3 Winter 2025/26 Style Trends You Should Try Today
Fall 2025 winter 2025/26 styling trends for all of you who haven’t had a chance to update your closet for winter season yet or might wear last season’s clothes this year. It’s perfectly fine to wear last season’s clothes this year if you still love and feel good in them, just like I do. I wouldn’t trade my favorite old clothes, shoes, and accessories for anything— not even for a pile of new clothes. But, new or old, there are 3 fall winter 2025/26 style trends you need to follow. These trends will help you look fashionable in your old or new clothes.
OGLAS I get a commission for purchases or clicks made through links in this post.
It’s true: money can’t buy style. You might have a closet full of new clothes, but if you don’t style them correctly, you won’t look stylish in fall 2025 or winter 2025/26. We won’t let that happen! Now, scroll down to see the list of style trends for fall winter 2025 2026.
Ps. I hope this AW25/26 styling trend report makes you feel much better when getting ready to put on your old winter clothes and shoes. After all, styled as suggested below, almost everything you currently have in your wardrobe can somehow still be in fashion for fall 2025 winter 2025/26.
I know it sounds unbelievable. Furthermore, too good to be true. Yet, it is true.
But if you still find it hard to believe, I’m here to help. Just fill out this form and I will help you. Your detailed answers will allow me to curate the most stylish outfits just for you – and all within your budget.
*You can now get your styling consultation for free if you help me spread the word about Brunette from Wall Street. Bring 50 new subscribers (or 10 paid subscribers) to Brunette from Wall Street and you will get a $650 styling consultation for free. *I can see the exact number of the people you bring, so you don’t need to do anything else but convince your friends to subscribe. Once you bring the number required for the free styling consultation, I will send you a code for your free styling consultation.
As said, you don’t need a pile of new winter clothes, a closet of new shoes, a drawer full of new scarves, and a box filled with new hats and hair accessories to look on-trend this winter.
Sure, new season’s clothes, shoes and accessories can make you look fashionable instantly (unless you follow outdated style trends, of course).
But the secret is that you can look stylish in last season’s clothes, too.
All you actually need to do is style whatever you have in your closet in a fashionable way.
Indeed, all it takes for you to look modern and stylish in fall 2025 winter 2025/26 is to style the clothes, shoes, and accessories as presented below.
*Fill out this form if you want 1 on 1 help, though.
Fall is that season when we all feel compelled to try something a bit different. Why not mix and go maximalist, or go for something exceptional like a new look silhouette? Or go back to basics in the modern New England look? Or like me, wear something boho one day and something preppy the other. After all, there is no time like present.
I thought you would appreciate a list of style formulas for fall 2025 winter 2025/26. I put together some easy outfit ideas that will help you follow the biggest fall winter 2025/26 style trends effortlessly.
And if you are a fashion insider (fashion content creator, fashion stylist, fashion designer, fashion buyer, or person in charge of styling in the store), fill out this form for AW26/27 styling trend report for professionals.
But first, we need to check the standard styling rules we see the most mistakes.
STANDARD FALL WINTER 2025/26 STYLING RULES
These are the standard rules people get wrong the most, and here’s how to get them right.
One of the most misunderstood trends are 1) the ankle boots with skirt and 2) dress-over-pants combination. While the later can be chic, it only works if done correctly. The pants must be wide-leg in 2025 to create balance, and the dress should feature lace trim to allow the pants to peek through. It is outdated to pair a dress with fitted pants or fail to consider the proportions, resulting in a cluttered silhouette.
Another common mistake in 2025 is outerwear layering. Wool coats and peacoats are the go-to choice this season, but the rule is simple: the coat must always be longer than the dress or skirt if it’s knee-length or longer. Cropped jackets are only acceptable when worn over a mini dress or mini skirt; anything longer requires a longer jacket to maintain proportion.
When accessorising with a scarf, avoid the O-style wrap; instead, drape the scarf loosely over your shoulders for a more modern, effortless look.
