What to Wear to a Winery in the Fall. Winery + Autumn Vibes = Style Perfection!

Packing for a fall winery visit can often leave you in a fashion dilemma. Did you know booties are the most popular footwear choice for this time of year? Our blog provides practical outfit recommendations that combine style, comfort and appropriateness for wine-tasting events.

Ready to turn heads at your next winery tour? Read on!

Fall Winery Outfit Ideas

Get ready to sip and swirl in style with these fall winery outfit ideas. From cozy knit sweaters and wide leg pants to trendy leather skirts and knee-high boots, you’ll find the perfect ensemble for a day of wine tasting in the autumn breeze.

Knit sweater + wide leg pants

Put on a knit sweater and wide leg pants for your winery visit. These clothes are comfy and just right for the fall weather. A chunky knit in soft shades is warm but also stylish. Pair it with wide leg pants in earth tones to match the vineyard’s colors.

Keep your feet happy by wearing flat shoes or booties, not high heels. You will look good and feel great as you sip your wine!

Denim jacket + chelsea boots

A denim jacket paired with chelsea boots is a stylish and comfortable outfit choice for visiting wineries in the fall. The denim jacket provides a casual yet trendy look, while the chelsea boots add a touch of sophistication.

This combination is perfect for exploring vineyards and enjoying wine tastings. The denim jacket will keep you warm during cooler temperatures, and the boots provide support for walking on uneven terrain.

It’s a versatile outfit that can be dressed up or down depending on your preference. So grab your denim jacket, slip on those chelsea boots, and get ready to savor some delicious wines at the winery!

Camel sweater + neutral trousers

For a chic and comfortable winery outfit in the fall, consider pairing a camel sweater with neutral trousers. The cozy camel sweater will keep you warm and stylish as you enjoy your wine tasting experience.

Pair it with neutral-colored trousers like beige or khaki for a sophisticated look that complements the autumn season. This combination is perfect for both daytime and evening wine tastings, providing a versatile and fashionable choice.

So go ahead and embrace the cozy yet trendy vibes of a camel sweater paired with neutral trousers for your next visit to the winery in the fall!

Long-sleeve midi dress + sandals

A long-sleeve midi dress paired with sandals is a stylish and comfortable outfit choice for visiting wineries in the fall. The longer length of the dress provides coverage while still being appropriate for the season.

Opt for a lightweight fabric like cotton or linen to stay cool during wine tastings. Sandals are a great footwear option as they are comfortable for walking around and exploring the vineyards.

Just make sure to choose flat or low-heeled sandals, avoiding anything too high that may be difficult to walk in on uneven surfaces. Dressing up in this way allows you to feel elegant while enjoying your wine tasting experience at the winery without sacrificing comfort and practicality.

Slip skirt + bodysuit

One stylish option for a fall winery outfit is pairing a slip skirt with a bodysuit. The slip skirt adds a touch of elegance, while the bodysuit provides a sleek and fitted look. This combination allows you to feel effortlessly chic while exploring the vineyard.

You can choose from various colors and patterns for both the slip skirt and bodysuit, depending on your personal style. Consider layering with a lightweight jacket or cardigan for added warmth in cooler temperatures.

Overall, this outfit choice will help you feel comfortable and fashionable during your wine tasting experience.

Trench coat + ankle boots

A trench coat and ankle boots make a stylish and practical outfit for a winery visit in the fall. The trench coat will keep you warm and protected from the cool weather, while ankle boots are comfortable for walking on uneven terrain.

These two pieces can be paired with jeans or a dress to create a polished look. Remember to choose neutral colors that complement each other and add a touch of sophistication to your ensemble.

With this outfit, you’ll be ready to explore the vineyards and taste some delicious wines in style.

[Additional facts]:

– Trench coats are timeless and versatile outerwear options that add an elegant touch to any outfit.

– Ankle boots provide comfort and stability, making them ideal for long walks around the winery.

