20 Wine Tasting Outfits: What To Wear To A Winery?

As August comes to a close, there’s still time to squeeze in a summer wine tasting adventure with friends. Before you start sipping on those crisp whites or rich reds, consider the perfect outfit to make the most of this fashionable experience. Wine tastings are not only a fun group activity but also an opportunity to showcase your personal style.

How Do You Dress for Wine Tasting?

When it comes to dressing for a special winery outing, it’s easy to overlook fashion in favor of comfort. However, taking the time to put together an outfit that not only keeps you comfortable but also stylish can elevate the entire experience. To help you plan your look, we’ve compiled some essentials to keep in mind.

For starters, leave the heels at home – wine tastings are outdoor events after all! Instead, opt for flat shoes that will allow you to comfortably navigate the grounds.

Next, choose an outfit that prioritizes comfort and practicality. A cross-body purse is a great option as it keeps your hands free while keeping your essentials close by. You’ll appreciate having both hands available to hold your wine glass.

When it comes to color, don’t be afraid to go white! Not only will it look stunning in photos, but it’s also a versatile choice that can easily pair with the natural surroundings.

Remember to dress up, not down.

You want to feel like you’re having an elevated experience, so opt for classic chic pieces that exude sophistication. Plus, you’ll have plenty of opportunities to snap some great photos for social media.

Finally, don’t forget a hat! Not only will it add a stylish touch to your outfit, but it will also provide much-needed protection from the sun. Make sure to choose an outfit that pairs well with a hat to ensure you’re comfortable and distraction-free throughout the day.

For Summer

22 – Go For a Casual Wine Tasting Outfit with a Black Romper

22 – Go For a Casual Wine Tasting Outfit with a Black Romper
Photo Credit: pinterest

When it comes to wine-tasting attire, we’ve curated a range of casual yet stylish outfits that effortlessly blend comfort and sophistication. Our first selection is a minimalist black romper ensemble that, paired with a round straw hat, becomes an excellent choice for spending time outdoors. The hat not only provides adequate sun protection but also adds a touch of effortless elegance to the overall look.

21 – Go For a Cute All White Pantsuit Moment

21 – Go For a Cute All White Pantsuit Moment
Photo Credit: amazon

To add some variety to your wardrobe, consider creating an all-white outfit. You can opt for a romper or pair a white top with pants. This approach allows you to choose a top that fits and flatters your body while prioritizing comfort. One great option is the Deep V-neck Romper, which retails for just $12.59.

20 – Pair a Loose Grey Top and Pants with Nude Accessories

20 – Pair a Loose Grey Top and Pants with Nude Accessories
Photo Credit: pinterest

Elevate your casual style with the unexpected combination of grey and nude tones. To achieve this relaxed yet stylish look, pair a loose-fitting t-shirt with matching grey pants. The key to pulling off this monochromatic ensemble is balance – ensure that neither piece overpowers the other. Next, add a pop of subtle sophistication with a round hat, purse, and sandals all finished in a soft nude hue. This harmonious pairing will instantly elevate your outfit from ordinary to extraordinary.

For more inspiration on mastering the art of styling all-grey outfits, explore our related article.

19 – Juxtapose Elegant White Co-Ord with Black Leather Accessories

19 – Juxtapose Elegant White Co-Ord with Black Leather Accessories
Photo Credit: pinterest

When seeking to create a stylish outfit with haste, it’s often effective to juxtapose contrasting elements visually. A compelling combination is to pair an elegant white co-ordinate top and skirt with rougher, edgier accents – such as a grungy leather purse and sandals. This deliberate mixing of textures and styles can instantly elevate the overall aesthetic.

18 – Go For a One-Piece Black Button Down Dress Outfit

18 – Go For a One-Piece Black Button Down Dress Outfit
Photo Credit: pinklily

As we transition towards more refined styles, let’s begin by exploring some simple yet elegant options that require minimal effort. You may already have this essential piece in your wardrobe – a classic black midi dress with buttons down the front. To elevate the look, consider adding a neutral hat that complements the buttons on the dress. This straightforward combination is perfect for those who prioritize ease and practicality.

17 – Combine a White Floral Print Dress with White Accessories

17 – Combine a White Floral Print Dress with White Accessories
Photo Credit: walmart

When it comes to styling a printed dress, one effortless option is to create a cohesive look by matching the dress’s white base color with your shoes and accessories. For example, you can opt for a beautiful maxi dress featuring a stunning floral print. This not only adds a touch of elegance but also ensures that your overall look feels super comfy and super cute.

Spring

16 – Match a Nude Fringe Top to Nude Studded Sandals

16 – Match a Nude Fringe Top to Nude Studded Sandals
Photo Credit: pinterest

While the previous outfit showcased bold color choices, it’s also possible to incorporate color in more understated ways. One approach is to add a nude-toned top with a voluminous fringe silhouette, which still injects a pop of color without being too loud. This subtle addition also provides an opportunity to style statement-making accessories, such as studded sandals, into the overall look.