Footwear is where many styling mistakes happen. Ankle boots are still in, but in 2025 they can only be worn with pants that cover them completely. There should be no gaps between the boots and the hemline. Ankle boots with skirts or dresses are a big no in 2025. If you’re wearing skinny jeans (which are back in fashion for 2025 ), opt for ankle boots that can be hidden under the hem (fashionable skinny jeans have wider hem in 2025). Tucking skinny jeans into high boots is not giving this season. Instead, focus on creating a seamless look where the boots are barely visible.
*Find the updated version of this outfit at the end of this article.
Also don’t pair hip hugging skinny jeans with a slim fit jacket, oversized blouse and stiletto pumps like this for a day.
*Find the updated version of this outfit at the end of this article.
In 2025/26 there’s a hierarchy to follow when wearing heels – no heels before brunch! Flat shoes like loafers, ballet flats, flat boots, or sneakers are perfect for the morning, while kitten heels (3-5 cm) are ideal for brunch. As the day progresses, you can move to higher heels, up to 10 cm for evening events. Platform pumps are a special case. They’re actually part of the luxury boho mix and maximalist aesthetic and can be worn all day long. They are tacky, but fashionable. And tacky is part of the charm. However, stilettos are still a no-go for daytime. Avoid pairing them with shorts or mini skirts during the day, and save them for evening events or formal occasions.
LIST OF ALL FALL 2025 WINTER 2025/26 STYLING TRENDS AND AESTHETICS THAT ARE TRENDING NOW
So what style trends to follow in fall 2025 winter 2025/26 to look fashionable no matter what you wear? Well, I already told you what style trends you shouldn’t follow in fall 2025 winter 2025/26 if you don’t want to look unstylish and I gave you some easy outfit style formulas for fall winter 2025/26.
But, if you might want to find out more about key fall winter 2025/26 style trends and aesthetics.
Benefits of paid subscribers: DRESS CODE DECODER APP, 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).
Forget everything you know about boho – fall winter 2025/26 is all about embracing the “more is more” mentality. This season splits into three major styling trends. Let’s break down exactly how to approach AW25/26 styling trends and make them work for you.
1 LUXURY BOHO MIX AND MAXIMALIST STYLE
It’s official; more is more. And boho styling is trending. But don’t try to remember your chic boho styling techniques.
Instead, prepare yourself for a fresh take on the boho meet-luxury, drawing inspiration from the 70s, the 60s and the 20s.
The coolest part? Many pieces transform or adapt to various occasions.
Get ready for the season ahead with maximalistic yet stunning designs and details, interpreted through vivacious and luxurious color palettes.
Styled to perfection, play with lace and feathers and put together outfits that go the distance.
Formula 1: Mix and Maximalist Style: Funnel Neck Trench Coat + Bow Neck Blouse + Feather Scarf + Wide-leg 70s Style Jeans + Wedge Sneakers
SHOES: Isabel Marant Bobby wedge sneakers – buy here. They are made of suede, but somehow waterproof. I have worn mine in the rain a million of times, OK maybe not a million, I’m not that old, but still, a million of times and they never got wet.
COAT: Burberry Kensington trench coat – shop for similar here. Or get this shearling-trimmed trench coat that emodies the luxury boho trend we are leaning into this season.
TOP: silk bow neck blouse – shop for similar here. I’m obsessed with yet. And if you already have it, I instantly think you are chic.
JEANS: A.P.C. Paris wide-leg dark navy jeans – buy here. I love them so much and wear them way too often. In fact, I hadn’t even had a chance to take them to the seamstress yet. They are larger than other A.P.C. Paris jeans, so take your normal size.
ACCESSORIES: feather scarf – shop for similar here.
Boho headwear satin hairbow – order here.
*The A.P.C. navy wide-leg jeans anchor everything with their substantial weight and mine never get damp in the rain.
The 70s-inspired cut with its dramatic sweep from hip to hem creates movement.
The ivory silk blouse with its pussy-bow detail is a calculated and it pays off brilliantly. The bow adds volume and visual interest at the neckline that balances the volume of the wide-leg jeans below. At the same time, the cream tone brightens the entire ensemble, reflecting light upward toward your face – essential on gray, gloomy days when natural light is scarce.
