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30+ Stylish Fall Winery Outfits For A Chic Wine Tasting [2024]: What To Wear To A Winery In The Fall

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nWondering what to wear to a winery in the fall? Find the perfect stylish winery outfit and make a statement to the vineyard! Discover chic and stylish fall winery outfits for that perfect wine tasting experience. Get inspired with our outfit ideas!

As the leaves change colors and the air turns crisp, there is no better time to indulge in a visit to your local winery.

With the fall season in full swing, wineries offer the perfect setting for sipping on delicious wines while enjoying the breathtaking autumn scenery.

And what better way to embrace this cozy season than by curating a collection of stylish outfits that will make you feel effortlessly chic as you explore vineyards and sample exquisite vintages?

From cozy sweaters paired with trendy jeans to elegant dresses layered with cozy jackets, we have compiled a list of fabulous fall winery outfits that will ensure you look and feel fabulous during your next wine-tasting adventure.

So grab your favorite glass and let’s dive into some fashion inspiration!

fall winery outfit ideas

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This post is all about fall winery outfits.


What is the dress code for a winery and wine tasting in the fall?

fall winery outfits

When planning a trip to a winery in the fall, it’s important to consider the dress code.

While there may not be strict guidelines, it’s always best to choose an outfit that reflects the elegance and sophistication of the vineyard:

Cozy Sweaters & Luxurious Fabrics

Fall is a great time to experiment with layering and textures, so embrace cozy sweaters and luxurious fabrics like cashmere or velvet.

Pair them with tailored jeans or trousers for a chic yet comfortable look.

Earthy Tones

To create a stylish fall winery outfit, consider incorporating earthy tones inspired by nature.

Rich burgundy, deep navy, or warm camel can add an autumnal touch to your ensemble.

A versatile piece like a blazer in one of these colors can instantly elevate your look while providing warmth if needed.

Comfortable Footwear

In terms of footwear, opt for comfortable yet stylish options such as ankle boots or loafers that will complement your outfit while allowing you to explore the vineyard with ease.

Remember that dressing for a winery is not just about looking great but also being practical.

Timeless Accessories

Avoid wearing excessive accessories that may get in the way during wine tasting activities or any outdoor explorations you might do on site.

Instead, focus on timeless pieces that effortlessly blend fashion and function.


By choosing an appropriate attire for fall winery visits, you’ll not only feel confident but also seamlessly fit into the sophisticated ambiance of this delightful destination.

Scroll on to check out more stylish fall winery looks!


What are some outfit ideas to wear to a winery?

When planning a visit to a winery, it’s important to dress appropriately and stylishly.

Here are a few outfit ideas to inspire your winery ensemble:

Stylish sweaters for a cozy yet fashionable look

fall winery outfits


fall winery outfits


fall winery outfits


A stylish sweater is a perfect choice for a winery visit in the fall.

Pair it with a pair of jeans or a skirt for a chic and cozy look.

Opt for warm colors like burgundy or mustard to complement the autumn season.

Midi dresses to achieve an elegant and comfortable ensemble

fall winery outfits

Get This Dress

Midi dresses are a versatile option when visiting a winery.

They offer a sophisticated and comfortable look.

Choose dresses with floral or geometric prints to add a touch of personality to your outfit.

Maxi dresses for a flowy and sophisticated appearance

fall winery outfits

For a more formal and elegant look, opt for a maxi dress.

The elegant silhouette of a maxi dress adds a touch of glamour to your winery outfit.

Pair it with a wide-brimmed hat for a truly chic look.

What should I wear to a wine tasting at a winery?

When attending a wine-tasting tour at a winery, it’s essential to strike the right balance between fashion and appropriateness.

Here are some outfit suggestions:

Chic outfits that are both fashionable and appropriate for the occasion

fall winery outfits


Choose chic and trendy outfits that reflect your personal style while still being appropriate for a wine tasting event.

Consider wearing a tailored blazer with a stylish blouse and a pair of tailored trousers for a polished and sophisticated look.

Denim jackets to layer your outfit and add a touch of casualness

fall winery outfits


Layering is essential when visiting a winery, especially during the fall season.

A denim jacket is a versatile piece that can be easily layered over a dress or paired with jeans.

It adds a touch of casualness to your outfit while still looking stylish.

Loafers for walking around the winery and vineyard

fall winery outfits

Comfortable shoes are a must when visiting a winery.

Opt for stylish yet comfortable footwear such as flat boots or loafers.

Avoid overly high heels as they can make walking on uneven surfaces difficult.


What are some outfit ideas for a winery in the fall?

Visiting a winery in the fall offers the perfect opportunity to showcase your stylish outfits.