15 – Create an Elegant Wine Tasting Outfit with a White Linen Set

15 – Create an Elegant Wine Tasting Outfit with a White Linen Set
Photo Credit: pinterest

In contrast to the previous outfit, this all-white ensemble takes elegance to a whole new level thanks to its refined textile. Moreover, it’s an ideal choice for a sweltering summer day due to the breathable linen fabric. The lightweight and airy design ensures a comfortable and stylish look that’s perfect for a warm weather occasion.

14 – Create a Casual Wine Tasting Outfit with a Pair of Jeans and a Fishnet Bag

14 – Create a Casual Wine Tasting Outfit with a Pair of Jeans and a Fishnet Bag
Photo Credit: walmart

While we may be leaning towards a casual style, there’s still room for something special to elevate the outfit. Take this simple combination of white blouse and denim jeans, for instance. The addition of a trendy fish-net bag is what truly makes it pop. The key to making this look work is finding the perfect balance between understated pieces like the blouse and blue jeans, and statement accessories like the fish-net bag.

13 – Get Yourself a Maxi White Skirt for an Elegant Winery Appropriate Look

13 – Get Yourself a Maxi White Skirt for an Elegant Winery Appropriate Look
Photo Credit: walmart

For a stylish outfit that’s perfect for a winery setting, consider pairing a flowy maxi skirt with a crisp white crop top. Add a touch of sophistication with a woven hat and complete the look with matching nude shoes. If you’re looking to make a statement, try incorporating these three pieces into your wardrobe: a beach-inspired skirt ($19.01), a classic white crop top ($14.99), or elevate the entire outfit with a high-end round hat in a nude shade ($139.00).

12 – Rock a White Midi Dress

12 – Rock a White Midi Dress
Photo Credit: bypaytonsartain

12 – Rock a White Midi Dress
Photo Credit: amazon

12 – Rock a White Midi Dress
Photo Credit: amazon

If heels aren’t your go-to choice, now’s the perfect time to opt for sneakers instead. For a stylish and put-together look, pair them with a full midi or mini white dress. The contrast between the dress’s elegant silhouette and the sneakers’ casual vibe will create a unique and fashionable combination. This outfit also works well as a wine tasting ensemble for plus-size women looking to make a great impression.

Another option is to choose an all-white midi or mini dress with puff sleeves, which is just as easy to put together and promises to leave you feeling confident and picture-ready. For added convenience, consider the following affordable options: 1) White dress with puff sleeves ($29.99), or 2) Brown Leather Slides ($100.00).

11 – Try Out a Mini Checkered Print Dress

11 – Try Out a Mini Checkered Print Dress
Photo Credit: poshmark

As we approach the latter half of our list, a notable shift in style occurs, characterized by an influx of printed pieces. The first outfit to showcase this trend is a timeless yet unexpectedly striking black and white checkered dress. To complete the look, pair it with earthy-toned accessories and shoes, such as brown or black pumps, to elevate the overall ensemble. For added flair, consider adding a round hat ($131.00) and finishing off the outfit with silver sandals ($36.

99), as seen in the reference image.

10 – Stay Comfy at Wine Tasting with a Sneaker-Dress Combo

10 – Stay Comfy at Wine Tasting with a Sneaker-Dress Combo
Photo Credit: lightinthebox

When it comes to dressing for a wine tasting event, the old adage ‘dressing down’ can be just as effective as ‘dressing up’. Take this yellow floral dress, for instance. Instead of pairing it with heels or sandals, why not try swapping them out for a pair of sneakers? The result is a chic and effortless look that’s perfect for a casual wine tasting. In fact, the combination of the bright yellow flowers and crisp white sneakers creates a visually appealing contrast that’s sure to turn heads.

Plus, as we mentioned earlier, sneakers are often a practical choice depending on the weather and location of the winery.

Fall

9 – Create a Classic Wine Tasting Outfit with a Pair of White Jeans and a Black Top

9 – Create a Classic Wine Tasting Outfit with a Pair of White Jeans and a Black Top
Photo Credit: walmart

For a stylish and effortless summer look, consider pairing wide-leg white jeans with a black top of your choice. In this example, a cropped tank top with a wide strap cut adds a touch of sophistication to the overall outfit. To complete the look, add a hat or a pair of black sunglasses for a chic and understated finish. If you’re looking for more inspiration on how to style black and white outfits for summer, check out this article.

8 – Orange Tops for the Autumn Palette

8 – Orange Tops for the Autumn Palette
Photo Credit: pinterest

As we transition into the warmer and more vibrant tones of Fall, our suggestion is to incorporate subtle pops of color from the season’s palette. For those who adore orange, this look presents a perfect opportunity to showcase their favorite hue. By matching the top to the sandals while keeping the pants a crisp white, you’ll create a harmonious ensemble that’s sure to turn heads.

Alternatively, if orange isn’t your go-to color, consider these outfit combinations for the Fall season that offer endless possibilities and versatility.

