On the hunt for chic fall winery outfits in 2025? These gorgeous autumn outfits for women are perfect for your next day or weekend at the vineyard!
Winery Outfits for Fall 2025
Fall is the perfect time to savor the crisp, cold air and enjoy the beauty of changing leaves. And what better place to soak it all in than a vineyard?
If you’re planning to visit your favorite winery in autumn, you might be wondering what to wear. Choosing the right outfit is key to feeling comfortable and looking stylish. Luckily, fall fashion is all about blending timeless elegance with cozy comfort.
So, whether you’re off to spend a romantic autumn weekend away with your SO or you plan to check out a local vineyard with your besties, the fall winery outfits below can help you create a picture-perfect look and elevate your vineyard experience!
Statement Piece
A slip dress with bold country-inspired abstract art is perfect for a chic look that doubles as a conversation starter! Pair this piece with a leather bomber jacket to add a touch of edgy contrast to this sleek, feminine dress.
Wear this ensemble during the day as you stroll through the vineyard and taste test delectable wines, then take off the jacket for a fine dining experience indoors in the evening.
Denim Mini Dress + Suede Boots
If casual chic is what you’re aiming for, a denim mini dress layered over a soft, puffed-sleeve ivory top is a winning choice. This look is ideal for those California vineyards where the weather is mild, and the vibe is laid-back but chic.
Suede boots add a warm touch and make this outfit suitable for both indoors and out.
Silky Maxi + Oversized Blazer
For those who gravitate towards something polished yet playful, a silky maxi skirt or dress paired with a boxy blazer is a simple yet elegant choice.
A boxy blazer is an autumn staple, according to the experts at Vogue, who refer to this classic piece as an “autumnal layering hero.” I love the contrast between the structured silhouette on top and the sleek silk on the bottom, creating a sophisticated look, while the boots and straw hat finish the look with an effortless touch.
Faux Fur Vest & Denim
A faux fur vest over straight-leg denim offers a cozy yet chic option for cooler fall days. Pair this with a long-sleeve black tee and use a belt around your waist to add definition. Add some leather boots to the mix, and you’ll have a look that’s both functional and fashionable.
Ivory + Brown Suede
There’s something undeniably classic and chic about the combo of ivory pieces and soft brown suede. The warm tones mirror the colors of fall, making them an ideal choice for spending an autumn day at the vineyard, while the white base is elegant and bright.
I love the matching boots and coat, creating a cozy and comfy fall look. The silk scarf adds an elevated finish and doubles as an extra layer around the neck.
Sultry Neutrals
If you prefer a dramatic, sultry style, consider pairing a black mini skirt with sheer tights and a striped cardigan. This outfit is alluring but classy, and the neutral tones ensure everything goes together effortlessly.
I think this look will transition effortlessly from day to evening, ensuring you’re prepared for a full day of wine tasting, tours, and dinners.
Feminine Layers
Layering elegant, feminine pieces together is a savvy strategy for fall winery outfits. A long, flowy black skirt coupled with a puffed-sleeve denim blouse is perfect for something practical and pretty.
Ballet flats are another sophisticated touch, and these classic shoes will work for moderate fall days. I love the balance between romantic and country-style aesthetics, creating a bold yet whimsical look for your time at the vineyard.
Subtle Matching
Heading to the winery with a friend? Coordinate with shades of beige, brown, and white for a subtly matched look that’s Instagram-worthy!
Go for a combination of knit dresses, tall suede boots, trendy Ugg booties, and leather and shearling coats for a cohesive and casual look that’s beyond cute.
Striped Blazer + Blue Jeans
If relaxed sophistication is your goal, a striped blazer layered over denim jeans and a slinky black tank create a look that’s both approachable and polished.
Opt for a black tank with lace trim as a way to play on one of the top fall fashion trends for 2025—the lingerie peek-a-boo. Leather boots finish this ensemble, adding a touch of refinement and creating a classic look that marries comfort with style.
Denim Tuxedo + Suede Coat
Embrace bold, rustic charm with a denim tuxedo layered under a long brown suede coat. I’m in love with the color combination here—rugged denim blue paired with soft, rich brown suede is dreamy and perfect for fall.
Add a cowboy hat or cowboy boots to complete this look with a practical yet playful touch, perfect for blending contemporary fashion with a touch of Western flair.
Two-Piece Set
A wine-colored two-piece set is a must for a weekend at the vineyard. The button-up vest is chic and easy to wear as is or use as a base, while the unique maxi skirt is romantic and elegant.
This coordinated look is perfect for a wine tasting event where you want to make a stylish statement. Pair this with simple, neutral accessories to let the rich hue take center stage.
Laid-Back & Chic
For a relaxed but chic aesthetic, a simple white tank and jeans create a clean, fresh look, while the deep brown coat adds a warm and luxurious touch. Casual yet refined, this fall ensemble works well if you only need light layers.
Silk + Cashmere
Is there a more sophisticated pairing than cashmere and silk?
A silky black maxi skirt with a soft grey cashmere turtleneck has a simple yet effortlessly elegant aesthetic. Add a pair of cap-toe slingback heels and simple gold jewelry to complete the look and prepare for a more formal winery event.
Luxe Look
Finally, for those who want a luxe and sophisticated look, pair a long-sleeve black maxi dress with an oversized faux fur coat and high-end accessories.
I love this for a date night at the vineyard with your partner. This outfit will keep you warm throughout the day and is perfect for making a lasting impression at an evening event.
I hope this list of ideas for a winery outfit fall edition has been helpful. No matter which one you choose, you’re sure to look your best during your next trip to the vineyard!
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