Yountville

Passersby may first be lured by the charming stone building and courtyard while strolling down Washington Street, and then pleased to discover the lineup of wines available for tasting inside. This Ken Fulk and Arcanum Architecture designed tasting room is polished, with an eclectic residential style that includes vintage furnishings and quirky paraphernalia. The light-filled tasting hall and surrounding courtyards welcome casual wine lovers, who can walk in without a prior reservation. Yet it's also a place for shrewd collectors as Stewart sources from several high-profile vineyards, and its Nomad Cabernet Sauvignon Tasting held in the NOMAD Heritage Library, a cozy private room filled with books and boasting a fireplace, takes guests on a deep dive into single-vineyard Cabernet bottlings, one each from Andy Beckstoffer's famed sites including Dr. Crane, Bourn, Las Piedras, To Kalon, Georges III and Missouri Hopper.

6752 Washington Street

Among the six from the Judgment of Paris tasting, Clos du Val lost its way a bit over time, making lackluster wines and growing into a large-volume brand in the 1990s. But in 2014, the Goelet family began scaling back on production and investing significant time and money in the vineyards and winery, including the tasting room. The magic that captivated founder John Goelet and French winemaker Bernard Portet to bet on the Stags Leap District is evident in the contemporary, warm Hirondelle House where tastings are held. High ceilings and west-facing windows let natural light fill the space. When weather permits, a tasting on the patio, surrounded by lush gardens and overlooking the estate vineyards, is not to be missed. Each tasting experience traces the winery's momentous history with modern wines, but a retrospective tasting allows guests to chart the winery's stylistic evolution while sampling 10, 20 and 30-year-old releases.

5330 Silverado Trail

It's rare for a winery to change its location, but when the Wonderful Company, owners of Lewis since 2021, purchased the former Robert Sinskey Winery and surrounding property in Stags Leap, it became a full-circle moment to relocate from Lewis' Oak Knoll winery, as the first vintage, 1992, was made at Robert Sinskey. The tasting room opened in October 2025, and the vibe is a little bit opulent and a little bit archetypal Napa, befitting Lewis's wines. Evoking the 19th-century drawing room of English artist William Turner, the space feels luxurious and inviting, yet playful, with custom furniture and textiles from London's House of Hackney juxtaposed against vibrant, mixed-media commissioned art by Zachary Scott. Perched on a hill, the winery's outdoor terraces are ideal for soaking in some sunshine, and there's a range of tasting experiences, including a five-course food and wine pairing.

6320 Silverado Trail

Hendry is an old-school, under-the-radar gem that delights without a grand château or pomp and circumstance. The ranch at the base of Mount Veeder, which today includes 114 acres planted, dates to 1859 and has been under the Hendry family's stewardship since 1939. The vibe is intimate and casual, with tastings hosted on a porch or inside a simple farmhouse-style building (from 10 a.m. to 3 p.m.-ish, by appointment), and it is all about the wine. Hendry's knowledgeable staff pours a selection of estate-grown wines while sharing details of the family and its history on the ranch. Time a visit right and you can reserve the "Hike with Hendry" experience, held four times a year and hosted by third-generation farmer and winemaker Mike Hendry, who discusses and demonstrates the seasonal happenings in the vineyard, followed by a tasting flight.

3104 Redwood Road

Trefethen is one of Napa Valley's many remarkable historic estates. Erected in 1886 amid a grove of ancient oak trees by Captain Hamden McIntyre, who also built Inglenook, Far Niente, Greystone and Beaulieu, the winery is built entirely out of wood and remains the only surviving three-level, gravity-flow winery from the era. Revived by the Trefethen family, who came to Napa in 1968, it nearly toppled during Napa's 6.0-magnitude earthquake in 2014. The Trefethens meticulously restored it and it continues to be a destination for visitors. The rustic wooden interior, with exposed beams, high ceilings and pendant lighting, lends a rich, warm glow, enhancing the sense of history, while rugs and leather seating add a cozy feel. Several of the flights feature food, including "Taste the Estate in the Villa" (where bites are prepared using seasonal produce from the winery's estate gardens), hosted at Eugene and Catherine Trefethen's former Craftsman-style home adjacent to the winery.

