What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

cute outfits for winery what to wear to a winery

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Roll out the barrels, fashionistas! It’s time to dress up and sip some vino in style with these winery outfits! πŸ‡πŸ·

Babeee, there’s no time better than you sipping a glass of wine and looking your absolute best in a cute little outfit that exactly matches the scenery and weather!

But hold up! What to wear to a winery to look unforgettably chic, you ask? Do you need to bust out your fanciest attire?

So, there’s gonna be wine-tasting tours, fancy dinners, breathtaking vineyards, LOTS of laughs, and maybe even some cheesy times. So, you gotta pack your Winery outfits for that!

But who has time to worry when you’ve got these 40 totally classy Winery Outfit Ideas that are perfect for those Instagrammable moments among the vines?

In this post, I’ll not only talk chiffon and Chardonnay, but we’ll also reveal the secret sauce for achieving that perfect balance between comfort and elegance.

So, whether you’re a seasoned winery-goer or a first-time tippler, you’re sure to uncork some serious style inspiration for your next grape-infused soiree.

What to consider before deciding your winery dresses?

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

When it comes to planning your wine tour outfit, there are a few things you gotta consider. Let’s break it down!

  • First things first, think about the terrain. If you’re exploring the vineyard, you’ll want some comfy shoes that can handle it. I mean, who knows what surprises those sprawling lands have in store for you? πŸ˜‰
  • Next up, let’s talk weather. If it’s gonna be hot, go for something light and breezy. But if you’re venturing out in the fall, be prepared for those chilly evenings. Layer up, my friend!
  • Now, onto the activities. Whether it’s a tour, wine tasting, or fancy dining, you need an outfit that can handle it all. Don’t worry, I’ve got your back and I’ll show you how to nail it!
  • Oh, and don’t forget to check for any dress codes at the wineries. It’s not super common these days, but better safe than sorry, right?

What do girls wear to wineries?

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

If you are there, you probably wanna have some fun!

To fit in perfectly with the wine country vibe, go for a fabulously casual look. And let me tell you, a cute sundress is always a winner! You can also think of breezy dresses, flowy skirts, and lightweight tops.

You want to feel comfortable and relaxed, but still look stylish. A cute sundress or romper paired with some sandals and a statement bag is a classic winery look.

Or, if you want to switch it up, some high-waisted shorts paired with a crop top and espadrilles is also a great Winery outfit.

Now that we are done with that let’s hop on some gorgeous summer winery outfits!

Do you have to dress nice for a winery?

It’s always a good idea to dress comfortably and stylishly when visiting these picturesque locations. However, there is no formal dress code as such. You can go for something casual yet chic, like a sundress or khakis with a polo shirt.

Cute summer outfits for winery you don’t wanna miss!

1. bow strap dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @ericajoaquin

Told you, dresses are a keeper! Try to opt for light colors – they will help keep you cool in the warm sun.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

2. romper

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @gianathomas_

A romper is a fun alternative to a dress, and it’s also super comfortable. It’s no secret that they look cute!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

3. Tube top + pants

Simple, breezy winery outfits will make it a lot easier for you on the field. This will be a perfect winery tour outfit.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

4. white shirt + mini skirt

Summer for me means it’s time to break in my mini skirts. These trendy flowy skirts have been all over Pinterest and, fortunately, will accompany you to wineries as well, haha.

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5. strapless jumpsuit

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Same sun hat | similar black jumpsuit

I don’t know why jumpsuits are so underrated; they are adorable and allow you to move your legs anywhere you want, lol.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

6. shirt + denim shorts

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Similar linen shirt | Similar straw bag
Courtesy: @livingcasuallygolden

You can never go wrong with a classic white button-down shirt. Style them with jeans, skirts, or denim shorts for a casual winery outfit.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

7. button down shirts + skirts

This winery outfit will make heads turn for good! It is versatile enough to take you from the tasting room to the vineyards.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

8. tank top + wide-leg pants

If you haven’t gotten yourself pants like this, this is your cue to do that today! They make casual, trendy attires for so many occasions, wine tours, for example.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

9. Floral winery dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @buddylovesrachel

Floral mini dresses make such a cute ensemble for any season, especially summer. The right dress will help you move around freely and let you taste your wines without feeling tight in the stomach! Style them with sneakers, boots, black heels, or espadrilles.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

10. breezy co-ord set

How can you not fall in love with this outfit for winery? This getup is breezy and effortless, perfect for strolling through the vines.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

11. fit and flare dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @arianamerinda

If making a statement is on your to-do list, something like this cute little winery dress has to be in your bag!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

12. shirt and shorts set

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @codimusler

Matching sets are an effortless look anybody can pull together. Pair it with sneakers and a sun hat. I love how everything is earthy tones and give a calming vibe.