The camel trench in this knee-grazing length is architectural genius. This precise length – not mid-thigh, not midi – creates the perfect proportion with wide-leg jeans, showing enough of their distinctive silhouette to make them a statement while providing adequate protection from the elements. The camel color is warm enough to harmonize with the cream silk and neutral sneakers while providing enough contrast to the navy jeans to create visual interest. The double-breasted construction with its regimental buttons adds structure that prevents the volume of the wide legs from overwhelming your frame, while the belt creates a defined waist that maintains feminine proportions despite all the coverage.
The gray suede wedge sneakers provide the crucial lift needed to prevent wide-leg hems from dragging through puddles while maintaining the stability you need on slick surfaces. The perforated brogue detailing adds visual sophistication that bridges the gap between athletic and boujee, while the gray tone acts as a perfect neutral that doesn’t compete with the navy jeans but doesn’t disappear into them either. The suede might seem impractical for rain, but again, mine have never gotten wet. Also, treated with protector spray (mine are not), it actually handles moisture better than leather while adding textural richness that prevents the outfit from feeling too smooth and predictable.
Finally, the soft, ostrich plumes in cream create an organic texture that contrasts beautifully with all the structured, manufactured elements – the crisp cotton trench, smooth silk, denim. The cream tone creates a visual echo with the silk blouse, tying the top portion of the outfit together while the placement at the neck provides warmth without the bulk of a traditional scarf.
The color palette is masterfully restrained – navy as the anchor, camel as the warm neutral, cream as the brightening element, and gray as the bridge.
2 NEW ENGLAND PREPPY STYLE
If you’re drawn to practical pieces with a fashionable twist, preppy styling is your playground this season. This trend comes to life through the distinct New England look.
Start romanticizing about the “old money styling” again, even though it has little to do with the European old money. It’s the New England old money everyone is embracing this autumn.
Fall 2025 winter 2025/26 is a revival of preppy fashion with cable-knit sweaters, striped tops, mini navy skirts and brown riding boots, with a new attitude, often paired with black quilted jackets.
The color palette leans towards navy, cherry lacquer, neutrals and chocolate. And the prints are plaid, plaid and fairy isle.
*If you can’t move on from the old money, this fall 2025 winter 2025/26 styling trend is for you. I like it, too.
Formula 1: Layered for the Elements: Black Quilted Jacket + Navy Sweater + Mini Navy Pleated Skirt + Brown Leather Belt + Brown Riding Boots
SHOES: Santoni brown riding boots – buy here. *They are ON SALE and come with a 3-year warranty. And they 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 to you – these will be a YES.
JACKET: Barbour quilted jacket with a hood – buy here.
TOP: navy short sleeve cashmere sweater – buy here.
SKIRT: navy wool mini skirt – shop for similar here.
BELT: Ralph Lauren brown belt – buy here.
*The navy wool mini skirt is the cornerstone here. The deep navy creates this beautiful through line with the cashmere sweater that makes your entire torso read as one elegant column, which is essential when you’re exposing more leg.
The navy cashmere short-sleeve sweater is a masterstroke of transitional dressing. The matching navy creates visual continuity that elongates your torso, crucial when you’re wearing a mini skirt that could otherwise cut you in half visually.
The brown leather belt creates a horizontal break that defines your waist and provides a visual anchor between the navy pieces and the brown boots. The camel brown tone specifically (rather than dark chocolate or black) adds warmth to what could otherwise read as a severe navy-and-black combination. And the leather’s smooth finish contrasts beautifully with the textural wool of the skirt and the soft cashmere above, adding another layer of tactile interest.
The black Barbour jacket maintains the outfit’s refined preppy aesthetic. Black creates a sharp frame that makes the navy pieces pop rather than blend. The quilted texture adds visual weight that balances the exposed legs below. The jacket’s hip length is absolutely crucial here; it needs to hit just at the hip bone to create the right proportion with the mini skirt. Any longer and it would dwarf the skirt making your legs look stumpy, any shorter and you’d lose that protective coverage that makes this outfit weather-appropriate.