Oversized knit sweater + pants

An oversized knit sweater paired with pants is a cozy and stylish outfit choice for visiting wineries in the fall. The loose fit of the sweater provides comfort while still looking fashionable, and it helps keep you warm on chilly days.

You can opt for a chunky cable knit or a soft cashmere material for added luxury. Pair it with tailored pants or relaxed trousers in neutral colors like black, gray, or beige to create a balanced look.

This outfit allows you to move freely and enjoy wine tastings without feeling restricted by tight clothing. Plus, the combination of the oversized sweater and pants gives off an effortlessly chic vibe that is perfect for exploring vineyards during autumn.

Wool coat, midi skirt, & ankle boots

A wool coat, midi skirt, and ankle boots make a stylish outfit choice for visiting a winery in the fall. The wool coat will keep you warm on cooler days, while the midi skirt adds a touch of elegance to your look.

Pair it with comfortable ankle boots to navigate the terrain easily. This combination is both fashionable and practical, allowing you to enjoy your wine tasting experience in style.

Black sweater, trousers, + flats

A black sweater, paired with trousers and flats, is a stylish and comfortable outfit choice for visiting a winery in the fall. The black sweater can be either a knit or oversized one, providing warmth and coziness during the cool autumn weather.

Trousers add a touch of sophistication to the look, while flats ensure comfort as you walk around the winery grounds. This ensemble allows you to stay fashionable while enjoying your wine tasting experience.

So go ahead and rock that black sweater with confidence!

Leather midi skirt + knee-high boots

A leather midi skirt paired with knee-high boots is a chic and stylish outfit choice for visiting wineries in the fall. The leather skirt adds a touch of sophistication, while the knee-high boots provide comfort and warmth.

This combination exudes confidence and gives you a trendy look that’s perfect for wine tasting. You can further elevate this outfit by adding a cozy knit sweater or a long-sleeved tee on top.

Layering up with clothes is important during fall visits to wineries to stay warm in fluctuating temperatures. So, don’t forget to add this fashionable ensemble to your list of winery outfit ideas!

Wool blazer + tall lug boots

A wool blazer paired with tall lug boots is a stylish and practical outfit choice for visiting wineries in the fall. The wool blazer will keep you warm on cooler days while adding a touch of sophistication to your look.

The tall lug boots not only provide comfort and support but also protect your feet from uneven terrain in the vineyards. This combination allows you to navigate through the winery grounds with ease, all while looking chic and ready for wine tasting.

So don’t forget to add this outfit idea to your list when planning what to wear on your next winery adventure!

Cozy knit sweater set

A cozy knit sweater set is a perfect choice for a winery visit in the fall. Not only will it keep you warm, but it also adds a touch of elegance to your outfit. Pair your sweater set with slim-fitting pants or a skirt for a stylish and comfortable look.

Avoid wearing mini skirts as they may not be suitable for the uneven terrain at wineries. Layer up with this outfit by adding a wool coat or trench coat for extra warmth on cooler days.

With a cozy knit sweater set, you’ll be ready to enjoy wine tasting in style and comfort during your fall winery excursion!

Herringbone wool coat + pants

For a chic and polished winery look in the fall, consider pairing a herringbone wool coat with pants. This classic combination exudes sophistication while keeping you warm during outdoor tastings.

The herringbone pattern adds texture to your outfit, giving it an extra touch of elegance. Opt for neutral colors like gray or black to keep the focus on the intricate design of the coat.

Complete your ensemble with ankle boots or loafers for a stylish and comfortable footwear choice. With this timeless outfit, you’ll be ready to sip wine in style as you enjoy the beautiful autumn scenery at the winery.

Over-the-knee boots + wool jacket

Pairing over-the-knee boots with a cozy wool jacket is a stylish choice for visiting wineries in the fall. The boots offer both fashion and function, keeping your legs warm while adding a trendy touch to your outfit.

