9+ Winery Outfits To Wear For Your Next Wine Tasting

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You’ve put together your itinerary, made tasting appointments, and are headed for a vineyard visit. Whether it be Napa Valley or Tuscany, a vineyard has a reputation as a laid-back kind of place.

A winery visit is not a stuffy or formal event, but an elevated one; especially with a glass of wine in hand. 


The spring to fall months are the perfect time to visit a winery. Relaxed, but stylish fashion is the key to fitting in at any winery, irrespective of the location. 

Winery Outfits

Depending on how close you are to the coast or high in the mountains, the temperatures can fluctuate significantly. Be prepared and bring an extra layer to combat a sudden chill in the air.

While it may be warm and pleasant outside, you may find the inside of the winery to be significantly cooler, especially if you are touring a wine cellar or at an indoor winery event. 

Depending on the winery that you plan to visit, you will want to avoid high heels and opt for a pair of flats instead. Comfortable shoes, whether they be sneakers or cowboy boots, are a better choice for your winery visit.

Scroll below for 9+ winery outfits for the summer or fall season.

What To Wear To A Winery In The Spring/Summer

1. Dresses

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Instagram @amorrelll

When you are outdoors—particularly in the warmer months—it’s also smart to have a wide-brimmed hat on hand, and especially sneakers or any type of flat shoe for roaming the beautiful landscape.

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Instagram @jjaneslee


A white dress is a timeless look for any wine tasting experience.

Its effortless sophistication is what makes it a staple fit for any scenario and is the ideal winery style for the warmer months. 

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Instagram @001y_k_

For those summer days, a whimsical white dress is just the ticket to feeling comfortable and chic for a trip to the winery.

Relaxed, but stylish fashion is key to fitting in perfectly at a vineyard. 

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Instagram @mollsmcadam

A white dress serves as a blank canvas for any number of accessories. Brighten up the look with a pop of color or with sun hats and summer sandals. 

Romantic prairie dresses evoke elegance no matter which way they’re styled. 

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Instagram @bylaura.ann

The perfect outfit wouldn’t be complete with a handbag, and of course, a glass of wine. Celebrate the wine-tasting season with a touch of raffia.

Besides providing an elevated look that complements any summer dress, basket bags are stain-proof against the unfortunate wine spill. 

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Instagram @camrynmoss

A trip to the vineyard requires nothing more than a desire to slow down and savor a crisp, glass of wine – a day of wine calls for cute winery outfits.

Cut-out dresses are the perfect candidates for the hottest days and are even better for a hot day of wine drinking. 

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Instagram @styleupwithtanyaa

When it comes to dresses that define summer, two types have withstood the test of time immediately and come to mind: white frocks and gingham dresses.  

Gingham is one of the most distinguishable and dateless fabric designs. The humble check print is the perfect choice for a summer winery frock. 

2. Linen Pants

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Instagram @topwineries

If dresses are not for you, turn to linen clothing for this time of year.

Linen trousers tend to be realized in neutral shades– the most classic option is a soft stone or oatmeal hue, which pairs with well with black separates or a pop of color on top. 

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Instagram @bynicolemaddie

The billowy nature of linen trousers provides a flattering silhouette for a cropped or fitted top.

The breathable, airy fabric and texture screams out quiet luxury, as well as letting yourself indulge in lightweight fabrics to celebrate the warm weather at a winery. 

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Instagram @bordeaux.blonde

For every Bordeaux or Tuscany, there is an equally enchanting wine region in the United States.

California, Oregon, Washington, and New York dominate the U.S. wine scene—but there’s plenty more to unearth elsewhere in the States.

3. Skirts

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Instagram @lindasintonen


The simple shape of a poplin skirt loans itself well to minimal styling, whilst its romantic feel appeals to more nostalgic dressers; in doing so it appeals to all types of personal style.

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Instagram @dhencayabyab

Pro tip: Don’t wear strong perfumes or heavy lotions when wine tasting as it can muddle your sense of smell and affect your ability to fully enjoy the flavors of the wine.

The last thing you want to do is not to enjoy your glass of wine. 

What To Wear To A Winery In The Fall

1. Long Sleeve Dresses

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Instagram @buddylovesrachel

The western inspired cowboy boots have been a constant in the fashion sphere, and are also a great option for footwear during the cooler months.

Skirts and dresses have become the cowboy boot’s most popular companion, either knee-length styles or shorter lengths are popular silhouettes to accompany the boots.

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Instagram @buddylovesrachel

Florals provide a little wine-country elegance to any fall winery outfit. Floral dresses aren’t exclusive to spring and summer, the feminine print can carry you through the fall season.

With a floral maxi dress iteration, the silhouette pairs easily with cowboy boots making it the perfect fall ensemble. 

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Instagram @ashhxcruz_

Temperatures vary from day to evening in wine country, especially in the fickle fall season.  

The luxurious feel of knit dresses are one of those few items that combine a scrumptious, cozy feeling with a put-together look.

2. Jeans

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Instagram @casey_mcadam

A great pair of jeans are the definition of wine country casual. Wine country casual is a stylish blend of sophistication and laid-back elegance.

Opt for an elevated look to pair with jeans, such as tweed or oversized blazers. 

Jeans

A relaxed pair of wide-leg jeans gives off a relaxed mood perfect for a day of ease at a winery.

It doesn’t get any easier than a top and blue baggy jeans, but why not increase the chic quotient with extras – such as a leather handbag and chic sunnies.

3. Trousers

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Instagram @kimberlki

Dress pants are not just for a work environment.

Loose fit trousers with a fitted top add polish and understated elegance.  

Achieve ultimate style sophistication when trousers and top are in the same color family. 

For the ultimate in style, throw a vest into the mix.

Go white with a colorless vest layered underneath a matching blazer. Finish off with a matching trouser.