Now, the brown riding boots. The tall shaft creates a visual column that protects your legs from rain while the smooth leather repels water better than suede. The crucial detail is how the boot shaft ends just below the knee while the skirt ends mid-thigh, creating this perfectly calibrated flash of skin that keeps the outfit from looking too covered up or matronly. The brown echoes the belt, creating visual bookends that contain the navy center, while the riding boot style adds an equestrian elegance that elevates this outfit.
The navy, black and brown color combination reads as both classic and unexpected. Navy and brown is a menswear-inspired pairing that brings sophistication, while the black adds a modern edge to the New England style.
Or revamp your entire mood with a sensational outfit with stripes. Never boring but always rizz, you will feel at the top of the world.
Stripes make a big statement when paired with a shirt for country club aesthetic with chic ladylike finishes.
Formula 2: New England Wifey Look: Ballet Flats + Striped Cardigan + Striped Shirt + Navy Wide-leg Pants + Headband
SHOES: gold ballet flats – I bought mine a lifetime ago in Italy – luckily my shoe size hasn’t changed since and I can still wear them whenever I want to wear cutesy shoes. These come close. If you have good imagination.
CARDIGAN: stripped short cardigan – shop for similar here.
TOP: With nothing underneath seersucker stripped shirt – buy here. It’s the best money-per-value shirt you can buy online.
PANTS: navy blue pants – shop for similar here.
ACCESSORIES: Boho headwear headband – order here.
*Navy wide-leg pants paired with a cream Breton-striped cardigan and pinstriped shirt is pattern mixing at its most sophisticated. We have three different stripe variations here: the horizontal Breton stripes on the cardigan, the vertical pinstripes on the shirt, and the solid expanse of the navy pants that gives the eye a place to rest. This combination works because each pattern occupies a different scale and direction – the wider-spaced horizontal stripes, the tight vertical stripes, and the pattern-free pants create the pattern hierarchy – each element has a distinct role without competing for dominance.
Seersucker’s puckered texture creates natural air pockets that make it ideal for transitional weather – you’re getting the coverage of a button-down with built-in breathability. But more importantly, seersucker shirt brings heritage credibility to the outfit. The three-dimensional texture of seersucker against the flat knit of the cardigan creates tactile contrast that prevents the multiple stripes from feeling monotonous or overwhelming.
The cream white cardigan with navy stripes and gold button details bridges the textures between the seersucker and the fluid drape of wide-leg pants. At the same time, the gold buttons introduce a luxe element that elevates the entire outfit from preppy to polished. The cardigan’s relaxed fit is essential here; a fitted cardigan would compress the seersucker’s natural texture, destroying both its visual interest and functional breathability. The white cream base with navy stripes creates tonal continuity that allows the seersucker’s texture to be the star rather than competing for attention.
The gold snakeskin flats with pink leather echo the cardigan’s buttons while the snakeskin texture creates a sophisticated dialogue with the seersucker’s puckered surface – both are dimensional textures that catch light and create visual interest. Flats work specifically because wide-leg pants don’t require heels for proportion, and with this much textural interest happening above, adding height would make the outfit feel overdone.
The teal headband creates an unexpected color moment that demonstrates real styling confidence. Rather than playing it safe with navy or cream accessories, the jewel-toned teal introduces a complementary accent – it doesn’t match anything directly but harmonizes with the outfit’s preppy-with-a-twist narrative. A pop of color at head height draws the eye upward, balancing the visual weight of the substantial wide-leg pants.
3 NEW LOOK STYLE
The best things in life are lavish and extravagant. Peplum elevates the silhouette with its decadent form and fashion-forward charm.
Pair it with a full skirt for a bright future ahead.
FIND ALL THE OUTFIT FORMULAS BELOW
STYLE FORMULAS FOR FALL 2025 WINTER 2025 2026
*You might need to upgrade your subscription to see the rest of the outfit formulas. You know, the rule of 3 FREE OUTFITS. But it’s about time you upgrade your subscription. The extra benefits you get as a subscriber this season are too good.
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), DRESS CODE DECODER APP!!!!(THIS IS NEW AND LIMITED OFFER ONLY) 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 of course, you get to see the updated version of the two outfits from the beginning.
Subscribe to continue reading
Become a paid subscriber to get access to the rest of this post and other exclusive content.
