Stunning Winery Outfits That Turn Heads in 2025

*Exactly* What To Wear To A Winery + Chic Wine Tasting Outfits

Planning a vineyard visit in 2025? Need the ideal winery outfit? Discover what to wear to a winery and wine tasting events during spring, summer, and autumn!

*This article features affiliate links, updated for 2025*

What To Wear To A Winery 101

Few experiences rival exploring the rolling hills of Tuscany, California’s Napa Valley, or the scenic shores of Okanagan Lake. These regions, and others known as “wine country,” offer unforgettable journeys. Planning a visit to any of these destinations (or similar locales)? Prepare for an exceptional experience.

Planning a winery visit? Consider a vineyard tour, learn about winemaking, or savor a wine tasting. Perhaps enjoy a delightful meal outdoors. Whatever you choose, ensure your winery outfit is perfect for the occasion.

image of a woman in a floral midi dress with a sun hat holding a glass of wine at a winery
@everydaypursuits

Things To Consider

Choosing the perfect winery outfit? Consider these key factors for a stylish and comfortable experience.

  • the season/weather – will it be hot, warm, cool, or rainy?
  • the type of winery – is it casual or more upscale?
  • the occasion – are you just visiting, or are you attending an event like a winery wedding?
  • Planning a winery visit this summer? Opt for stylish, breathable, and flattering lightweight clothing. A casual outfit works well for smaller boutique wineries. However, dress up if you’re heading to a high-end, upscale winery.

    When autumn and winter arrive, a dress might not be warm enough. Consider pants, ankle boots, and a stylish sweater. (Check out our guide on fall winery outfits for inspiration!)

    Discover stylish winery outfits for 2025! Get expert advice on what to wear wine tasting and explore inspiring wine tasting outfit ideas.

    Chic Winery Outfits To Copy

    For spring and summer winery visits, choose light, breathable, and stylish outfits that prioritize comfort. While small, family-run wineries might be casual, most wineries have a more sophisticated atmosphere, prompting slightly dressier attire. Discover our top winery outfit recommendations for 2025!

    strapless top, trousers + sandals

    woman wearing a black strapless top with white trousers and black sandals at a winery
    @k.els.e.y

    get the look:

    This winery outfit is chic, minimal, and has a refined feel. It’s perfect for wandering through the vineyards (flat shoes are the best choice if you’ll be “off-roading”), and sitting down for a post-wine-tour lunch.

    Bring along a basket bag for your essentials, and extra room to pack a couple bottles of wine home with you! 

    feminine midi dress.

    woman wearing a black midi dress with a straw hat and sandals as a chic winery outfit
    @jessnoons

    Achieve the Style:

    A stylish midi dress offers a fantastic blend of relaxed and refined vibes. This makes it an ideal choice for wine tasting events. Plus, it’s comfortable enough to wear while exploring the vineyard.

    For a relaxed winery outing, pair a midi dress with comfy flat sandals. Elevate the look for a premium winery experience with heeled sandals and a chic crossbody bag – keeping your hands free!

    Choose timeless black, or brighten your look with a floral midi dress if you love color.

    flowy maxi dress.

    two women at a winery wearing printed maxi slip dresses
    @tynieshahales

    Achieve the Style:

    A beautiful maxi dress remains a top winery outfit choice. Planning a visit to an upscale winery or attending a summer winery wedding? The maxi dress is your ideal solution. Its lightweight fabric ensures comfort in warm weather, while its elegant design suits any sophisticated event.

    Opt for comfortable heeled sandals – or ankle boots during autumn. Add delicate accessories to enhance your style. Simplicity is key. Let the maxi dress stand out and keep other elements minimal.

    pleated shorts + tank top

    woman wearing a black tank with long white pleated shorts and black kitten heel sandals at a winery

    @taniasarin

    get the look:

    On a truly warm day, shorts paired with a blouse or tank top are ideal for wine tours, tastings, and lunch. Opt for tailored shorts like paperbag or linen styles. These elevate your look, ensuring you’re perfectly dressed even at a sophisticated winery.

