9 Winery Outfit Ideas to Wear on Your Next Visit

Impeccable style pairs well with a glass of wine. Between winery dress codes and tricky semi-outdoor activities, however, a vineyard trip could pose a challenge for your outfit plans. After all, there’s lots of quintessential activities to tick off: Sipping glasses of full-bodied Cab, trampling over uneven terrain during a vineyard tour, chatting up sommeliers, and discovering new favorite varietals.  Whether you’re looking forward to a trip to California’s famed Napa Valley, Oregon’s beloved Willamette Valley, or simply planning a date night at a new wine bar in your neighborhood, rest assured that there’s lots of celebrity inspiration to fit the occasion. Ahead, discover nine modern outfits to wear on your next winery outing, complete with vineyard-appropriate product picks.

Sculptural Details

Heading on your first tour of California’s Sonoma Valley? Opt for a fashion-forward dress with refined gold details (which we can imagine Shiv Roy wearing on a similar outing). Jasmine Tookes demonstrates with an abstract mini silhouette, which features chunky gold hardware at the shoulder and waist. It might be a bit late in the season for a low-key woven shoe, but this braided version from Brother Vellies is too gorgeous to resist.

Double Denim

Opting for a basic pair of jeans could raise eyebrows at more formal venues, but we’re here to confirm that a denim winery outfit can work in many situations with the right styling. Embrace one of the fall’s most effortless trends by donning a head-to-toe denim look with a medium wash, camel accessories, and a sleek hairstyle. Cool girl points, loading.

Sipping in Stripes

Leave it to Abisola Omole to compose one of the season’s most genius transitional ensembles. Here, the stylish Arva founder pairs a refined (yet still modern) striped top with a mid-length black skirt, minimalist gold jewelry, and a sleek baguette handbag. Darling contrast-toe heels complete the look.

Berry Bordeaux

Attending a harvest celebration? Take notes from Sofia Richie Grainge for elegant nighttime dressing. Take an asymmetric burgundy top, invoking a literal red wine hue, then add a pared-back jersey skirt. Here, Grainge accessorized with a thin, contrasting belt and thick stack of delicate bracelets (which, we might add, serve to frame your obligatory wine glass photos).

Sweater-Clad Sipping

If there’s a cool-climate chardonnay in your near future, we’d bet you’re considering heavier layers for that vineyard tour. (Higher-elevation wineries tend to run chillier, too.) Repurpose a summery boho skirt for autumn by layering it underneath a seasonal chunky knit, then toss on gold-accented kitten heels and sculptural earrings.

Work Hard, Play Hard

Dressing for a company retreat can be tricky business—and if you’re anything like us, you’re all about toeing the line between professionalism and personality. We’d recommend combining a tactful blend of eye-catching details, like this blouse with a lace-trim collar, with trusted in-office basics. An exaggerated-fit blazer and unexpected earrings signal to your coworkers that you’re cool offline, too.

Pinot and Prints

We’d argue that a winery date is ideal for experiencing new flavors together, digging into personal preferences, and giggling over complex tasting notes. (Who actually detects notes of wet stone, anyway?) Pair a printed mesh dress with a mini shoulder bag and sleek pair of sunglasses, the last of which perfectly frames that romantic vineyard sunset.

Cabernet-Ready Cardigan

There’s seldom a wrong occasion for a coordinating set, and this warm brown ensemble is certainly no exception. When visiting a winery in a warmer climate—like California, Argentina, South Africa, or the edge of the Mediterranean coast—choose a similar-toned cardigan and mini skirt combo. Try including an interesting texture (like popcorn fabric or a ribbed knit), then play up the contrast with metallic foil mules.

Color-Blocked Ensemble

While pared-back quiet luxury aesthetics might first come to mind when touring decades- or centuries-old vineyards, don’t be afraid to ditch tradition with a more vibrant color palette. (After all, both fashion and vino come down to your own tastes.) To keep things simple, try color-blocking your outfit with two contrasting solid colors, then playing further into the contrast with a metallic pair of heels.