7 – Get a Relaxed Cream-Colored Dress for a Laid-Back Wine Tasting Outfit

7 – Get a Relaxed Cream-Colored Dress for a Laid-Back Wine Tasting Outfit
Photo Credit: pinterest

For an effortless, laid-back vibe during wine time with friends, consider this chic yet relaxed outfit option. To create a cohesive look, stick to one dominant color theme – in this case, a soft, muted cream tone works beautifully. Pair a flowy, loose-fitting dress with neutral-hued cowboy boots for a stylish and comfortable ensemble that exudes effortless elegance.

6 – Pair a Black Floral Printed Dress with Nude Cowboy Boots

6 – Pair a Black Floral Printed Dress with Nude Cowboy Boots
Photo Credit: emjacquelyn

Incorporating cowboy boots into your winery-inspired ensemble can be effortlessly stylish when paired with a thoughtfully chosen outfit. One effective approach is to match the boot’s color to a prominent feature of your dress. In this case, the black dress boasts a beautiful nude floral print. By wearing cowboy boots in a hue that complements the flowers’ tone, you’ll create a harmonious and chic look.

5 – Combine a Yellow Wrap Dress with White Ankle Boots

5 – Combine a Yellow Wrap Dress with White Ankle Boots
Photo Credit: lulus

For those who prefer a more understated approach to wine tasting attire, low ankle boots offer a comfortable heel option for exploring the outdoors. Much like cowboy boots, these shoes provide a versatile and stylish pairing opportunity with a yellow dress featuring a floral print that incorporates white hues.

Winter

4 – Layer Like a Pro

4 – Layer Like a Pro
Photo Credit: shopltk

4 – Layer Like a Pro
Photo Credit: shopltk

When it comes to dressing for winter, there’s no need to sacrifice style for warmth. For women, I suggest pairing dresses with a cozy blazer or jacket to create a chic and inviting look. This versatile combination not only keeps you warm but also adds an extra layer of sophistication to your outfit. If you prefer, you can also opt for a longer coat, which provides an added bonus of protection from the elements while still looking fabulous.

Romantic Outfit for a Wine Tasting Date

3 – Nothing Beats a Red Maxi Dress

3 – Nothing Beats a Red Maxi Dress
Photo Credit: shopltk

Regardless of whether you’re embarking on a maiden voyage to a vineyard or celebrating a milestone with your significant other, a fiery red maxi dress is always a winning choice. Its timeless allure transcends the number of dates – it’s a versatile staple that’s sure to leave a lasting impression.

2 – Vibrant, Printed Maxi Dress

2 – Vibrant, Printed Maxi Dress
Photo Credit: shopltk

Add some colour to your wardrobe without sacrificing style by opting for a statement-making maxi dress with a bold and playful print. The possibilities are endless when it comes to finding the perfect design – think vibrant florals, whimsical geometric patterns or even quirky cartoons. Whatever your taste, you’ll be sure to turn heads in this eye-catching ensemble that’s equal parts chic and carefree.

1 – Steal the Show in a Wine Red Polka Dotted Dress

1 – Steal the Show in a Wine Red Polka Dotted Dress
Photo Credit: countryoutfitter

For a truly unforgettable wine tasting experience with your partner, look no further than this striking red dress adorned with playful polka dots. The Boho Red Polka-Dotted Dress at $40.97 is the perfect choice for making the evening even more special. To complete the look, consider pairing it with the White Round Hat at $17.99 and Terracotta Espadrilles at $28.80.

Frequently Asked Questions

Q. Can you wear jeans to a wine tasting?

While there’s no strict dress code for wine tastings, feeling comfortable and stylish can elevate the experience. If you’re set on wearing jeans, pair them with a lightweight, flowing top to create a chic and effortless look, perfect for warm weather wine tastings.

Q. Can you wear cowboy boots to a winery?

While it’s generally advised against wearing heels to a wine tasting, especially one set amidst dusty trails, cowboy boots can be an exception worth considering. The short, stout heel of these shoes is designed to provide comfort and stability on uneven terrain, making them a suitable choice for navigating the sandy paths of this unique setting.

Q. What type of dress do you wear to a winery?

When it comes to choosing the perfect dress, aim for a sweet spot between formal and casual. Avoid anything too tight-fitting or body-conscious, as you want to prioritize comfort above all else. Instead, opt for dresses with a flowy silhouette, such as midi dresses, sundresses, or even off-the-shoulder styles, which offer a great balance of style and practicality.

Q. What shoes do you wear to a winery?

When it comes to dressing up for a winery visit, one of the most important considerations is what shoes to wear. The key is to prioritize comfort, as you’ll likely be standing and walking around throughout your visit. For many people, this means reaching for their trusty sneakers – and that’s perfectly fine! If you prefer a more dressed-up look, strappy flat sandals can be a great option, especially if you’re wearing a dress.

However, depending on the time of year and the winery’s atmosphere, boots might also be a good choice. In the fall or winter months, for instance, boots can add a cozy touch to your outfit while still being practical for walking around.

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