    Slip into comfy heeled sandals, flat mules, or simple flat sandals. Don’t forget a wide-brimmed woven hat for sun protection!

    Midi skirt + tank top.

    woman wearing a tan body suit with a brown silk slip skirt and tan sandals

    @shelbyvert

    get the look:

    A midi skirt paired with a simple tank top offers a chic and sophisticated look. It’s perfect for a relaxed day of winery tours or an elegant tasting at a premium vineyard in 2025.

    For a relaxed and effortless style, consider a light linen skirt paired with a basic tank top. Alternatively, elevate your look with a silky midi slip skirt and camisole. This is perfect for a sophisticated wine tasting and dinner outing.

    casual winery outfit with denim

    image of a woman standing on a sidewalk in front of flower bushes wearing a white blouse, blue jeans, and a woven hat
    @caitlinconfidential

    get the look:

    Visiting a casual family-run winery, or a farm winery calls for a more casual outfit. Don’t be afraid to pair jeans with a cute top, and comfortable slides. 

    We love this California-chic look that would be great for exploring the smaller wineries in Napa Valley!

    co-ord set.

    woman wearing a butter yellow silk pant set at a winery

    @hannah_strolz

    get the look:

    Butter yellow is the color of the season, so why not wear it to a winery in the form of a silky set like the one on Hannah above? If yellow isn’t your color, you can easily go with a subtle neutral co-ord set or one in a simple print. 

    Either way, this classy combo is sure to look chic at your next spring or summer winery visit. 

    Stylish Wine Tasting Outfits

    When taking in a wine tasting, you’ll want to dress smart and comfortably. Many wineries have an upscale atmosphere so err on the side of caution and go with more tailored and polished pieces.

    Take a look at our fave wine tasting outfits below! 

    blouse + palazzo pants

    woman wearing a colorful blouse with wide leg palazzo pants holding a glass of wine

    @taniasarin

    get the look:

    This look is elegant and fresh, making it perfect for a winery visit in the spring or summer. The heeled sandals and flowy pants make the outfit dressy enough for lunch or dinner at an estate winery.

    But, the pants ensemble is also casual enough for a relaxed wine tour at a boutique winery.  Not to mention, palazzo pants are very versatile and work for all kinds of occasions.

    full skirt + tank top.

    woman wearing a black tank top, tan belt, and full white cotton maxi skirt with brown sandals

    @rebekabarath

    get the look:

    This stunning winery-appropriate outfit has old money vibes, and we love it!

    Pair a full skirt (a big summer 2024 trend), with a basic ribbed tank top and brown slide sandals. Add a lightweight knit tied around your shoulders and you’ll be ready for an estate winery tasting (just be careful when sipping the red wine with the white skirt!)

    ribbed sweater dress.

    image of a woman wearing a brown sweater dress and sunglasses

    @aliciamlund

    get the look:

    For a wine tasting on a cooler day or evening, try a ribbed sweater dress. Pair the dress with kitten heel sandals, or try ankle boots. Add a leather or suede jacket for an extra layer in the early spring or fall. 

    When it comes to wine tasting outfits, we love a sweater dress with a wrap style or a body con style, as they are both chic and flattering!

    elevated in jeans.

    woman wearing a cream vest over a knit t-shirt with jeans, and white ankle boots at a wine tasting

    @nenaevans

    get the look:

    For a casual trip to the winery, try a wine tasting outfit with jeans, and elevate the look with ankle boots and a nice knit top. We love this casual-chic outfit that would be perfect for a wine tasting in the fall. 

    Make this outfit work for spring or summer by losing the vest and swapping the boots for simple heeled sandals. 

    country girl.

    woman wearing a puff sleeve white mini dress with cowboy boots at a winery

    @kaylakane

    get the look:

    Mosey up to the wine tasting bar in this cute puff-sleeve white mini dress and a pair of cowboy boots. The cowgirl-vibe is a big trend and works perfectly for a summer trip to a casual winery. 

