What To Wear To A Winery & Chic Wine Tasting Outfits

Headed to a wine tasting? Learn exactly what to wear to a winery, the do’s and don’ts, and get modern, minimal, and chic wine tasting outfits to try in warm and cool seasons. 

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

What To Wear To A Winery 101

There’s nothing quite like the hills of Tuscany, the Napa valley, or the lakeside of the Okanagan, along with other beautiful places referred to as “wine country”. If you are planning a trip to any of these destinations (or others), you are in for a big treat.

When visiting wineries you can partake in many different activities.  You might want to tour the vineyards and learn about wine making or enjoy a wine tasting or delicious meal on the terrace. Whatever your plans, you’ll definitely want to make sure you are wearing the right winery outfit.

In this post you’ll learn all about what to wear to a winery for every thing from tours, dinners, to winery weddings and be inspired with perfect wine tasting outfits. Additionally, we’ll give you some tips on what to avoid, as well as chic and elevated outfit ideas to try.

image of a woman wearing a silk floral dress with a straw round bag standing in a vineyard along grape vines

What To Wear When Going To A Winery

When you are deciding what you should wear to a winery you will want to consider a few factors;

  • the season/weather
  • the type of winery 
  • the occasion 

For instance, if you are going to a winery in the summer you’ll want to wear lightweight breathable clothing that is stylish and flattering. In this case, it can get quite hot walking around the vineyards so you don’t want to be overheated and uncomfortable.

If it’s a small boutique winery and you are going for a relaxed wine tasting, you can wear a pair of tailored shorts, a tank top, and sandals. But, if you are going to a high-end, upscale winery you’ll want to dress up for the occasion in a maxi dress and heels.

In the fall and winter you might not want to wear a dress so you can go with pants, ankle boots, and a nice sweater or poncho. Below we will narrow down the different factors and give more specifics!

image of a woman sitting in a chair in white trousers, a black tube top, and black sandals

get the look:

Summer Wine Tasting Outfits

In the spring and the summer we recommend going with light, airy clothing options that are minimal, chic, and comfortable. Unless you are going to a casual, small family-owned winery, you’ll find the overall vibe is often more upscale and people will dress slightly more formal.

Here are our favorite winery and wine tasting outfits for the warmer seasons:

A midi dress

image of a woman standing in a winery in the vineyard wearing a floral midi dress and straw hat

A pretty midi dress is the perfect balance between casual and dressy. Therefore, it can be the perfect wine tasting outfit and also be comfortable enough for a tour around the vineyard followed by lunch.

Style a midi dress with a pair of comfortable flat sandals for a casual winery trip. Or, dress it up with heeled sandals and a designer crossbody bag (hands free!) for a top-rated winery visit.

shop midi dresses:

A maxi dress

If you are headed to a luxury winery or a wedding at a winery in the summer, a maxi dress is the perfect go-to. It is light and airy enough for hot weather, but is formal and chic for a fancy occasion.

Go with a nice pair of comfortable heeled sandals and dainty accessories to elevate the look. Remember, less is more. Let the maxi dress be the statement piece and keep everything else to a minimum.

shop maxi dresses:

Shorts + blouse

(@netaporter, @taniasarin)

When the weather is really warm and you plan to do everything from a wine tour, to tasting, to lunch, shorts and a blouse or tank top is a great combo. If you choose a pair of nice tailored shorts, such as paperbag shorts or linen shorts, you can dress up the outfit and still be appropriately dressed for an upscale winery.

Throw on a pair of comfortable heeled sandals, flat mules, or flat sandals and bring along a brimmed woven hat for extra sun protection.

shop shorts + tops:

Midi skirt + tank top.

image of a woman standing in front of a wall with vines wearing a polka dot midi skirt and white blouse

A midi skirt and a minimal tank top can look very classy and elevated for a casual day exploring wineries or a tasting at an upscale estate.

You can opt for a breezy linen skirt with a simple tank top for something lightweight and casual. On the other hand, you can go dressier with a silk midi slip skirt and camisole for a wine tasting followed by dinner.

shop midi skirts:

A jumpsuit.

For comfort and style, a jumpsuit is a great outfit for a winery. A shin-length sleeveless or short-sleeved jumpsuit with a high-neck or V-neck style can look super classy with a pair of heeled sandals or flats.

