District and uncover treasures, trends, and timeless goods.
- Browse designer fashion and vintage jewelry inside Pearl Wonderful Clothing’s historic stone building.
- Elevate your wardrobe at elysewalker, a luxe boutique offering curated styles from 150+ global designers.
- Step into bold color and iconic artwork at MEUSE Gallery St. Helena, located in the storied Richie Block.
- Taste craft beer, wine, and artisan ice cream all on tap at Erosion Tap House.
- Pick up a piece of the past at Steve’s Hardware & Housewares, serving locals since 1955.
