Winding Through Wine Country
Sample the flavors of the Napa Valley, Sonoma County, and the Anderson Valley on this scenic drive past rolling hills and endless vineyards

Trip Itinerary Overview
11 stops on this route
Stop 1
Napa
Stop 2
Oxbow Public Market
Stop 3
Calistoga
SPOTLIGHT Stop 4
Tamber Bey Vineyards
Stop 5
Healdsburg
SPOTLIGHT Stop 6
Arista Winery
Stop 7
Boonville
SPOTLIGHT Stop 8
Little River Inn
SPOTLIGHT Stop 9
Ole's Whale Watch Bar
Stop 10
Mendocino
SPOTLIGHT Stop 11
Stanford Inn by the Sea
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Stop 1: Napa
The bustling city of Napa, on the banks of the Napa River, features chef-driven restaurants, upscale lodgings, manicured parks and river walks, and multiple tasting rooms. The downtown dining scene is a delight, ranging from the ultra-authentic pastas and pies at Oenotri to Kenzo, a Japanese restaurant that boasts a Michelin star and a Wine Spectator Award of Excellence. After dinner, take in a show down the street at the outpost of New York City’s famed Blue Note, inside one of the region’s social and cultural hubs, the Napa Valley Opera House. For overnight stays, R&R abounds at options such as the big-city-chic Andaz Napa hotel and the impossibly romantic 1889 Churchill Manor B&B mansion.
Planning Resources
- Visit Napa Valley – http://www.visitnapavalley.com
Stop 2: Oxbow Public Market
This lively food hall is a perfect spot to taste fresh oysters at Hog Island, sample artisanal charcuterie from Fatted Calf, or indulge in truffles and caramels from Anette’s Chocolates. Drop by El Porteño for an authentic Argentinian empanada filled with jamon y queso, grass-fed beef, or a vegetarian option such as the Fugazetta, which is inspired by Argentinian pizza (white cheddar, white onions, and oregano). You’ll be sure to find something to savor in this 40,000 square foot facility, whether it’s a refined cappuccino at Ritual Coffee Roasters, a hearty IPA at Fieldwork Brewing Co., or a great read at Napa Bookmine.
Planning Resources
- Oxbow Public Market – http://oxbowpublicmarket.com/
Stop 3: Calistoga
Located at the northern tip of Napa Valley at the base of Mount Saint Helena, Calistoga is the less traveled, laid-back sister to the bustling downtown Napa. Calistoga’s local wine scene has attention-grabbing appeal—in part thanks to Castello di Amorosa, the medieval-style, multi-turreted castle on a hill built by Italian-style winemaker Dario Sattui. For a less traditional approach to grape juice, stop by the hipster-friendly Tank Garage Winery. It’s open seven days a week and specializes in blends with names like Yacht Rock, Backstage Pass, and Eddie. Wine is not the only elixir that people love here, certainly. Calistoga is the valley’s spa and hot springs capital, and visitors have flocked here seeking rejuvenation in mineral-rich volcanic waters since the 1800s. Spas and resorts range from casual to upscale, and most offer hot soaks, saunas, and massages. Calistoga is also a key spot to enjoy another Napa Valley signature experience: a hot-air balloon ride. Floating above the morning mist, looking out across the still valley as the sun peeks over the surrounding hills—can you imagine anywhere you’d rather be? While you’re in the part of wine country, if you find yourself passing through Fairfield, be sure to stop by the California Welcome Center there. The local staff will give you free maps, brochures, and inside tips on the area.
Planning Resources
- Visit Calistoga – http://visitcalistoga.com
Stop 4: Tamber Bey Vineyards
Tamber Bey Vineyards is known for its Pinot Noirs and Cabernets, its herd of horses and, surprisingly, its cookies. Pair your tasting with a selection of the savory shortbread treats to bring out the best in the vintages.
Stop 5: Healdsburg
The flawless-at-every-turn town of Healdsburg, at the north end of Sonoma County, was recently listed as the No. 2 “Best Small Town to Visit” in the U.S. by Smithsonian magazine. Indeed, Healdsburg is a pretty small town—with a population of a little over 11,000—but many of the names here have become pretty big. Take, for example, the lavish luxury lodgings like the Relais & Chateaux Hotel Les Mars; SingleThread, a farm/restaurant/inn trifecta that earned three Michelin stars; and Valette restaurant from local chef Dustin Valette. It’s easy to spend an entire day just wandering the environs of Healdsburg Plaza, lined with dozens of tasting rooms, each with their own vibe. Check out the big-city chic Cartograph with wines on tap, the Sonoma Coast focus of Marine Layer Wines, and the award-winning Zinfandels and Italian varietals at Seghesio Family Vineyards.
Planning Resources
- Healdsburg Chamber & Visitors Bureau – https://www.healdsburg.com/
Stop 6: Arista Winery
This laid-back, family-operated estate offers small-lot Pinot Noirs and Chardonnays from its 36-acre property.
Stop 7: Boonville
This tiny town is hard to miss and impossible to resist for anybody driving to the coast along Highway 128. There are plenty of places to grab a bite here and you can sample the Pinot Noirs and other varietals at Foursight Wines, Bee Hunter Wine, or Seabass Family Wines. Pennyroyal Farm is another key attraction, and deservedly so. This 66-acre goat and sheep farm specializes in artisanal cheesemaking, and visitors can tour the creamery, meet the animals, explore the solar-powered barn, and sample the handcrafted wine. While this part of Mendocino County is definitely wine country, ale advocates will want to pay a visit to the Anderson Valley Brewing Co., a craft brewery known for its award-winning Boont Amber Ale and a Disc Golf course that is popular with locals.
Planning Resources
- Anderson Valley Winegrowers Association – https://avwines.com/
Stop 8: Little River Inn
Five generations of innkeepers have been managing this inn. From lush gardens to a protected cove, you feel downright spoiled to be dining on local seafood and sipping on the North Coast’s award-winning wines.
Stop 9: Ole's Whale Watch Bar
Whale Watch Bar located at The Little River Inn is one of the North Coast’s favorite watering holes. Pull up a stool, order a pint, and keep an eye on the ocean for spouts.
Stop 10: Mendocino
Mendocino is a charming North Coast hamlet, perched on a wave-carved headland, sandwiched between thick forests and a restless sea. Its dramatic location is a natural magnet for artists, and you can often see them capturing the scene on their canvases. The town is meant for walking, so stroll the streets with shops selling local artwork, then pop in for a coffee and chat with the locals. Take a walk along the bluffs, especially at sunset on fog-free evenings. Victorian-era homes, converted into B&Bs in every level of poshness, look like gingerbread houses come to life. Mendocino also knows how to throw a good party, especially when it comes to food, and annual festivals celebrate mushrooms, wine, and crab, as well as the region’s largest inhabitants, whales.
Planning Resources
- Fort Ross State Historic Park – http://www.parks.ca.gov/?page_id=449
- Mendocino Wine Country – http://www.mendowine.com/
- Visit Mendocino County – https://visitmendocino.com/
Stop 11: Stanford Inn by the Sea
At The Stanford Inn by the Sea, pets are welcome, views are epic, and every stay includes mountain bike rentals and a daily chef’s breakfast using ingredients from the organic garden. Light your wood-burning fireplace and settle in for a good night’s rest.