This option gives you a great mix between casual and dressy and you can play with the accessories to make it suitable for the type of winery you are visiting.

shop jumpsuits:

(@sincerelyjules, @caitlinconfidential)

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, relaxed, and small. For the most part they do not have a dress code and it’s not unusual to see the owners wearing overalls or work-wear as they are in and out of the fields.

On the other hand, estate wineries, or those with an upscale or high-end atmosphere, may have a dress code that doesn’t allow jeans. Therefore, it’s best to check ahead of time before you go just to be sure.

However, if you are really set on wearing jeans to a fancier winery, go for a dark wash or black jeans without any holes, as they have a dressier look than light wash or distressed jeans.

image of a woman sitting on a chair outside in the fall drinking a glass of wine, wearing a brown camel jacket and grey knit turtleneck

What To Wear To A Winery in The Fall

Fall is such a fantastic time to visit “wine country” as wine harvest season runs from late August to November and wineries are still bustling. Not to mention the beautiful colors of fall can really make a winery a stunning sight to see.

Because the weather can definitely be cooler this time of year, it’s best to wear layers. Therefore, bring along a leather jacket, denim jacket, poncho, or sweater. Dresses are still a suitable option but you’ll want one that’s more seasonally appropriate. Pants, trousers, or jeans are also suitable (depending on the type of winery) and can look great with the right shirt and accessories.

Below are our favorite fall/winter winery visit and wine tasting outfits:

A sweater dress.

image of a woman wearing a brown sweater dress and sunglasses

Swap the maxi dress out for a classy sweater dress that hits around the knee. You can pair this with ankle boots and a wool fedora hat along with a leather or suede jacket for an extra layer in case it’s cool.

We love a sweater dress with a wrap style or a body con style as they are both chic and flattering.

shop sweater dresses:

Poncho and leggings.

image of a woman walking down a cobblestone road wearing a beige poncho, black leather leggings and brown suede ankle boots

A cozy knit poncho/cape in a classic neutral color definitely has a cozy vibe and looks great paired with denim (for a casual look) or faux leather leggings for a dressier look.

You can layer the poncho over a long sleeve top when the weather is cooler and pair it with some knee high or ankle boots.

shop capes/ponchos: 

Slip skirt + sweater.

image of a woman standing on a country road in front of large trees wearing a cream sweater and a cream slip skirt

If the weather isn’t too chilly, this slip skirt and sweater combo is definitely worth trying. It’s so chic and classy and can easily be dressed up or down depending on the footwear and accessories you choose.

For a more casual look pair this with ankle booties, a wool hat, and a simple leather tote bag. Or, to dress it up, go with nude block heel pumps, dainty gold jewelry and a chic crossbody purse.

shop slip skirts:


image of a black woman sitting on a large chair outdoors with a wine glass in her hand wearing an orange blouse and white linen pants

What do people wear to a wine tasting?

A wine tasting experience is similar to attending a brunch, lunch, or dinner with a set menu. Therefore, you’ll want to dress nicer for the “occasion” so leave the leggings, sneakers, and athletic wear at home. A midi dress, sweater dress, pants or jeans and a nice sweater, are all suitable options for wine tasting attire.

Sometimes wine tastings are right in the wine cellars which can be cooler in temperature so bring along an extra layer just in case. Also, be mindful about wearing white as there is always a chance of spilling some red wine!

In short, if you are on the clumsy side you may want to opt for darker colors, but that being said white outfits can look really chic and classy!

image of a woman walking through a vineyard wearing a white button up shirt, jeans, loafers, and a large brown scarf

What shoes do you wear to a winery?

When visiting a winery you can wear sandals, mules, loafers, flats, and heels. But, you’ll want to consider a few things when deciding on the right pair.

First, if you are going on a wine tour through the vineyards you will want to make sure you have comfortable shoes without a high, pointy heel as it can get stuck in the ground as you walk. Secondly, consider how much walking and standing you’ll be doing as wine tours tend to be quite long and you stand most of the time.

Lastly, consider the type of winery and the occasion. Heels are definitely a great option but make sure they are comfortable, with a block or wedge heel (rather than a pump heel), and aren’t too high. Additionally, we recommend avoiding sneakers and flip flops as they are both often too casual for a winery setting.

shop footwear:

What To Wear To a Winery Wedding

A wedding at a winery is a perfect opportunity to get all dolled up. As a matter of fact, most wineries that host weddings are on the luxury side of the spectrum and have a beautiful estate to explore.

