Heading to a winery is the perfect excuse to dress up just a little without going full red carpet. You want to look chic, comfortable and camera-ready (because we both know photos WILL be taken).
So, I’ve pulled together some of my favorite winery outfit ideas that are stylish, versatile and totally picture-worthy.
These combos have you covered for everything from summer tastings to the cooler fall afternoons. So now, let’s dive into the looks that’ll have you swirling wine like a pro and looking fabulous doing it.
Matching Linen Vest and Skirt
Photo by cassidyluer
There’s something so fresh about a matching linen set. I personally love a good linen vest and skirt duo for winery outings
Firstly, it’s breezy, classy and just screams effortless style. Try to go for neutral tones like beige or cream, then pair it with strappy sandals and oversized sunglasses.
The structured vest keeps things put-together, while the skirt softens the whole look. Plus, it’s ideal for warm days when you want to feel cute but not overheated.
Corset Top and Satin Skirt
Photo by _cassandrahdz
This combo brings just the right amount of drama…and I mean that in the best way. A corset-style top paired with a flowy satin skirt is flirty, feminine and honestly, one of my favorite wine tasting looks.
I just love how it hugs the figure but still gives you room to breathe (and sip). Add some dainty jewelry and low heels, and you’re ready for golden hour photos among the vines.
I’ve worn this exact outfit to a birthday wine tour, and the compliments didn’t stop.
Black Top and Linen Pants
Photo by bynicolemaddie
For something a little more low-key but still super chic, you can’t go wrong with a fitted black top and a pair of light-colored linen pants.
This look has that timeless minimalist appeal I love. Clean lines, relaxed vibes and major comfort. I usually add a belt to give the outfit some shape.
Then, pair it with some espadrilles or cute loafers and you’ve got a no-fuss outfit that still turns heads.
Knit Top and Skirt with Knee High Boots
Photo by eviltwinn
Perfect for a cooler winery day, this look has cozy + chic written all over it. A fitted knit top with a midi or mini skirt and knee-high boots is one of my go-tos when the temps dip just a little.
I’d endorse a monochrome or earth-tone palette for this outfit as it feels more elevated and perfectly in tune with those rolling vineyard hills. Toss on a crossbody bag and a pair of sunglasses, and you’re tasting-ready in style.
Leather Jacket, White Tee and Denim Shorts
Photo by parisbechthold
If the winery you’re heading to is a little more laid-back or has that rustic barn-house vibe, then this would be the outfit I’d go with.
A slightly oversized leather jacket over a white tee and denim shorts will alwaysssss give that cool-girl aesthetic we’d all always gravitate toward.
It’s easy, cute, and has just the right mix of all things stylish.
Burgundy Dress
Photo by that.italian.theatrekid
There’s something undeniably romantic about a burgundy dress at a winery. I mean, it just fits the setting so well. For starters, it sort of has that wine color right?
Feel a little extra graceful in a flowy midi or wrap dress in a rich wine-toned shade. Bonus points if you coordinate your wine to your outfit (don’t ask how many pictures I’ve taken with a matching glass in hand).
Cute Sundress
Photo by brokeadultgirl
I mean, is it even a winery trip without at least one sundress moment? A cute, floaty sundress is practically the winery uniform
And for good reason. It’s flirtatious (oo-lala), comfortable and always looks put together. I love floral prints, ruffle details or smocked bodices for that effortlessly girly vibe. Just toss on a denim jacket or bring a light cardigan in case the breeze picks up.
White Top and Maxi Dress
Photo by calliemarchant
This combo is one of those sneaky chic looks that’s surprisingly easy to pull together. Try layering a white cropped or knotted top over a strappy maxi dress.
It adds dimension, a touch of layering and of course, a relaxed boho vibe that’s just chef’s kiss for a day at the vineyard.
Add a pair of flat slides or woven mules and a straw tote, and you’ve got an outfit that says “I am her.”
Green Top and White Skirt Combo
Photo by annie.sinak
Green and white is one of those color combos that always feels fresh as well as photo ready.
I love pairing a sage or olive green blouse with a crisp white skirt, especially a high waisted one with a bit of movement. It gives me a lil’ of that “picnic at the winery” energy without looking too themed.
All White Outfit
Photo by tippytoegirl
I will always have a soft spot for an all-white look, especially at a sunny winery. It’s classy and totally timeless.
I like mixing up textures here. a linen top with a flowy cotton or gauzy skirt or a white jumpsuit with eyelet details. J
ust be a little cautious around red wine (learned that lesson the hard way), and maybe bring a cute napkin for drips.
Green Floral Dress
Photo by nycwithv
This is one of my personal favorite winery looks of all of time. A green floral dress feels fresh, playful, and just the right amount of feminine.
I love a midi or wrap silhouette. It’s ever so flattering on so many body types and moves beautifully in the breeze.
Plus, green always pops against vineyard backdrops, so your pics will turn out extra bomb 😎.
Final Thoughts
Winery days are the perfect opportunity to play with soft textures, natural fabrics and those dreamy color palettes that make you feel like you stepped into a magazine spread.
I honestly think planning the outfit is just as fun as the tasting (okay… almost as fun). Just don’t forget to enjoy the wine and views!