A wool jacket provides warmth and can be layered over a sweater or long-sleeved tee for added comfort. This combination of boots and jacket is perfect for exploring vineyards and enjoying wine tastings during the cooler autumn months.

Remember to choose boots that are comfortable to walk in, as you may be navigating uneven terrain at the winery.

Dos and Don’ts of Winery Outfits

When visiting a winery, DO wear comfortable shoes like flats or ankle boots and DON’T wear high heels that may sink into the ground while walking through vineyards.

No high heels

Wearing high heels to a winery in the fall may not be the best idea. The terrain at wineries can often be uneven, which can make walking in high heels difficult and uncomfortable. It’s important to wear shoes that provide stability and comfort, such as booties or flats.

This will allow you to walk around the vineyard and enjoy your wine tasting experience without any discomfort or potential injury. So leave those high heels at home and opt for more practical footwear when visiting a winery in the fall.

Wear a crossbody purse

To ensure convenience during your winery visit, it’s recommended to wear a crossbody purse. This type of bag allows you to keep your hands free while exploring the vineyard and tasting different wines.

It also provides easy access to your essentials like your phone, wallet, and lipstick. With a crossbody purse, you can comfortably move around without worrying about holding onto a heavy handbag or clutch.

It’s a practical and stylish accessory that complements any fall winery outfit you choose. So don’t forget to bring along a crossbody purse for added convenience during your wine tasting experience!

Choose smudge-free lipstick

When choosing your lipstick for a winery visit, it’s important to go for smudge-free options. This will help you avoid leaving any marks on your wine glass when you take a sip. Smudge-free lipsticks are designed to stay in place and not transfer easily.

They can withstand the occasional drink or snack without smudging or smearing, ensuring that your look stays fresh throughout the day at the winery. So, opt for a long-lasting, smudge-free lipstick to keep your pout perfect while enjoying your favorite wines.

Be cautious when wearing white

When visiting a winery in the fall, it’s important to be cautious when wearing white. While it may look stylish and elegant, white clothing is more likely to get stained during wine tastings.

Spills happen, and red wine can easily ruin your outfit if you’re not careful. To avoid any mishaps, consider opting for darker colors or patterns that will conceal any potential stains.

This way, you can still look fashionable while enjoying your wine tasting experience without worrying about ruining your clothes.

Avoid strong perfumes

Strong perfumes should be avoided when visiting a winery. The fragrance can interfere with the wine tasting experience for both you and others around you. It’s best to let the aroma of the wines take center stage.

Instead, opt for a more subtle scent or even go fragrance-free to fully appreciate the flavors and aromas of the wines you’ll be sampling.

Dress up

For a more elevated look when visiting a winery in the fall, consider dressing up a bit. Opt for a stylish and polished outfit that still fits the casual vibe of wine tasting. You can try wearing a tailored blazer with jeans or trousers, paired with ankle boots or loafers.

A midi skirt coupled with a cozy sweater and knee-high boots can also create an elegant yet comfortable ensemble. Remember to choose neutral colors that complement the autumn season, and add layers to stay warm during outdoor tastings.

By dressing up, you’ll feel confident and ready to enjoy your wine tasting experience in style.

Layer up your SPF

Protecting your skin is important while enjoying a day at the winery. Layering up your SPF is essential to shield yourself from harmful UV rays, even in the fall. Even though it may not be summertime, the sun can still damage your skin.

Apply sunscreen before heading out and reapply throughout the day to ensure continuous protection. Don’t forget to cover all exposed areas, including your face, neck, ears, and hands.

This way, you can fully enjoy your wine tasting experience without worrying about sunburn or long-term sun damage.

Opt for a simple elevated outfit when in doubt

When you’re unsure about what to wear to a winery, it’s always best to choose a simple yet stylish outfit. A combination of a blazer, jeans or trousers, and a nice blouse or shirt can elevate your look without being too formal.

This type of outfit is versatile and appropriate for both daytime and evening wine tastings. Remember to layer up with clothes as the weather can change during the fall season. Avoid mini skirts as they may not be as practical for walking around the vineyards.