Below are some great winery wedding outfit ideas:

Floral midi dress.

image of a woman wearing a pretty floral midi dress, heeled sandals, and sunglasses

get the look:

A feminine floral midi dress is a perfect winery wedding option paired with nude heeled sandals, dainty jewelry, and a nude clutch or purse. Additionally, we recommend nude accessories with florals as it doesn’t compete and compliments the colors on the dress wonderfully.

Satin slip dress.

(@juliaberolzheimer, @reformation)

get the look:

A satin slip dress is classy, chic, and definitely sexy. Simply put, paired with simple heels, and touches of  jewelry, this is a perfect outfit to wear to an upscale estate winery wedding.

Opt for black for a classic look or have fun with it and go with a pretty pastel color like the dress above.

Little ivory dress.

image of a woman in a white linen midi dress standing in a garden area

get the look:

Don’t worry, wearing white to a wedding isn’t so faux pas anymore. Especially if you go with a white pant suit or an ivory or cream shade. A pretty white, ivory, or cream midi dress in linen or cotton fabric can be a perfect go-to for a more casual winery wedding that has a garden party vibe.

Pair it with some neutral sandal heels and dainty accessories and you’ll be good to go!

image of a woman standing on a sidewalk wearing a camel coat, black pants, rain boots, and holding an umbrella

get the look:

What To Wear To A Winery When It’s Raining

Rain can hit at almost any time of year in wine-making regions. If you have a winery tour or tasting planned but the weather calls for rain, don’t fret! First, bring along an umbrella. In this case, make sure you are wearing a hands-free crossbody purse so you can hold your umbrella (and a wine glass at the same time!).

Second, a longer trench coat can look stylish over a dress or trousers.Lastly, opt for rain boots or waterproof ankle boots to keep your feet warm and dry.


Casual Wine Tasting Outfits

For even more winery outfit inspiration we’ve gathered a few more looks that work perfectly for a casual winery trip that includes a tour, tasting, and a lunch or dinner.

Trousers + a tank top.

image of a woman standing on a sidewalk wearing white paperbag trousers and a black tank top with black heeled sandals

get the look:

This look is elegant and laid-back making it perfect for a winery visit in the spring or summer. The heels and accessories make the outfit dressy enough for lunch or dinner at an estate winery.

But, the pants and tank top keep it casual enough for a relaxed wine tour at a boutique winery.  Not to mention, neutrals are so versatile and work for almost any occasion.

Cozy cream and camel.

image of a woman in a long camel coat, striped brown sweater, and white jeans with loafers

get the look:

This outfit is fantastic for a day trip to a winery in the fall or winter months. The look is elevated but classy with the neutral tones and is cozy enough for a chilly day touring the vineyards.

Additionally, if you find the weather is a little too cool for loafers, you could easily swap them out for simple black or brown ankle boots. This look is definitely worth bookmarking!

Paperbag shorts + blouse

image of a woman in a white blouse and striped blue paperbag shorts

get the look:

If you are planning on touring a few casual boutique wineries on a hot summer day, this light and breezy outfit is a great option.

In short, a simple pair of paper bag shorts with an airy lightweight blouse and sandals will keep you cool and comfortable as you explore the vineyards.

What Not To Wear To A Winery:

Now that we’ve given you a full range of outfit ideas and what to wear, let’s quickly cover what not to wear to a winery, whether its a small laid-back farm winery or a fancy estate winery.

  • 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 throughout the vineyards. For this reason it’s best to avoid them and go with slides or sturdier sandals.
  • 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. For this reason it’s best to choose shoes with a block heel or wedge heel instead.
  • Althleisure wear. This includes leggings, joggers, sweatpants, hoodies, and other clothing items you’d wear to work out or lounge in. They are simply too casual and you’ll likely stick out like a sore thumb at the winery wearing this style of clothing.
  • 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!


In summary, we hope you have enjoyed this very thorough post on what to wear to a winery! No matter what time of year you are planning, where you will go (there’s even great wineries in Ohio!), or what kind of winery you’ll tour, you can be confident with outfit ideas that are classy, elevated, and chic.

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