1160 Oak Knoll Avenue

There's rarely a lull at Ad Hoc, a mainstay on the south end of town. Locals and visitors alike have been piling in since its opening in 2006 for an opportunity to sample chef Thomas Keller's food in a more affordable setting than his French Laundry down the street. It doesn't hurt that it's also one of the best three-course prix fixe meals in the valley ($59 lunch; $69 dinner), with a family-style menu of American comfort classics such as barbecue, osso buco and fried chicken rotating daily and supplemented by the likes of French onion dip and kettle chips, with an indulgent caviar bump. For something more casual, Addendum is a seasonal walk-up shack offering fried chicken and BBQ ribs, which can be eaten on site at picnic tables or taken to-go. Wine lovers will find an extensive selection of unique local offerings like Lang & Reed Chenin Blanc and Mayacamas Merlot, plus a smattering of European options.

6476 Washington Street

Opened last summer, Clementine stands out from the valley's many white tablecloth restaurants with its breezy Mediterranean bistro vibe and seasonal, flavor-packed dishes. For lunch, expect fresh appetizers and salads, such as oysters with Champagne mignonette and fermented hot sauce or Caesar salad with crispy anchovies and black garlic breadcrumbs, alongside flatbreads and brunch favorites such as lobster eggs Benedict. The wood-grilled lamb burger with rosemary aioli and harissa ketchup rivals any burger in the valley. Dinner builds on the lunch menu with heartier mains, including salt-baked branzino with charred tangerines and a yogurt-spiced half chicken with tahini-roasted carrots. The wine list is compact, affordable, food-friendly and globally inspired, with a dash of hearty, standout Napa Cabernets, including Stag's Leap Wine Cellars, Opus One and Harlan. One way to enjoy Clementine is to linger over an Aperol spritz on the olive-shaded patio on a warm summer night. Inside, the space is cottage-chic: bright and cheery, with whimsical touches such as embroidered napkins and playful watercolor prints of seafood serving gelato and dancing in top hats.

6525 Washington Street

Don't be fooled by the gas pumps out front; this is more than your average roadside convenience store. The garage bay doors roll up to reveal a hub for locals to grab coffee, pastry, snacks and picnic items. However, it's perhaps most notorious for its indulgences, which include a succulent all-beef hot dog in a poppy-seed brioche bun and a delectable affogato made with Danesi espresso and topped with vanilla soft serve. The space also doubles as a bottle shop, offering a solid array of selections. Plus, any bottle purchase earns you free corkage at R&D Kitchen next door.

6795 Washington Street

Following a recent $1.8 million guestroom renovation, Bardessono further cemented itself as one of Napa's premier five-star hotels. One of only 14 LEED Platinum certified hotels in the U.S., it brings a new meaning to eco-luxury, with its 62 spacious, lavish rooms constructed with salvaged wood, low-VOC paints and finishes and architecture that maximizes natural light and ventilation. The large bathrooms double as a private spa for in-room treatments. Each room also includes a private patio or balcony. The communal grounds are serene, with native landscaping and peaceful courtyards, and a rooftop pool with plush cabanas and daybeds beckons for peacefully soaking in the sun. An on-site organic garden supplies many of the ingredients found at Lucy Restaurant and Bar, a Wine Spectator Award of Excellence winner since 2022.

6526 Yount Street

Formerly Poetry Inn, this Howard Backen designed boutique luxury hotel recently received a rebrand courtesy of its new owners, PA Capital Management, the family-owned company behind Sullivan Rutherford Estate and Loco Tequila. Perched on the eastern hills in Stags Leap, its remote location promotes privacy. Each luxurious room, named after a renowned poet such as Emily Dickinson and the Silverado Squatter himself, Robert Louis Stevenson, offers a distinctive flair and includes a wood-burning fireplace, deep soaking tub, and west-facing terraces to take in the stunning view. Additional amenities include an on-site spa and direct access to a private hiking trail. The new ownership has further enhanced the guest experience by adding curated wellness programs as well as bespoke culinary experiences with Michelin-caliber Napa Valley chefs.

638 Silverado Trail