Here are a few ideas to help you create a fashionable look:

Sweater dresses for warmth and style

fall winery outfits

fall winery outfits


fall winery outfits

Sweater dresses are a cozy and fashionable choice for a winery visit in the fall.

Pair them with knee-high boots or ankle booties to complete the look.

Consider wearing a belt around your waist to define your silhouette.

Wear jeans with a trendy top or blouse

fall winery outfits

If you prefer a more casual and comfortable outfit, consider pairing your favorite jeans with a trendy top or blouse.

You can opt for a flowy blouse or a trendy button-down shirt to create a stylish and effortless look.

Opting for white or neutral-colored outfits for a crisp fall look

fall winery outfits


White or neutral-colored outfits can create a crisp and chic look for a winery visit in the fall.

Consider wearing a white sweater or a neutral-toned dress.

Pair it with statement accessories and ballet flats for a fashionable ensemble.

Button Down Shirt And Midi Skirt For An Elevated Easy Style

fall winery outfits

fall winery outfits


For a sophisticated yet effortless look at the winery, consider pairing a button-down shirt with a midi skirt.

This combination offers an elevated style that is both polished and comfortable.

Opt for a classic white button-down shirt for a timeless and chic ensemble, or go for something more playful with a patterned or colored shirt to add some personality to your outfit.

When it comes to the midi skirt, choose one in a flowy fabric like chiffon or silk to create movement and elegance.

A floral print midi skirt can add a touch of femininity and whimsy, while a solid-colored skirt in muted tones will give off an understated sophistication.

Pair this combo with ankle boots or heeled sandals to complete the look.

Add some delicate jewelry and your favorite handbag, and you’re ready to sip wine in style.

Oversized Sweater, Skirt, And Boots For A Simple Stylish Fall Outfit

fall winery outfits


fall winery outfits


For a simple yet stylish fall outfit at the winery, why not try pairing an oversized sweater with a skirt and boots?

This combination creates a fashionable look that is perfect for both wine tasting and strolling through vineyards.

The oversized sweater adds a touch of sophistication and drama to your ensemble, while the skirt underneath helps streamline the silhouette.

To complete this look, opt for ankle or knee-high boots in a complementary color.

Not only will they keep your feet cozy during cooler autumn days, but they also add an edgy vibe to your overall outfit.

Don’t be afraid to experiment with different textures and patterns – try pairing a floral or plaid skirt with solid-colored boots for a chic contrast.

Knit Top And Chic Pants For A Fall Wine Tasting

fall winery outfits


fall winery outfits


fall winery outfits

fall winery outfits


When it comes to dressing for a fall wine tasting, you want a chic and comfortable outfit that will keep you cozy while still looking stylish.

A knit top and chic pants are the perfect combination for this occasion.

Opt for a soft and cozy knit top in a neutral tone like cream or gray, which will not only keep you warm but also give off an effortlessly sophisticated vibe.

Pair your knit top with chic pants in a flattering silhouette such as slim-fitting trousers or high-waisted wide-leg pants.

The key is to choose pants that elongate your legs and create a clean and polished look.

Consider opting for autumnal colors like deep burgundy or olive green to embrace the season.

Mini Dress, Shacket, Booties For The Wine Tour

fall winery outfits

The mini dress, shacket, and booties combination is the perfect choice for a wine tour in the fall.

The mini dress adds a touch of femininity and flatters your figure, while the shacket provides an extra layer of warmth and style.

Pair it with trendy ankle booties to complete the look.

To elevate this outfit even further, opt for a mini dress in a bold color or fun pattern.

Consider a burgundy or mustard-colored dress to embrace the autumn vibes or go for a floral print to add some playfulness.

Choose a shacket in a complementary shade, such as olive green or camel, as it will blend seamlessly with your overall look.

When it comes to the footwear, ankle booties are always a great choice for wine tours.

They offer comfort and stability while still looking stylish.

Opt for versatile black or brown leather boots that can effortlessly transition from day to night.

Additionally, consider opting for block heels instead of stilettos as they provide more comfort during long walks through vineyards.

Going To A Winery With A Matching Set

fall winery outfits


One of the most stylish ways to make a statement at a winery this fall is by going with a matching outfit set.

Coordinating your top and bottom creates a chic and put-together look that instantly elevates your wine tasting experience.

Whether it’s a cozy knit sweater and skirt combo or a sleek pantsuit in a rich burgundy shade, wearing a matching set shows off your fashion-forward sensibilities.

Not only does wearing a matching set offer an opportunity for creativity in styling, but it also demonstrates attention to detail.

By carefully selecting complementary pieces, you can create an outfit that perfectly complements the ambiance of the winery.

For example, opting for earthy tones like olive green or rust orange allows you to seamlessly blend in with the autumnal hues of the surrounding vineyards, enhancing both your style and the overall aesthetic appeal.

