What to Wear to a Winery (Ultimate Outfit Ideas Guide!)

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what to wear to a winery + winery outfit ideas

Hey there, wine lover! Planning a trip to a winery but not sure what to wear? Don’t worry—I’ve got you covered! In this guide, I’ll walk you through some general tips and outfit ideas for winery visits, ensuring you look fabulous and feel comfortable while sipping on those delicious wines. Let’s dive right in!

What to Wear to a Winery (General Tips)

Below are general tips on what to wear to a winery. Continue scrolling to get ideas on what to specifically wear to a winery in the spring, summer, and fall/winter.

1. Knee Length of Midi Dresses

Wineries are an excuse to put on a cute sundress or midi dress! Any knee-length or midi dress is perfect for wearing to a winery.

midi dress to wear to a winery
Image via Amazon

2. A Light Jacket

You never know what the weather may be like, so it’s smart to wear a light jacket to a winery. It could be chilly outside, or the tasting rooms could be super cold with the A/C blowing.

I personally love to wear a cream blazer to wineries. It’s classy and warm.

3. Sunglasses

Don’t forget your sunglasses!

It can be super sunny outside at wineries. Plus, photos with you squinting your eyes is not a good look!

I personally LOVE my Maui Jim sunglasses, but these Rayban dupe sunglasses on Amazon get amazing reviews and are super cheap too!

3. Liptstick

No girl should be without her favorite lipstick! Opt for a long-lasting, smudge-free option like Revlon ColorStay Overtime. It’ll keep your lips looking vibrant throughout the day, even after a few sips of wine.

4. A Broad-Brimmed Hat

winery outfit ideas with broad-brimmed hats
Image via Google Images
View Similar Hats on Amazon

When strolling along the wineries outside, a broad-brimmed hat can add a touch of flair to your ensemble. Just remember to remove it when you’re inside the tasting rooms.

RELATED: Best Fedora Hats for Women

What to Wear to a Winery in the Summer

Ah, the sunny summer days—perfect for indulging in some wine tasting! Here are some winery outfit ideas for those hot summer months.

1. Sundresses

I absolutely love wearing sundresses to a winery. Sundresses are lightweight, comfortable, and cute! Plus, Amazon has tons of super cute summer sundresses! 

Complete your summer winery outfit with cute wedges or strappy sandals.

2. Flowy Tops with Shorts

If you prefer a more casual yet trendy outfit, pair flowy tops with tailored shorts.

Look for lightweight and breathable materials like chiffon or cotton shorts. Opt for neutral or light-colored tops and pair them with shorts in stylish sunglasses.

Finally, complete your summer winery outfit with comfortable flats or low-heeled sandals.

3. Maxi Dresses

summer winery outfit
Image via Amazon.com

Maxi dresses are perfect for wearing to a winery in the summer! 

You can either go with a cute floral maxi dress, a tropical maxi dress, or a solid-colored maxi dress. Maxi dresses are feminine, flowy, and perfect for hot summer days at a winery. Complete your outfit with a cute hat and strappy sandals or he, and maybe some boho earrings too!

4. Wide-brimmed hats

Most wineries aren’t well shaded, so you’ll definitely want to wear a hat to a winery in the summer! 

Not only do hats provide protection for your face and neck, but they also add a touch of glamour to your outfit. Choose straw hats, floppy hats, or Panama hats in neutral or complementary colors to match your summer attire.

RELATED: Best Fedora Hats for Women

5. Stylish Sunglasses

You’ll likely be walking around the winery outside, so sunglasses are a MUST.

You can go with oversized sunglasses, cat-eye sunglasses, or classic aviators. Amazon has so many cheap sunglasses that are cute! 

I personally LOVE my Maui Jim sunglasses and wear those when I go to a winery (and everywhere!).

6. Light Layers

While summer days can be scorching, wineries often have temperature-controlled indoor spaces.

To prepare for the possibility of cooler interiors, bring along a lightweight cardigan or a linen kimono that you can easily slip on when needed. This way, you’ll stay comfortable regardless of the temperature fluctuations.

7. Boho Dresses

I absolutely LOVE boho dresses! Amazon has so many great boho dresses that are just perfect for wearing to a winery in the summertime.

RELATED: Best Boho Dresses on Amazon

What to Wear to a Winery in the Spring

As the weather starts to warm up, but with a slight chill in the air, your winery outfit should strike a balance between springtime freshness and practicality.

Here are some spring winery outfit ideas and tips for a stylish winery visit.

1. Floral Dresses

Spring and floral patterns go hand in hand. Floral dresses in soft pastel shades or vibrant prints are perfect for wearing to a winery in the spring. Both midi or knee-length dresses are classy and feminine.

To complete your spring winery outfit, wear your floral dress with ballet flats, block heels, or ankle boots.

