Set amid rolling vineyards & sun-drenched hills, this sophisticated retreat blends contemporary farmhouse design with restorative wellness, exceptional farm-to-table dining, and a deep connection to the surrounding landscape. Private cottages, serene spa rituals, & thoughtfully curated experiences create an effortlessly luxurious escape rooted in the beauty and abundance of wine country.

Stanly Ranch sits right along the Napa River, surrounded by rolling vines, and it is the perfect home base for a daytime tasting. For this look, I am reaching for a flowy printed midi dress, a wide-brim hat, and a low block heel — polished enough for photos, comfortable enough to walk vineyard paths in.

An intimate wine-country retreat where secluded woodland charm, refined hospitality, and a deep sense of place create an atmosphere of effortless elegance. From tranquil spa rituals to exceptional dining and unhurried moments beneath the oaks, every stay feels thoughtfully designed for restoration, romance, and discovery.

Meadowood is quiet, understated luxury at its best — the kind of estate that makes you slow down. For a cellar or barrel room tour, I am styling wide-leg trousers with a matching tie neck shirt and a fringe bag in plum, easy to move through cool, dim spaces without sacrificing polish.

Set among Napa Valley’s rolling vineyards, Carneros Resort and Spa blends rustic-chic cottages, sweeping views, restorative spa rituals, and farm-fresh dining. Golden-hour poolside moments and effortless wine-country elegance make every stay feel refined, intimate, and deeply restorative.

Carneros is surrounded by some of the most beautiful scenery in the Valley, and it is where I would plan a long, sun-soaked lunch. A matching linen set in chocolate brown and cream stripes, woven flats, and oversized sunglasses make this the easiest, breeziest look of the trip.

An extraordinary sanctuary, where sun-drenched vineyards meet the dramatic Palisades. This glamorous retreat blends modern farmhouse charm with signature Four Seasons luxury—inviting you to sip estate-grown wines, unwind with mineral-rich spa rituals, savor unforgettable farm-to-table cuisine, & take in breathtaking vineyard views at every turn.

Set within its own vineyard, the Four Seasons Calistoga is built for slowing all the way down. I am styling an elevated loungewear moment — a matching plush cotton set and suede band sandals for a relaxed after-treatment look.

Perched above Napa Valley’s sun-drenched vineyards, this refined retreat pairs sweeping views with an effortlessly intimate sense of luxury. Michelin-starred dining, serene terraces, and impeccable service make every moment feel like a celebration of wine-country indulgence.

If you take one photo in Napa this fall, take it here. The terrace at Auberge du Soleil overlooking the vines at sunset is, without question, the most iconic view in the Valley. I am wearing a flowing maxi dress in burgundy or burnt orange with delicate gold jewelry for this one.

A serene Napa Valley retreat where contemporary design, lush gardens, and understated luxury come together in perfect harmony. Indulgent spa experiences, seasonal farm-to-table cuisine, and an enviable setting among Yountville’s celebrated vineyards make every stay feel effortlessly refined and deeply restorative.

Bardessono feels sleek and serene, and it puts you steps from Yountville’s best restaurants and shops. For a relaxed daytime walk, I am layering high-waisted denim, a plaid ruched top, suede sandals, and a cream shawl draped over the shoulders.

A singular Napa Valley dining experience, where meticulous technique, exceptional seasonal ingredients, and a deep sense of place come together in beautifully composed, unforgettable courses. Elegant yet warmly expressive, each tasting menu unfolds as a refined celebration of the region’s landscape, creativity, and abundant culinary spirit.

For the most special dinner of the trip, The Restaurant at Meadowood is worth the reservation. I am styling a maxi dress in a deep green or chocolate tone, statement earrings, and a heeled sandal — this is your night to get dressed up.

Escape to a vibrant wine-country haven where riverfront serenity meets the energy of downtown Napa, just steps from celebrated tasting rooms and culinary hotspots. Toast golden sunsets, indulge in locally inspired flavors, and retreat to spacious suites designed for an unforgettable California getaway.

The Westin Verasa sits along the Napa River, just steps from downtown, making it the perfect place to begin a relaxed wine-country weekend. For check-in, a casual tasting, or an afternoon exploring Napa, I am styling bronze taffeta trousers with a fitted textured tank, woven flats, and a wide-brim hat. A burgundy fringe bag and delicate gold jewelry add just enough polish while keeping the look effortless and comfortable.

Nestled amid towering redwoods and rolling vineyards, this enchanting retreat pairs rustic elegance with tranquil gardens, sweeping wine-country views, and an unmistakably romantic sense of escape. Guests can unwind beside a crackling fire, savor locally inspired cuisine, and linger over peaceful moments.

Harvest Inn feels like the perfect place to end a Napa getaway, with vineyard views, towering redwoods, and a relaxed atmosphere made for one last lingering meal. For farewell brunch, I am styling a rich paisley matching set with a soft ivory wrap, sculptural gold jewelry, and a structured cognac bag. Block-heel sandals and oversized sunglasses keep the look polished yet easy—the kind of outfit that feels special enough for a final toast, but comfortable enough for the trip home.

Napa Valley in the fall really does have it all — wine, style, and some of the most beautiful hotels in the country. Save this guide for your next trip.