So next time you plan on visiting a winery this fall, consider putting together a clothing ensemble with coordinating pieces – it’s an effortless way to exude elegance while indulging in fine wines.

Long Cardigan, Leather Pants, And Ankle Boots

fall winery outfits


One of the most fashionable and versatile outfits to wear to a winery in the fall is a long cardigan, leather pants, and ankle boots.

This combination not only exudes effortless style, but it also keeps you warm during those crisp autumn days.

The long cardigan adds a cozy touch to your outfit while giving you that chic layering option.

Pair it with some sleek leather pants for an edgy twist that adds just the right amount of attitude to your ensemble.

Complete the look with some ankle boots to elevate your outfit and add a touch of sophistication.


Can I wear white to wine tastings?

fall winery outfits

While wearing white to a wine tasting may seem like a fashion faux pas, it can actually make for an elegant and sophisticated outfit choice.

The key is to choose the right shade of white and pair it with complementary colors or patterns.

Opt for an off-white or creamy hue rather than a stark white, as it can be more forgiving and less prone to staining.

Pair your white ensemble with earth tones such as caramel, rust, or olive green to create a warm and inviting look that blends seamlessly with the autumnal backdrop of a winery.

Another way to incorporate white into your winery outfit is through accessories.

A crisp white hat or scarf can add depth and interest to your overall look while keeping you on-trend.

Consider opting for a flowy white dress paired with brown leather boots for an effortlessly chic vibe that is both comfortable and stylish.

Remember to accessorize wisely; choose delicate gold jewelry or statement pieces that complement the simplicity of the all-white ensemble without overpowering it.

In conclusion, you can definitely wear white to wine tastings if done right.

With careful consideration of fabric choices, color combinations, and accessory selection, you can create an outfit that exudes elegance and sophistication while still being practical for navigating vineyards in the fall season.

Embrace your inner fashionista and confidently rock those shades of white at your next winery visit!


What not to wear to a winery?

When it comes to dressing for a winery visit or a wine country, there are some key fashion choices that should be avoided.

First and foremost, leave your stilettos at home.

While they may be glamorous and chic, wearing high heels to a winery can quickly become a nightmare.

The uneven terrain and gravel paths common at vineyards can make walking in heels treacherous, not to mention the potential damage to the delicate grapevines.

Another item to avoid is clothing that restricts movement or comfort.

Tight-fitting outfits may look fabulous, but spending hours sipping wine and enjoying the scenery can become unbearable if you’re constantly adjusting uncomfortable clothing.

Opt for loose-fitting pieces or stretchy fabrics that allow you to move freely and make the most of your winery experience without feeling restricted.

Lastly, it’s important to think about practicality when choosing your outfit for a winery visit.

While it’s tempting to dress up in trendy fall layers, keep in mind that wineries often have outdoor seating areas where you might spend a significant amount of time.

Therefore, it’s best to avoid long flowing garments that could easily get caught on chairs or tables or drag on the ground when walking around the vineyard.


What should I wear to a wine tasting in October?

fall winery outfits

fall winery outfits

fall winery outfits

When it comes to attending a wine tasting in October, it’s important to strike the perfect balance between style and comfort.

As the weather begins to cool down, opt for an ensemble that allows you to stay warm while still looking effortlessly chic.

One option is to wear a cozy oversized sweater in a neutral color or in a rich autumnal color like burgundy or mustard.

Pair it with high-waisted jeans or a midi skirt and ankle boots for a casual yet polished look.

Alternatively, you can embrace the fall vibes by opting for a dress with long sleeves and a bold print like plaid or floral.

Add some texture with knee-high leather boots and accessorize with a statement belt to cinch in your waist. Layer on a lightweight jacket or cardigan if needed, ensuring that it complements your overall aesthetic.

Remember that wine tastings often involve standing and walking around, so choose footwear that is both fashionable and comfortable.

Opt for closed-toe shoes like loafers or block-heeled booties that will keep your feet happy throughout the event.

Lastly, don’t forget accessories such as a stylish hat or scarf to complete your outfit while adding an extra layer of warmth during those brisk autumn days at the winery.


What do you wear to a winery in November?

fall winery outfits

fall winery outfits


fall winery outfits


As the cooler temperatures of November settle in, visiting a winery can be a wonderful way to enjoy the season’s beauty.

But what do you wear to a winery in November?

It’s essential to strike the perfect balance between comfort and style, embracing the autumnal vibes while staying warm and cozy.

Layering is key when it comes to dressing for a winery outing in November.

Start with a lightweight sweater or long-sleeved top in earthy tones like burnt orange or deep burgundy.

Pair it with high-waisted jeans or black pants for an effortlessly chic look.

