Grape harvest outfits here! You know what early October Saturdays and Sundays are for in Slovenia and central parts of Europe? Well, you probably do, if you are going to harvest grape vines or you came on Brunette from Wall Street looking for that chic outfit you could wear for your trip to the countryside the next weekend. The outfit you could wear to the vineyard in fall. Well, if you came here just to find some new chic ways to style your hiking boots, then I must tell you, Saturdays here are not just for hiking in the mountains. No! Surely, we are climbing, although not on the rocks, but on steep hillsides and trees while picking the ripped fruit. Anyway, scroll down to see three fashionable harvesting outfits for a grape harvest in the vineyard.

OGLAS I get a commission for purchases or clicks made through links in this post.

As the sun-kissed vineyards come alive with the vibrant hues of ripening grapes, there’s no denying the rizz of grape harvesting season. The rhythmic sound of clippers snipping through vines, the earthy aroma of grapes hanging heavy on their vines, and lively sounds of the crowd coming together to help pick the grapes the old money.

Grape harvest is by far my family’s most important event of the year. Pov, not because of the grapes but because of the event itself. We gather our friends and distant relatives to invite them to our vineyard to give us a hand and to rejoice with us after all the grapes have been picked.

But my sister and I always loved harvesting days for one particular thing (apart from the desserts and pleasant time spent with my family and friends). We loved it because of the our harvest outfits.

My sister used to have an entire section of her wardrobe just for the harvest. She called it her vineyard wardrobe.

Whether you’re a seasoned grape picker or a first-time participant, finding the ideal attire for this wine-centric ritual can be tricky.

You already know there is the dress code for the winery – get the Winery Dress Code Guide – it’s published on Brunette from Wall Street Substack – exclusively for Brunette from Wall Street Substack paid subscribers. Subscribe/upgrade to paid if you are not on the exclusive tier yet. Benefits of paid subscribers: fashion trend reports for AW26/27 and SS28 (essential for Fashion Influencers, Fashion Designers and people working in Fashion Business/Retail), Dress Code Guides (essential for EVERYONE).

You didn’t think you could come to the grape harvest wearing whatever, did you? Well, if you did, you were not the only one. As it happens, many grape pickers come to the vineyards dressed entirely inappropriately. It’s not that there is this particular harvesting etiquette everyone should stick to, though it would be good to set one, it’s more about wearing comfortable and situation-suitable outfits. And yes, we need to write in plural as one outfit is simply not enough.

When getting ready for the grape harvest, always have in mind that you are about to contribute to the winemaking process, which is overwhelmed with culture and art. I’m not saying you should put on your best suit for the harvest, but you should wear something slightly more sophisticated than that flashy tracksuit that is trending on tiktok. Don’t get me wrong, comfort is important, as you are going to do some physical work after all. Besides, vineyards often lay on a hill or somehow on a diverse landscape, which says a big no to any heels and sandals.

But, don’t worry I have you covered on this. Scroll down to see what to wear for picking grapes in fall 2026. Or if you are going on a short trip to the countryside. Pov, we all know where you will end up at the end. In the wine cellar, sipping a glass of wine or sitting on the bench eating grapes.

THE BEST GRAPE HARVEST OUTFITS FOR FALL 2026

All the fall grape harvest outfits presented in this article are hyperlinked and available for immediate purchase via links within the content itself. Pov, we want to make sure your get all the harvest clothes and countryside shoes on time for the grape harvest this weekend.

Ps. Be sure to swipe through the products in the gallery, too. I made sure to add garments and shoes at different price points, also. Rest assured, I know you don’t want your designer garments to get dirty with grape juice.

Pov, you can always wash it. And make it clean and ready for the city. 

Believe me, you will want to wear these chic harvest outfits for the city, too. And you can! I sure do! Admittedly, I swap Hunter boots for ballet flats, but you don’t need to – especially not if you are the old money or want to dress demure.

DEMURE GRAPE HARVEST OUTFITS FOR EARLY FALL

This year, the harvest comes earlier than expected, catching us in that ephemeral moment. Grapes are ripening faster than usual, coaxed by the heat into a swift sweetness.

This year, there’s no gradual transition into fall—just an urgent race against time and temperature.

As we prepare for this unusually early harvest, our wardrobe choices are dictated not by the romantic notion of autumn’s approach, but by the practical demands of working in oppressive heat.

With temperatures soaring, short sleeves are a must.