2. Midi Skirts with Blouses

For a versatile and chic outfit, consider pairing a flowy midi skirt with a blouse to a winery in the spring.

fall winery outfit idea
Image via Lauren Fuquay

I personally LOVE skirts in lightweight fabrics like chiffon or satin.

For the blouse (or cami top!), tuck it into your skirt. Finish off with sandals or pumps depending on your mood.

3. Classy Blazers or Leather Jackets

Wineries are an excuse to be classy, so pull out that blazer (or leather jacket!) Plus, a blazer or leather jacket will keep you warm in case it is cold outside.

For this spring winery outfit idea, you can wear your blazer or leather jacket over a dress, over skirts, or with jeans and a cute top! 

4. Midi Dresses with Sandals

Basically any midi dress is perfect for wearing to a winery in the summer! A midi dress with a belt around the waist will accentuate your figure.

5. Light Scarves or Shawls

If you are going to a winery in the evening, a light scar or a shawl would be perfect! 

For this spring winery outfit idea, pair the scarf (or shawl) with a solid colored dress and cute wedges or flats.

6. Stylish Footwear

You’ll likely be walking around the winery (or at least standing), so you’ll want to wear stylish yet comfortable shoes to a winery in the spring.

Closed-toe flats, ankle boots, or block heels are all smart choices. Espadrille wedge sandals (like these Espadrille wedge sandals on Amazon!) are perfect for wearing to a winery in the spring. 

7. Delicate Accessories

Complete your spring winery outfit with delicate accessories. Consider adding dainty necklaces, stackable rings, or elegant bracelets to add a touch of sophistication.

What to Wear to a Winery in the Fall and Winter

As the weather cools down, it’s time to adjust your winery attire accordingly. Here are some ideas for what to wear to a winery in the fall and what to wear to a winery in the winter.  

1. Sweater Dresses

Sweater dresses are perfect for wearing to a winery in the fall and winter!

Look for a cute sweater dress that is knee-length or midi and that hugs your curves.

For your shoes, pair the sweater dress with knee-high boots or ankle booties. If it’s chilly outside, wear semi-sheer tights, or even fleece-lined leggings under your sweater dress.

2. Layers, Layers, and More Layers

Layering is key to staying warm and stylish at a winery.

Combine different pieces to create a chic and practical winery outfit. For example, pair a cozy turtleneck sweater with high-waisted jeans or leggings, and top it off with a tailored blazer or a stylish coat. You can also add a chunky scarf or wrap for extra warmth and style.

3. Denim Jeans with Knitwear

For a casual yet trendy look, consider combining your favorite pair of jeans with cozy knitwear. Opt for chunky knit sweaters, turtlenecks, or cardigans in rich fall or winter hues. Complete the look with ankle boots or loafers for a chic fall winery outfit or winter winery outfit.

4. Statement Coats

A stylish coat can instantly elevate your winery outfit during the colder seasons.

Choose a statement coat in a bold color or a classic pattern like houndstooth or plaid. Long wool coats, faux fur jackets, or trench coats are great options that not only keep you warm but also make a fashion statement.

Pair them with fitted dresses, skirts, or tailored pants to create a polished and sophisticated look.

5. Boots and Booties

Pair them with dresses, skirts, or jeans for a trendy and functional look. 

When it comes to footwear for winery visits in fall and winter, boots and booties are your best friends. Opt for ankle boots, knee-high boots, or over-the-knee boots depending on your personal style and the weather conditions.

6. Warm and Cozy Accessories 

Don’t forget to accessorize for both style and warmth at a winery. Add a cozy knit hat, a chunky scarf, and stylish gloves to your winery outfit. You never know how cold it may get at a winery in the winter! 

7. Cute Clothes in Deep and Rich Colors 

If you are visiting a winery in the fall or winter, you may want to embrace the season by wearing fall/winter colors like burgundy, deep green, or navy. Mix and match these colors with neutrals like black, gray, or cream for a cute fall or winter winery outfit.

8. Cute Dress with Long Sleeves

fall winery outfit + cute dress with buttons and long sleeves
Image via Amazon

You can never go with wearing a dress to a winery in the fall! When it’s chilly in the fall, wear tights under the dress. Then, complete your fall winery outfit with cute booties and a scarf!

What NOT to Wear to a Winery

To maintain the classy and sophisticated ambiance of wineries, there are a few fashion choices you should avoid. Here’s what not to wear to a winery.

1. Heels with a Skinny Heel

Save your heels with a skinny heel for trips to Las Vegas and clubbing, New Yeand clubbing!

Skinny heels can easily sink into the grass or get torn apart on the dirt paths at a winery. Instead, opt for cute wedges or sandals while visiting a winery.

