SWIRL, AND STYLE: THE BEST FALL WINERY OUTFITS FOR WINE TASTING
Fall winery outfits 2025 for all who are looking for some fall wine tasting outfit ideas to add to your 2025 fall wine tasting tour outfits – here. With fall wine festivals in the full swing, finding the best fall winery outfit ideas can be a bit challenging. But I’m here to help you with three fall vineyard outfits. Scroll down to see them all. All in all, wine tasting is not the same as wine drinking. We only take one sip (at least I do) and not an entire glass. The goal is to taste the aroma, not get drunk.
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Key Takeaways
- The article offers outfit ideas for fall winery outfits 2025, perfect for wine tasting events at the winery.
- It emphasizes the importance of dressing appropriately for winery visits to avoid being underdressed or overdressed.
- Three key outfits highlight stylish combinations like a tweed jacket with riding boots and a boho dress for casual wine tastings.
- Readers can shop directly through linked outfits and learn more about garments via the author’s Substack subscription.
- The article provides tips for staying hydrated, including bringing a trendy water bottle on wine tasting tours.
As the social whirl of Saint Martin’s Day begins and everyone is going on a wine tasting tour, you need the perfect winery wardrobe at the ready. You never know when you will join us on a wine tour or find your way to a vineyard miles away.
From the fall wine tasting tour in Europe to a fall wine festival and intimate tastings at your favourite winery, before you know, you will be dressing up for vineyard in fall.
But dressing for a wine tasting tour can be challenging. Whether you’re planning a weekend getaway to a vineyard in Napa, Champagne or a spontaneous visit to your local winery, putting together the best fall winery outfit is required. Pointof view, wineries do have a dress code – sometimes unwritten, but you will never escape the looks if you show up to a winery underdressed or too much.
By the way, if you are a paid subscriber of Brunette from Wall Street Substack, you can access the winery dress code guide unlimitedly. Again, it’s for paid subscribers only, but you will want it if you are visiting more than three wineries and you need more than just three fall winery outfits.
Benefits of paid subscribers: Full Outfit Edits and 101 Styling Guides for Every Outfit (essential for Fashion Content Creators and Fashion Influencers with little/no academic fashion background), Fashion Trend Reports for AW25/26 and SS26 (essential for Fashion Influencers, Fashion Content Creators, Fashion Designers and people working in Fashion Business/Retail), Dress Code Guides(essential for Fashion Stylists, Fashion Content Creators, Fashion Influencers) and EXCLUSIVE ACCESS TO DRESS CODE DECODER APP (the app that let’s you check the appropriatness of your outfit for every location/occasion).
Alternatively, you can fill out this form, and I will put together more fall winery outfits just for you – within your budget and style preferences.
THE BEST FALL WINERY OUTFITS 2025
By the way, all the collages and product galleries presented in this article are hyperlinked and shoppable. To shop for your favourite fall winery outfit, simply click on the garments you need to build that fall outfit. Your click will take you to the store where you can buy the clicked item.
Simple, right? Now scroll down to see and shop for the best fall wine tasting outfits. Oh, and make sure you browse through the product galleries to shop for a fancy water bottle, too. You must take a water bottle on a wine tasting tour to ensure you stay hydrated.
To find out more about the garments (size, fit, where I bought it), and why I paired presented items together in that way, subscribe to Brunette from Wall Street Substack. I’m sharing this info with free subscribers, too.
CLASSY FALL WINE TASTING TOUR OUTFITS
As you are booking your next wine tasting tour, get a tweed jacket and riding boots ready. Of course, not the actual riding boots – but flat knee high boots. You can never go wrong with a tweed jacket or riding style boots when building a winery outfit for fall.
Endlessly pragmatic, shape your autumn winery wardrobe around a tweed jacket and equestrian-style boots.
Riding style boots will take you from the vineyard to the winery, while a tweed jacket will keep you warm in the wine cellar as you try the wine from every barrel.
1 TWEED JACKET WITH A RUFFLED BLOUSE AND BLACK LEGGINGS WITH RIDING BOOTS
Matched with black leggings and a ruffle blouse, this is a capsule fall outfit for a vineyard in the fall.