By opting for a simple elevated outfit, you’ll feel confident and comfortable while enjoying your wine tasting experience at the winery.

What to Wear to Different Types of Wine Tastings

For daytime wine tastings, opt for a chic and comfortable outfit such as a knit sweater paired with wide-leg pants or a long-sleeve midi dress with sandals. For evening wine tastings, elevate your look with a trench coat and ankle boots or a cozy oversized knit sweater set.

Outdoor wine tastings call for practical attire like jeans and a denim jacket or a wool blazer with tall lug boots. And for wine and cheese tasting events, choose an elegant outfit such as a leather midi skirt paired with knee-high boots or a herringbone wool coat with pants.

Daytime wine tasting outfit ideas

1. Wear a cozy knit sweater paired with comfortable pants or jeans for a relaxed and stylish look.
2. Opt for a long-sleeved tee with a denim jacket – it’s a classic combination that works well for daytime wine tasting.
3. Choose a blazer paired with jeans or trousers for a more polished and sophisticated daytime outfit.
4. Midi skirts are another great option for daytime wine tastings. Pair them with a fitted top or blouse for an elegant look.
5. Dresses, especially ones in pleated or flowy styles, are perfect for daytime wine tastings. Just remember to wear comfortable shoes!
6. Avoid wearing high heels as they might not be practical on the uneven terrain of wineries.
7. Complete your outfit with a crossbody purse for convenience and hands-free enjoyment of your wine tasting experience.

Remember, these outfit ideas will keep you comfortable while still looking stylish during your daytime visit to a winery in the fall.

Evening wine tasting outfit ideas

• Opt for a stylish midi dress in a rich color like burgundy or navy.
• Pair the dress with ankle boots or strappy heels for a chic touch.
• Layer a tailored blazer over the dress for added warmth and sophistication.
• If you prefer pants, choose black trousers and pair them with a silk blouse.
• Add a statement necklace or earrings to elevate your outfit.
• Consider wearing a fitted jumpsuit in a luxurious fabric like velvet or silk.
• Complete your look with heeled booties or sandals and minimal accessories.

Outdoor wine tasting outfit ideas

• Opt for comfortable footwear like flat sandals or low – heeled boots to navigate outdoor terrain.
• Choose lightweight and breathable fabrics like cotton or linen to stay cool in the sun.
• Wear a wide – brimmed hat or a cute fedora to protect your face from the sun’s rays.
• Layer up with a light cardigan or a denim jacket for when the temperature drops in the evening.
• Don’t forget to bring a stylish pair of sunglasses to shield your eyes from the bright sunlight.
• Consider wearing a flowy maxi dress or a jumpsuit for a chic and effortless look.
• Pair it with a crossbody bag or a small backpack so you can keep your hands free while exploring the vineyard.
• Don’t be afraid to accessorize with statement jewelry or fun hair accessories to add some personality to your outfit.

Wine and cheese tasting outfit ideas

• Pair a cozy knit sweater with dark jeans and ankle boots for a comfortable and stylish look.
• Opt for a flowy midi skirt with a fitted top and heels to create a feminine and elegant outfit.
• Choose a tailored blazer, trousers, and loafers for a sophisticated and polished ensemble.
• Try a chic jumpsuit or romper with statement accessories for a trendy and fashionable look.
• Layer a denim jacket over a maxi dress or sundress for a casual yet stylish outfit.
• Go for an effortless and casual vibe with leggings, an oversized sweater, and sneakers.

Conclusion

When it comes to what to wear to a winery in the fall, there are plenty of stylish and cozy outfit options. From knit sweaters and wide-leg pants to denim jackets and ankle boots, you can choose outfits that are both fashionable and practical for wine tasting.

Just remember to avoid high heels, opt for a crossbody purse, and be cautious with white clothing. With these tips in mind, you’ll be ready for a fun and fashionable winery visit this fall!