2. Short Dresses or Skirts

Wineries are classy places. You want to keep your outfit modest – think of what Kate Middleton would wear.

You’ll want to avoid short dresses, mini dresses, and short skirts at wineries. If you love dresses, opt for a midi dress or a maxi dress. If you love skirts, wear a knee-length skirt, a midi skirt, or a maxi skirt with a cute top.

3. Jean Shorts

While jean shorts are cute for casual outings, they aren’t quite appropriate for wearing to a winery. If you do love shorts, go for khaki shorts or dressier shorts (like the J. Crew chino shorts or the Lily Pulitzer Buttercup shorts).

4. Anything White

Wine can stain, so you may want to avoid wearing anything white to a winery…just to be safe. 😊

What to Wear to a Winery Tasting

Winery tastings are the best! You get to sample various wines, and you don’t have to travel too far (usually!). For example, there is a wine bar down the street from me called Vinoteca, and they have a wine tasting almost daily!

While the focus is on the wine, it’s still important to dress appropriately and comfortably. Here are some general tips on what to wear to a winery tasting. You may also want to check out this Pinterest board with wine-tasting outfit ideas.

1. Smart Casual Attire

Opt for a smart casual outfit that strikes the right balance between comfort and style. This means avoiding overly casual attire like activewear or flip-flops, as well as overly formal ensembles like cocktail dresses or suits.

2. Comfortable Shoes

Since winery tastings often involve standing or walking for extended periods, it’s essential to wear comfortable shoes.

Opt for stylish flats, loafers, or low-heeled shoes. Avoid high heels or shoes that may cause discomfort after a while.

3. Lots of Layers 

Wineries typically maintain a controlled temperature in their tasting rooms, but outdoor areas or cellars may be cooler. To ensure you’re prepared for varying temperatures, consider wearing layers.

For example, you could wear a lightweight top or blouse, and then layer with a cardigan, a lightweight jacket, or a shawl.

4. Neutrals and Earthy-Toned Clothes

Neutrals and earthy-toned shirts in whites, beiges, creams, browns, or muted greens work well for a winery tasting.

5. Tailored Pants or Dresses

Choose tailored pants or dresses that offer a polished and refined look. Well-fitted trousers, culottes, or midi skirts paired with a blouse or a lightweight sweater can create a chic and comfortable ensemble.

If you prefer dresses, opt for knee-length or midi options that allow freedom of movement.

6. Accessories and Jewelry

Delicate jewelry pieces such as a dainty necklace, stud earrings, or a subtle bracelet are perfect for wearing to a winery. You may want to avoid excessive jewelry or chunky bracelets. 

A stylish wristwatch can add a touch of sophistication to your overall look. I recently bought another Skagen watch on Amazon (it’s on sale!) and love it!

7. Classic Handbag or Crossbody

You don’t want to be carrying around a large purse or tote bag at a winery. Instead, carry a small handbag or wear a crossbody bag to the winery.

What to Wear to a Winery in Napa

I remember the first time I went to a winery in Napa. I was in college with my boyfriend, and we had no idea that you were supposed to “swirl” the wine and smell it before taking a small sip. We went right in and took a large sip before realizing that we had committed a social faux pas! (LOL).

If you aren’t sure what to wear to a winery in Napa, below are some tips. In general, California is casual, but you’ll also want to dress classy when in Napa Valley!

Here are some tips on what to wear to a winery in Napa:

1. Smart Casual Clothes

Choose stylish and comfortable clothing that reflects the chic wine country aesthetic.

2. Sundresses and Midi Dresses

Sundresses and midi dresses are perfect choices for a winery visit in Napa. 

Pair your dress with comfortable sandals or wedges that allow you to walk easily through the vineyards and tasting rooms.

3. Stylish Jumpsuits or Rompers

Jumpsuits and rompers offer a fashionable and trendy alternative to dresses. Opt for a well-fitted jumpsuit or romper in a chic fabric like linen or cotton. Pair it with stylish sandals or wedges and accessorize with a wide-brimmed hat or statement jewelry to wear to a winery in Napa.

4. Classy Jeans with a Dressy Top

If it’s chilly outside, you may want to wear well-fitting jeans with a stylish blouse, a sweater, or a dressy top.

5. A Blazer or a Sweater 

Napa Valley experiences varying weather conditions throughout the day, so it’s essential to dress in layers.

Make sure to bring a cardigan, blazer, sweater, or lightweight jacket with you. You never know if it will be cold in Napa, chilly at night, or cold inside the winery.

6. Sophisticated Footwear

Choose footwear that combines style and comfort for your Napa winery excursion. Opt for stylish flats, fashionable sandals, or low-heeled wedges that allow you to navigate the winery grounds comfortably.

Avoid stilettos or heels with thin soles that may sink into the grass or become uncomfortable during extended periods of walking or standing.