1 POLO TOP WITH BLACK LEGGINGS AND HUNTER BOOTS

Stepping into the sun-drenched vineyard, our first early fall harvest outfit is very demure. A navy knit polo top that will give you warmth in the early morning (mornings are getting colder, but the temperature rises up fast) and absorb your sweat later in the day.

For a vineyard demure outfit, stretchy skinny pants (not the lululemon leggings, but Max Mara jersey pegno pants) prove an inspired choice. With their snug fit, they serve a dual purpose. Primarily, they pair perfectly with the Hunter boots, tucking in smoothly without bunching or riding up. This snug fit ensures comfort throughout long hours in the vineyard, preventing the irritation that can come from fabric shifting inside tall boots. The streamlined silhouette from hip to ankle also allows for ease of movement as you navigate between the rows of vines.

CLASSY OLD MONEY PRACTICAL GRAPE HARVEST OUTFITS

Chances you will have to pick the grapes in a sparkling or at least in the mist and mud are quite high. All in all, we normally go to the vineyard early in the morning. Meaning, you might have to dress for harvest in the rain even if it’s not raining.

2 TWEED JACKET ON A RUFFLE BLOUSE AND BLACK LEGGINGS WITH HUNTER BOOTS

Imagine the moment before the sun gently rises over the vineyard. You can even see the warm golden hue across the rows of vines. But it’s cold and dawn is still falling from the sky.

Luckily, your tweed jacket keeps you warm, and your black wool skinny pants, as stretchy as leggings but far more classy, feel soft and comfortable. Paired with olive green Hunter boots (btw I sized up for one size when shopping for mine), they form the perfect harvest outfit for a day in the vineyard. While the crisp white ruffle blouse, layered over your pants, adds an air of sophistication to your fit.

With a red plastic harvest bin in one hand and a new pair of thinning shears in the other, you run downhill to the first row.The vines stretch out before you, heavy with plump, ripe clusters of grapes just waiting to be harvested. The air is fragrant with the earthy aroma of the vineyard, and the gentle rustle of leaves and the distant hum of birdsong (and that annoying sound that is supposed to scare the birds away) provide the soundtrack to this idyllic morning.

As you reach the first row, you carefully inspect the clusters, selecting the one that looks just right. You snip the stem with the thinning shears, the sound of the blades meeting the vine like a rhythmic heartbeat. You pluck a berry from the cluster and savour its sweet, sun-kissed flavor.

Btw, we shot the video below just to show you my grape harvest outfit. I normally don’t pick grapes as I’m the one hosting the high tea afterwards, and have other things to do. Luckily, the grapes weren’t rotten or dry, and I was able tosnip and throw the clusters fast. It took us less than five minutes to shoot this video, leaving me enough time to prepare the table for the likof (high tea).

FASHIONABLE WATERPROOF HARVEST OUTFITS FOR VINEYARD

While the focus is undeniably on the grapes, there’s no reason you can’t add a touch of fashion flair to your grape harvest attire. After all, grape harvesting is an opportunity to look effortlessly stylish in cargo pants and fashionable boots.

3 BARBOUR JACKET WITH CARGO PANTS AND TRENDY BOOTS

You already know the trendiest boots of the season, so let us focus on the cargo pants. Still fashionable, as three harvests ago, cargo pants are the preferred outfit choice for all the boys and fashionable girlies.

Utility-inspired outfits are both on-trend and functional for grape picking. Opt for cargo pants with plenty of pockets for handkerchiefs and hair accessories. Pair them with a simple T-shirt or a lightweight button-up shirt.

Layer on with a Barbour jacket (I have Barbour Tobymory in black) for a streamlined look.

CHIC SIMPLE VINEYARD HARVEST OUTFITS

If you’re aiming for chic style, opt for a classic denim outfit. Pair well-fitted, high-waisted jeans with a white or striped cotton shirt. Accessorize with a silk scarf and wool jacket. This look exudes rustic charm.

4 WOOL JACKET WITH BLUE JEANS AND SNEAKERS

While sneakers should not be your first choice for a grape harvest in the rain or on a sloping landscape. You can give them a try for a grape harvest on a sunny day.

I tested my Isabel Marant Bobby sneakers, and they proved to be just fine. Not slippery at all! And so comfortable! Also, back in fashion for fall 2026.

FAQ VINEYARD HARVEST OUTFITS

If you are feeling overwhelmed by the choice of grape harvest outfits and deliberating which direction to turn when you need to get dressed for harvest or vineyard in fall, fill out this form and I will help you..

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