08/29/2025
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The Ultimate Guide to Winery Outfits: What to Wear for a Stylish Wine Tasting Experience

  • March 4, 2025
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Visiting a winery is an exciting experience filled with great wine, beautiful scenery, and plenty of time spent outdoors. The last thing you want to stress about is

The Ultimate Guide to Winery Outfits: What to Wear for a Stylish Wine Tasting Experience

Visiting a winery is an exciting experience filled with great wine, beautiful scenery, and plenty of time spent outdoors. The last thing you want to stress about is what to wear, so it’s important to choose an outfit that is stylish, comfortable, and appropriate for the occasion. Here’s your ultimate guide on what to wear to a winery, with tips on how to dress for different seasons, outfit ideas, and accessories to elevate your look.

General Tips for Winery Outfits

Before we dive into seasonal outfits, let’s go over some basic tips that apply to any winery visit, no matter the location or time of year.

  1. Comfortable Footwear: If you’re planning on doing a wine tour or visiting multiple wineries, make sure to wear comfortable shoes. Opt for flat sandals, wedges, or stylish loafers rather than sneakers. Think about the terrain as well—whether it’s grass, gravel, or cobblestones, you’ll need shoes that can handle all types of walking.
  2. Go Hands-Free: When you’re wine tasting, you’ll be holding glasses, tasting chocolates, and maybe even reading brochures. A small crossbody bag is your best bet, as it’s practical and keeps your hands free. A bag with a strap, like the Chloe Mini Marcie or the Gucci Soho Disco, will help keep you organized without any hassle.
  3. Add a Layer: If your outfit feels too simple, a jacket or blazer can add some style and warmth. Depending on the season, a denim jacket, floral blazer, or cardigan can complement your look while keeping you comfortable throughout the day.
  4. Aim for Dressy Casual: Skip the leggings and t-shirts—winery visits are an opportunity to dress up a bit. You don’t have to go too formal, but a more polished look will fit the setting. Keep it classy with a nice blouse, tailored pants, or a chic dress.
  5. Low-Maintenance Hair: Since you’ll be spending a lot of time outdoors, choose a hairstyle that won’t require constant touch-ups. A ponytail or bun is perfect for a day of wine tasting. If you want your hair down, a blowout or relaxed waves can work well, but be mindful of the weather and wind.
  6. Keep It Simple with Makeup: Opt for chapstick instead of lipstick, as you’ll be drinking wine and might find yourself reapplying constantly. Also, avoid strong perfumes since the scent of wine should be your focus, and you don’t want competing fragrances.
  7. Wear Prints: If you want to add some interest to your outfit, go for a fun print like florals in the spring or summer, plaid in the fall, or houndstooth in the winter. Prints make your outfit stand out without being overwhelming.
  8. Easy Styles Are Best: Keep your outfit simple and comfortable. The last thing you want is to spend your day adjusting your clothes. Stick to versatile, easy-to-wear pieces that will allow you to enjoy your wine tasting without any discomfort.
  9. Don’t Be Afraid of White: White is a classic and fresh choice for winery visits. If you tend to spill, be cautious, but otherwise, a white blouse or dress can be a stunning choice.

Winery Outfits for Different Seasons

Depending on the time of year, your winery outfit will need to adapt to the weather. Here’s what to wear during each season:

Spring Winery Outfits
In spring, temperatures can vary, so layering is key. During the day, temperatures are mild, but mornings and evenings can be chilly. A light sweater or jacket is perfect for spring wine tasting. Pack an extra layer to keep warm in case the winery is a little cool inside. Pair a floral dress or blouse with a light cardigan or jacket for a chic, seasonal look.

Summer Winery Outfits
Summer in a winery can be hot, so opt for light fabrics like cotton, linen, or chiffon. Choose dresses, skirts, or tailored shorts for a comfortable yet stylish outfit. Bright colors and fun prints work well in the summer, and chinos can be a great alternative to denim if you want something more breathable. Comfortable sandals or wedges are ideal for walking around.

Fall Winery Outfits
Fall is a beautiful time to visit wineries, with cooler mornings and warm afternoons. Opt for layers like a long-sleeve shirt or sweater, paired with a stylish jacket. This is the season for plaid, cozy knits, and rich, earthy tones. Booties and scarves add a nice touch to your fall wine tasting outfit, and a warm cardigan can easily transition from day to evening.

Winter Winery Outfits
Winter wine tasting calls for more warmth and layers. Temperatures can drop significantly, so it’s important to bring a cozy sweater, a warm coat, and a pair of stylish boots. Stick to darker hues like deep burgundy or charcoal, and add texture with wool or knitted fabrics. The crowds are smaller in winter, but it’s the perfect time to enjoy a peaceful, cozy wine tasting experience.

Stylish Winery Outfit Ideas

Now that we’ve covered the basics, here are a few winery outfit ideas to inspire your next visit:

  1. Neutral Look: Pair olive green cargo pants with a patterned blouse for a balanced, stylish look. The soft, earthy tones are perfect for a laid-back winery atmosphere. This outfit can be dressed up with wedges or kept casual with flats.
  2. Chic Shirtdress: A striped shirtdress is a versatile option for wine tasting. It’s casual yet polished and perfect for a relaxed afternoon of wine tasting. Pair it with comfortable shoes and a few accessories for a simple yet stylish outfit.
  3. Monochrome Elegance: For a sleek and cohesive look, try a monochrome outfit with a touch of contrast. Blue chino pants with a matching blue silk top add sophistication, while a bright handbag or bold sandals can serve as a pop of color.
  4. Patterned Pants: If you want something more playful, opt for patterned pants paired with a neutral blouse. This outfit is perfect for a more casual, relaxed wine tasting environment, and the heels dress it up just enough for an evening out.

Final Thoughts

Wine tasting is all about enjoying the experience, so your outfit should reflect that balance of comfort and style. Whether you’re in Napa Valley during the warm summer months or enjoying a crisp fall day, the key to a great winery outfit is choosing pieces that are stylish, practical, and comfortable for a day of tasting wine and taking in the beautiful surroundings.

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