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13. linen shorts + strapless top + shirt

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @shannon.michela

Who said you have to leave your dressy tops at home? Style them nicely and casually because your wine demands that!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

14. a sundress

Oh love, a strappy slit dress and lace-up footwear are my dream summer winery attire. Just how stunning this fit is, I can’t get enough!!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

15. maxi dress or top pants set

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

A maxi dress is always a good idea, especially when paired with comfy heels to not let the fabric touch the ground and worry you.

Or, get your hands on a cotton/linen co-ord set to let loose and look sexy!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

16. denim co-ord set

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @butwhatshouldiwear

This fit is just the perfect mix of casual and classy – just what you’ll be at a winery for!

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17. bodycon dress for winery

This is to show that bodycon dresses are not off the list! I mean, how can they?

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What To Wear To A Wine Tour?

You want to look cute and stylish for a wine tour but also comfortable enough to walk around. To nail the perfect look, go for a pair of cute flats or ankle boots. Top it off with a stylish sunhat and throw on a flowy dress or jumpsuit. And don’t even think about skimping on the sunscreen!

Now, depending on the season, the ground might be a bit wet and muddy. To avoid any fashion disasters, steer clear of long maxi dresses that might drag on the ground. You want to keep your hands free for wine tasting, after all. So opt for a midi-dress, ankle-grazing jeans, or a shorter jumpsuit.

Fall outfits for Winery – the perfect weather indeed!

18. jackets + dresses or top + skirt

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

So many winery outfit ideas in one; this is a beautiful way of wearing leather or denim jackets with dresses. You can also try creating an outfit with floral mini skirts and full-sleeved tops.

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19. Flowy top + jeans/skirt with boots

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: dressupbuttercup

It’s such a fun picture, now I’m craving a glass of wine with my bestie!

Wear your top with jeans and knee-high boots or with mini suede skirts and even longer thigh-high boots to not let the cold get in the way of fashion.

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20. mini bodycon dress + jacket

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

Another cute and easy outfit for the winery to try in the fall. Ribbed midi dresses are always easily available. You just have to coordinate the look with a matching jacket, boots, and bag.

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21. shacket + jeans

Shackets are my kind of fall essentials. They are so versatile and look super cute. Pair them with flared jeans and a crop top to enjoy the beauty and your wine in style!

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22. chunky sweater over a dress

An absolute personal favorite, throw on a sweater over a slip dress and make it look a lil casual, warmer, and quite classier!

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23. leather skirt + off-shoulder sweater

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @leanncaves

Leather is totally a hit this season again, with leggings and pants having their moment all over Instagram; leather skirts are a phenomenal buy as well!

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24. coat + Dress | dressy tops + jeans | cardigans + cami top

These ladies are killing it off with their winery outfits. Look at all this variety! Starting off, wear your warm, classy bodycon dress and layer it off with a coat and knee-high boots.

Or match your dressy, flowy tops with jeans and boots – it’s casual and together for a day of fun.

A sexy cami top layered with a front open long cardigan sweater and ankle boots is the epitome of a fall outfit as well as a chic wine tasting outfit!

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25. t-shirt dress + shacket

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @madelinebajczyk

Yes, Graphic t-shirts make adorable outfits, but let’s play with them to create something interesting. A dress, when paired with a shacket and thigh-high boots is definitely a head-turner and totally looks effortless!

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26. sweater + jeans or top + corduroy pants

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @texasattiffanys

Sweaters and jeans are probably the most popular winery outfit. It’s comfortable and easy to wear but still looks put-together. Just make sure your sweater isn’t too bulky so you can still move around and taste wine without feeling restricted.

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27. bodysuit + pants + optional blazer

fall winery outfits

A blazer makes it a little too formal but ditch it for nothing or a denim jacket. I like it without! But I am willing to trade it for a leather jacket if it gets cold, haha; no one messes with the cold.

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28. Blanket scarf + leggings

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

If you’re looking for an outfit that will keep you warm all day, this is it. Throw on a pair of leggings, an oversized scarf, and boots, and you’ll be comfortable no matter how chilly it gets outside.

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29. sexy tops + jeans and boots

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: alwaysmeliss

You can never go wrong with a cute top and jeans combo. This outfit is gorgeous enough to take you from the tasting room to the vineyards, and you can layer on a jacket if it gets cold later in the day.

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30. leather top and jacket + pants

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @juelz.sarabia

Adding texture to any outfit makes it instantly more stylish. Look at this one, for that matter!

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How To Dress For Wine Tasting?

Unlike a full-blown wine tour, wine tastings usually take place in a fancier setting like a wine cottage, cellar, or classy restaurant. No need to worry about trekking through vineyards, but make sure to skip the sky-high heels – you could be on your feet for a while.

Opt for comfy pants and a chic, short-sleeved top paired with some sleek loafers or leather slides. Sorry, but flip flops won’t cut it at most wineries. You can still rock casual and cozy footwear, like Birkenstocks, as long as you dress it up with a snazzy pair of pants or a cute skirt.