    What To Wear To a Winery Wedding

    A winery wedding offers a fantastic chance to dress to impress! Many wineries hosting weddings are upscale venues. They often feature stunning estates perfect for exploring and creating unforgettable memories.

    Here are some fantastic winery outfit suggestions for a breathtaking vineyard wedding in 2025:

    satin slip dress.

    image of a woman in a dark blush satin dress sitting at a table drinking a glass of wine

    @juliaberolzheimer

    get the look:

    Consider a satin slip dress for your winery wedding attire. It’s effortlessly classy, chic, and undeniably sexy. Pair it with delicate jewelry and simple heels for a flawless look at an upscale winery wedding in 2025.

    Choose black for timeless elegance. Alternatively, inject vibrancy with a soft pastel shade, mirroring Julia’s stunning dress above.

    little black dress.

    woman at a winery wearing a black midi dress with metallic heels

    @vivianeaudi

    get the look:

    A little black dress is always a stylish choice, especially for a winery visit. It’s a foolproof option, even for a winery wedding. Consider a classic black midi dress in linen, satin, or knit. It’s ideal for a wedding at a beautiful estate winery.

    Complete the look with neutral sandal heels and delicate jewelry. You’ll be ready for anything!

    What Not To Wear To A Winery

    We’ve shared outfit ideas for any winery visit. Now, let’s discuss what to avoid wearing, regardless of the winery’s style, from casual farms to elegant estates.

  • Flip flops. Not only are flip flops overly casual, they are also not very sturdy and don’t make the best walking shoe if you are heading on a wine tour.
  • Sneakers. In general sneakers are a bit too casual for a winery. Although some people will still wear them, we suggest leaving them at home and going with a dressier shoe option.
  • Pumps with pointy heels. As mentioned earlier, pumps with pointed heels can easily get stuck in the grass or ground when walking around the vineyard. Choose shoes with a block heel or wedge heel instead.
  • Athletic wear. This includes leggings, joggers, sweatpants, hoodies, and other items you’d wear to work out or lounge in. They are too casual and you’ll stick out like a sore thumb at the winery wearing this style of clothing.
  • Optional: A handheld bag/purse. When it comes to a bag or purse you’ll want something with a long strap to wear over your shoulder or as a crossbody. In short, you’ll be holding a wine glass for much of the time, going with something hands-free is ideal!
  • woman wearing a black dress at a winery
    @samiraradmehr

    Winery Outfit FAQ’s

    Here are some frequently asked questions about what to wear to a winery. Let’s get you prepared for your visit!

    What shoes do you wear to a winery?

    Visiting a winery? Feel free to wear sandals, mules, loafers, ballet flats, boots, or even some heels. Just keep a few key factors in mind when choosing your footwear.

  • If you are going on a wine tour through the vineyards you will want to make sure you have flat or block-heeled footwear. Avoid high, pointy heels as they can get stuck in the ground as you walk.
  • Wine tours tend to be quite long, and you’ll be standing most of the time, so prioritize comfort!
  • We also suggest you skip the sneakers and flip-flops. They’re usually too informal for a winery visit.

    woman at a winery wearing a tan fedora, black dress, and black cowboy boots
    @jessicalynnsachs

    Is it okay to wear jeans to a winery?

    It depends! You can easily wear jeans to a casual winery, especially a farm winery that grows crops alongside grapes. Many wineries are very laid-back and do not have a dress code. So it’s not unusual to see the owners wearing overalls or work-wear as they are in and out of the fields.

    Conversely, upscale wineries might have dress codes prohibiting jeans. To be sure, it’s wise to check their dress code beforehand.

    Planning to wear jeans to an upscale winery? Opt for dark wash or black jeans. Avoid rips or distressing. These choices offer a more refined appearance compared to lighter or distressed denim.

    We trust you found this comprehensive guide on winery attire helpful! Regardless of the season, your destination (even Ohio boasts fantastic wineries!), or the type of winery experience, you can confidently select classy, sophisticated, and stylish outfits for your wine tasting adventure in 2025.

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