Adding a stylish wrap coat or chunky cardigan will not only provide extra warmth but also elevate your ensemble.

When it comes to footwear, opt for ankle boots to keep your toes snug on unpredictable fall terrain.

Choose neutral shades like tan or camel that complement the colors of the season.

Accessorize your outfit with a wide-brimmed floppy hat and oversized sunglasses for some added glamour.

A crossbody bag will keep your essentials close at hand while allowing you hands-free mobility as you navigate through vineyards and sip on delicious wines.


What do you wear to a winery when it’s cold?

fall winery outfits


fall winery outfits


As the temperatures drop, it’s essential to find an outfit that not only keeps you warm but also exudes style and sophistication.

Layering is key during this time of year, so opt for a cozy sweater or cardigan paired with a stylish scarf.

Not only will these pieces keep you warm when sipping on robust reds and elegant whites, but they’ll also add depth and texture to your ensemble.

While comfort is crucial, don’t be afraid to showcase your personal style when visiting a winery in the fall.

Instead of traditional jeans, why not try knit skirt, wide-leg trousers or leather leggings?

These alternatives provide both warmth and an extra touch of sophistication that elevates your overall look.

Finish off your outfit with ankle boots or knee-high riding boots for added coziness and flair.


What to wear to a winery wedding?

When it comes to attending a winery wedding, finding the perfect outfit can be a bit tricky.

You want to look stylish and put-together, but also keep in mind the rustic and natural setting of the winery.

Opt for a romantic dress in muted tones such as blush or lavender to complement the vineyard backdrop.

Flowy maxi dresses with delicate floral prints are always a hit at outdoor weddings, and they provide an effortless elegance that perfectly suits the ambiance of a winery.

If you prefer something less traditional, consider wearing separates like a chic jumpsuit or a stylish skirt paired with an embroidered blouse.

These options allow for more creative styling while still maintaining an air of sophistication.

To add some intrigue and playfulness to your outfit, don’t be afraid to experiment with accessories like statement earrings or an eye-catching belt.

Remember to keep your footwear practical yet fashionable by choosing block heels instead of stilettos – this way, you’ll be able to explore the vineyards without getting stuck in between grapevines!


More Cute And Stylish Fall Winery Outfit Ideas & Wine Tasting Outfit Ideas

fall winery outfits


fall winery outfits



Can I Wear Jeans to a Winery?

One of the questions that often arise when planning a visit to a winery is: can I wear jeans?

While many people associate wineries with an elegant and sophisticated ambiance, there is no hard and fast rule against donning a pair of well-fitting jeans.

In fact, with the right styling and accessories, jeans can be a chic and versatile choice for a day at the winery.

To achieve an effortlessly stylish look, opt for dark wash or black jeans as they offer a more polished appearance.

Pair them with a flowy blouse or a cozy sweater in autumnal hues for the perfect fall winery outfit.

Complete your ensemble with ankle boots or loafers which not only add an extra touch of sophistication but also provide comfort for walking through vineyards.

Accessorize with statement jewelry like chunky bracelets or long pendant necklaces to elevate your look and make it suitable for wine-tasting events.

Q: Can I wear heels to a winery?

A: It’s generally not recommended to wear heels to a winery as the terrain might be uneven and heels can make it difficult to walk.

Opt for comfortable flats, sandals, or boots instead.

If you really want to wear heels, make sure they are comfortable and stable.

Q: What is the best winery to visit?

A: The best winery to visit can vary depending on personal preferences and location.

Some popular wine regions include Napa Valley, Sonoma Valley, and the Finger Lakes region.

It’s recommended to do some research and read reviews to find a winery that suits your taste and preferences.

Q: What should I wear to a winter winery?

A: When visiting a winery in winter, it’s important to dress warmly and layer your clothing.

Opt for a cozy sweater or cardigan, jeans or leggings, and boots.

Don’t forget to wear a warm coat, hat, and gloves to stay comfortable in the colder temperatures.

Q: What should I wear to a wine tasting event?

A: For a wine tasting event, you can dress up a bit more than you would for a casual winery visit.

You can opt for a nice blouse or button-down shirt paired with dress pants or a skirt.

You can also go for a stylish dress paired with heels or dressy flats. The key is to look chic and put-together while still being comfortable.


Conclusion: Fall Wine Tasting Outfit Ideas

When planning a visit to a winery, it’s important to dress appropriately and stylishly.

Consider the season, location, and type of event when selecting your outfit.

Choose chic and comfortable pieces that reflect your personal style.

Whether you opt for sweaters, dresses, or white ensembles, create a look that makes you feel confident and fabulous.

Enjoy the wine tasting experience in style!

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fall winery outfit ideas

This post was all about fall winery outfits.


About The Author

Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More


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