7. Classy Accessories

Complete your Napa winery outfit with classy accessories. Then, complete your Napa winery outfit with a chic wide-brimmed hat, sunglasses, and a cute purse.

What to Wear to a Winery Plus Size

If you are curvy, you may be wondering what to wear to a winery as well!

In general, flowy maxi dresses, wide-leg jumpsuits, high-waisted skirts with a blouse, and stylish jeggings or denim with a flowy blouse are perfect for wearing to a winery. Tunic dresses with booties are also perfect to wear to a winery if you are curvy or plus size.

You may also want to wear a lightweight kimono or a cardigan over your top/blouse in case it gets chilly at the winery. To complete your winery outfit, don’t forget to accessorize with cute earrings, a trendy handbag, a wide-brimmed hat, and sunglasses.

If you aren’t sure wear to shop for plus size winery outfits, I’d highly recommend Pink Lily (they have lots of plus size winery outfits for women!), SHEIN (for super cheap clothes to wear to a winery if you are plus size), and Bloomchic. Bloomchic has SO many plus size midi dresses in sizes up to 5XL that are perfect for wearing to a winery if you are plus size).

Cute and Easy Winery Outfit Ideas

To give you some inspiration, here are a few cute and easy-to-copy winery outfit ideas perfect for winery tastings in Sonoma Valley, Napa, and/or any winery really!

You may also want to check out this Pinterest board with more winery outfit ideas.

These outfit ideas can all be purchased on Amazon, and I’ve also included other retailers to check out as well for similar winery outfits you can buy online!

1. Cute Romper with Wedges and a Wide-Brimmed Hat

If you love rompers, check out this guide with the best rompers for women and this guide with the best rompers for teens on Amazon.

2. Knee-Length Dress with a Hat and Sunglasses

Any casual dress with a hat and sunglasses is perfect for wearing to a winery!

3. Floral Midi Dress with Cute Wedges

This is probably my favorite winery outfit idea!

4. White Jeans with an Off the Shoulder Blouse

If you live somewhere more casual, then white jeans are perfectly fine to wear to a winery. Just be careful not to stain your white jeans! 

5. White Linen Romper with Sandals

A white romper with sandals is perfect for wearing to a winery in the summer!

6. Two Piece Midi Skirt and Crop Top Outfit

Two-piece outfits are so flirty and fun! Amazon has so many cute two-piece outfits for wearing to a winery. You will LOVE this combo lemon-print skirt and top from Amazon.

If you love two-piece outfits, check out this YouTube video with the best two-piece outfit on Amazon.

6. Girly White Mini Dress with Earrings

When it’s hot outside, a mini dress with wedges and earrings is perfect for wearing to a winery, especially in the summer.

7. Wide Leg Jeans with a Classy Tank Top

Instead of wearing skinny jeans to a winery, opt for classy wide-leg jeans and a cute blouse or tank top.

8. Casual Tunic Dress with Brown Booties

A tunic dress with booties is perfect for wearing to a winery in the fall. Plus, tunic dresses are flattering on women of all shapes and sizes. You will LOVE the Amoretu tunic dress on Amazon. It’s amazing! 

9. Midi Dress with White Booties

Want a stylish and unique winery outfit? Pair a wrap midi dress or a cute midi dress with white booties. This outfit idea is perfect for wearing to a winery in the fall.

10. Neutral Maxi Dress with a Classy Blazer

A maxi dress with a blazer is perfect for wearing to a winery in the spring, summer, or fall. I especially love pairing a solid-colored maxi dress with a blazer. It’s just so chic and sophisticated – perfect winery style! 

This maxi dress on Amazon is perfect for wearing to a winery.

This maxi dress is also conveniently great for wearing to a spring engagement photoshoot or for spring maternity photos!

11. Colorful Maxi Dress with a Broad-Brimmed Hat

Want to be a little playful with your winery outfit? Grab any colorful maxi dress or tropical maxi dress on Amazon and pair it with a broad-brimmed hat. This is the perfect outfit for wearing to a winery in the summer.

12. Polka Dot Midi Dress with Wedges

polka dot dress with long sleeves

There’s just something about a polka-dot dress that is so darn cute!! Everyone will wish they were wearing a polka dot dress once they see you in this cute winery outfit. 


In conclusion, the best outfits for wearing to a winery are both classy and comfy! You can wear a midi dress or jeans with a cute top. For extra glam, wear a sunhat in the summertime or a scarf in the fall/winter. If it’s springtime, you can’t go wrong with a cute dress and sandals!

Have you been to a winery recently? What did you wear?

Please leave a comment below! I’d love to hear from you!

Also, stay tuned…I’ll be writing another article soon about what to wear to a winery wedding as a wedding guest!

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