When it comes to more formal wine tastings, really stand out in a tweed jacket and a white blouse with fashion-forward detailing like fringes and romantic ruffles.
SHOES: black riding boots – shop for similar here. I’m wearing actual riding boots – for riding. But I also have these Santoni riding boots and I love them so much. *You can get extra 25% discount at the checkout and come with a 3-year warranty. *Santoni boots are the first tall flat boots I can actually wear. Apart from the real equestrian boots (for horseback riding), I just can’t get my feet in tall flat boots. If Ralph Lauren boots are a no for you – these will be a YES.
JACKET: black tweed jacket – shop for similar here. Or get this one if you are ok with a tweed that is made of cotton blend and not 100 % wool – I’m not. Mine is 100% wool, just like this tweed jacket.
TOP: white ruffle shirt – shop for one with more subtle ruffles that is more wearable than mine.
PANTS: black leggings – buy here. Point of view, they are not real leggings – you know I don’t own a pair. They are skinny black pants that are comfortable as leggings but come with pockets.
ACCESSORIES: Boho headwear headband – order here.
WATER BOTTLE: burgundy water bottle – buy here.
CASUAL FALL WINERY OUTFITS FOR WINE TASTING IN NAPA OR FRANCE
There is a certain thrill that only a dress can bring. For a wine tasting in Napa or France, pair your riding boots with a short boho dress.
2 TWEED JACKET ON A SHORT BOHO DRESS AND RIDING BOOTS
From the fall wine festival to wine tastings in Provence, a winery is the best place to show off a fabulous boho dress. Feel extra special the moment you slip into a short boho dress with a dropped waist and a fanciful print.
SHOES: black riding boots – shop for similar here. I’m wearing actual riding boots – for riding. But I also have these Santoni riding boots and I love them so much. *You can get extra 25% discount at the checkout and come with a 3-year warranty. *Santoni boots are the first tall flat boots I can actually wear. Apart from the real equestrian boots (for horseback riding), I just can’t get my feet in tall flat boots. If Ralph Lauren boots are a no for you – these will be a YES.
JACKET: black tweed jacket – shop for similar here. Or get this one if you are ok with a tweed that is made of cotton blend and not 100 % wool – again, I’m not. Mine is 100% wool, just like this tweed jacket.
DRESS: short boho dress – shop for similar here. I bought mine in Madrid ages ago and obviously, it’s not for sale anymore.
WATER BOTTLE: trendy water bottle – buy here.
BOHO FALL COWGIRL OUTFITS FOR FALL WINE TOUR IN TEXAS
Wine tastings in Texas or Napa call for cowboy statements. As you join a wine festival, look your finest in attention grabbing fall cowgirl outfits.
But sink the old rulebook in the wine barrel, and don’t be afraid of pairing cowboy boots with some tweed instead of sturdy denim.
3 TWEED JACKET ON A RUFFLED BLOUSE AND BOHO SKIRT WITH COWBOY BOOTS AND A HAT
Dainty and delightful, meet the most exquisite fall vine festival outfit of the season. Finished off with a rhinestone water bottle, this fall winery outfit will be your best choice yet.
Daring pairings and country accents set the scene for the best wine tasting ever. Honestly, there is no time like the present to embrace the more is more aesthetic and mix different styles and key fashion trends.
With this outfit, you will wear four key fashion trends at once.
SHOES: Chloe cowboy booties – they are sold out, and I actually think you will like these more.
JACKET: black tweed jacket – shop for similar here. Or get this one if you are ok with a tweed that is made of cotton blend and not 100 % wool – I’m not. Mine is 100% wool, just like this tweed jacket.
TOP: white ruffle shirt – shop for one with more subtle ruffles that is more wearable than mine.
SKIRT: mini boho skirt – I bought it ages ago in Madrid. And of course, it’s not on sale anymore. But you will like this one more, anyway. So we are OK.
HAT: Eugenia Kim hat – shop for similar here.
WATER BOTTLE: ice water bottle – buy here.
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