I also have some stellar Birkenstock dupes if you are keen on the style but not on the price!

wine tasting outfit ideas

31. white shirt dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @katebudzinski

You know what a cool, casual winery date outfit would be? A shirt dress like this. I absolutely love this fit and am sure to wear it when I hit the vineyards!

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32. sexy bodycon maxi dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @queen_zett

Who said sexy is not on the menu? You just need to know how to style it right for the occasion.

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33. one shoulder top + double slit long skirt

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @rhevaluate

Let’s make a stellar statement with something like this. I don’t know, but this winery outfit is something I see myself wearing to drop some jaws!

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34. Casual dresses for winery

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @pinesandpalms3

Dresses never disappoint. This look is casual but chic, ideal for a day spent exploring a new winery.

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35. Slip dresses

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @sammmglam

This is another hot example of how to look sexy in a winery. A slip dress to the rescue!

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36. leather pants + corset top

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @s.johnson16

Excuse me, who is playing by the rules? Leather pants are so ‘in’ that outfits like these force you to buy one.

On that note, if you are not sure of how to style your leather leggings or what some gorgeous leather pants outfits can be, let me tell you a thing or two about it.

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37. statement dress

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @nancyg_makeup

The best way to dress for a day in wine country is to throw on a comfy dress and look like a sexy glass of wine.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

38. Floral co-ord set

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @ami.mystery

Florals are always a decent option. They are easy on the eye, and when styled right, you could hit a runway in them!

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

39. white shirt + denim shorts and boots

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @krismarieerrington

A white shirt is always a good idea, especially when paired with denim jeans or shorts. This outfit screams “fall” low-key and is comfortable enough to wear all day long.

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What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

What do you wear to a winery on a cool day?

First things first, layer up! You want to be warm enough but also able to remove a layer if you get too toasty by the fire pit or while sipping on some red. Opt for a cozy sweater or cardigan, paired with some jeans or leggings. And don’t forget a cute scarf and boots to complete the look.

What to wear to a winery wedding?

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!
Courtesy: @juliaberolzheimer

If you’re heading to a winery wedding, you’ll want to dress to impress. Opt for a chic sundress or jumpsuit in satin, chiffon, or some other flowy, breezy fabric, paired with comfy wedges or sandals (heels would just sink in the grass!). Don’t forget to bring a light jacket in case things get chilly as the night goes on.

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Don’t forget to finish the look with a great pair of sunglasses. I love these Le Spec shades, they are a steal. I have so many more beautiful affordable wedding guest dresses that would be perfect for a winery wedding attire!

What to wear for lunch or dinner at a winery?

What to wear to a winery: 40 Crush-Worthy Winery Outfits ideas!

If you’re visiting a winery for a nice dinner or lunch, we would still say go for comfort first and style second. After all, you’ll be sitting down and enjoying a nice meal (hopefully with some amazing wine). But if you’re looking to make more of a statement, who’s stopping you?

When dining at a winery, the theme should be preppy and comfy, like the one in Polo matches. Opt for a shirt dress or a button-down shirt paired with nice pants. Keep in mind that some wineries may have dress codes, so be sure to check ahead of time. Don’t forget to accessorize with a chic hat or sunglasses for the perfect vineyard vibe.

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Just don’t get too comfortable, though; athleisure like yoga pants or a baggy t-shirt is a winery faux pas.

Can you wear a mini dress to winery?

Absolutely! As long as it’s not too revealing, a cute mini dress paired with some comfy flats or sandals can be the perfect choice for a stylish and fun day out sipping wine.

Can I wear leggings to a winery?

Absolutely! Leggings can make for a stylish and comfortable outfit choice for a day at the winery. Just make sure to pair them with a cute top, tasteful accessories, and stylish shoes and not just wear it like you’re in your home.

Can I wear sneakers to a winery?

Of course, you can wear sneakers to a winery! Just make sure they are clean and stylish. Wineries can be quite expansive, so comfort is key.

Plus, who says you can’t look chic in sneakers? Just pair them with a cute dress or nice jeans and you’re good to go.

Conclusion on what to wear to a winery

A trip to the winery is a fun and festive way to spend an afternoon. But before you head out, there are a few things you should keep in mind regarding what to wearβ€”and what not to wear.

Do: Wear comfortable shoes. You’ll be doing a lot of walking (and maybe even some light hiking), so leave the stilettos at home and opt for cute flats or sandals instead.

Don’t: Wear shorts that are too short. Yes, it’s hot out, but you’re still in public so make sure your shorts aren’t so short that they’re inappropriate.

Do: Bring a cardigan or a light jacket. The temperature can drop once the sun goes down, so it’s always a good idea to have something you can throw on if you get cold.

And that’s about it. Wasn’t it easy, huh? So now go get packing the cutest outfits for winery and let the fun flow!

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