A Definitive Guide to Winter’s Top Dress Trends

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Photo: Courtesy of Michael Kors, Sportmax, Magda Butrym, Tory Burch, Christopher Esber, Fforme

As we approach the holiday season, schedules are sure to be packed with events—from cozy dinners to holiday celebrations. Several fall dress trends stood out and deserve to be worn this season. Between maxis and minis, structured leather styles and free-flowing silks, winter’s standouts are artful and effortless all at once.

Take the sweater dress, for example, which popped up in almost every collection from Michael Kors to Miu Miu, flawlessly combining winter-ready knits with figure-flattering silhouettes that feel cozy not bulky, with a touch of homespun charm. Likewise, we loved the frayed and fringed edges on dresses at Khaite, Gabriela Hearst, and Fforme, where handcrafted details were on full display. Meanwhile, minimalist sheaths, à la Altuzarra and Alberta Ferretti, played up the sophisticated sheen of satin.

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The Floaty and Frayed
The Row Violetta asymmetric gown
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The Drop-Waisted
Tove Orea gathered maxi dress
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The Sweater Dress
J.Crew cashmere sweater-dress
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Romantic maxi dresses swept down the runways at Louis Vuitton and Chloe, featuring airy chiffon layers, while Erdem, Prada, and Proenza Schouler all made convincing cases for florals this fall. Our love for lace carries into the cooler months thanks to lots of lingerie-inspired slips in a range of candy pastels. In fact, pink appears to be the color of the season—from peach to peony, dresses are coming up rosy.

For this holiday season, keep an eye on details like dropped waists, thigh-high slit, and dramatic draping. Dive into all of our favorite fall and winter dress trends below, from the runway straight to your wardrobe.

The Sweater Dress

The sweater dress has undoubtedly emerged as this season’s MVP (...or should we say D?). Miu Miu offered up ladylike sweater-shifts while Michael Kors and Victoria Beckham went for hanky-hemmed maxis, and Isabel Marant and Prada embraced the oversized pullover look. Spring for a light gauge knit and shorter hem for the early days of fall, then layer up with matching scarves, wraps, and gloves as temperatures dip.

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Loulou de Saison

Ari maxi dress

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handkerchief sweater dress

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Staud

Canal midi dress

J.Crew

cashmere sweater-dress

The Romantic Maxi

If you were on a bohemian kick this year, you’ll love the bevy of romantic maxi dresses on offer this fall. Louis Vuitton trimmed long gowns with contrasting lace, while Chloe and Dôen made the most of light-as-air chiffon layers. Pair your dress with boots to balance all that romance with some ruggedness.

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Etro

ruffled maxi dress

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Chloé

long ruffled dress

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Dôen

Aurelienne dress

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Zimmermann

Hypnotic midi dress

Fraying and Fringing

Fringing and fraying are everywhere this season. New York contemporaries like Khaite and Fforme left their hems and seams raw-edged, with The Row and Tod’s letting tweed take the lead and Gabriela Hearst and Calvin Klein going long with dramatically lengthy fringes. It all lends a handcrafted charm to autumn’s offerings, letting fringe fly and embracing the natural state of materials like tweed, silk, and wool.

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Khaite

Ruslan dress

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The Row

Violetta asymmetric gown

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Liberowe

Soho fringed mini dress

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Heirlome

Lia dress

Long Sleeves and Low Waists

You’ve likely been enjoying the drop-waisted dress silhouette for a few months now. Usually a combination of a knit top and floaty skirt, it’s basically an outfit all in one. So we’re glad to see that this fall, the staple dress is getting a cozy upgrade.

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Tove

Orea gathered maxi dress

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Gabriela Hearst

Sirona paneled maxi dress

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Ulla Johnson

Amal gathered maxi dress

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Aya Muse

Muse maxi dress

Wine Reds

Is there a color more fall-friendly than deep merlot? From bordeaux to burgundy, this rich take on red was seen everywhere and in every silhouette this season—in twists and ties at Alaïa and Lanvin, to slinky satin slips by Nili Lotan and Zara. This dramatic hue is equal parts sophisticated and seductive, just like its namesake.

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Altuzarra

Brina embellished maxi dres

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Nili Lotan

cami silk-satin gown

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Esse Studios

Illi maxi dress

Zara

satin effect tied dress

Party-Ready Paillettes

Festive events are rapidly approaching, and it’s never too early to prep. There’s nothing worse than a last-minute scramble for the right thing to wear! Luckily, designers went all in on shine, so the options for playful ornamentation or super-sparkly sequins are plentiful. From Dries Van Noten’s paillette-adorned pieces to the sequined shine at Rabanne, let yourself glitter from head to toe.

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Rabanne

sleeveless midi dress

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Dries Van Noten

embellished dress

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Zara

sequin lace dress

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Galvan

Moonlight Valletta gown

Wallflowers

It turns out florals can be groundbreaking when sweet prints meet moody color palettes. From Prada to Proenza Schouler, Erdem to Dôen, ditsy fall florals seemed to harken back to retro wallpaper, lending bohemian flair to long-sleeved styles. Yet unlike your summer garden, these blooms will remain vibrant well into winter. Top off these moments with boots and coats.

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Isabel Marant

Galina asymmetric maxi dress

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Proenza Schouler

Ysabelle dress

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Khaite

Edgar dress

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Dôen

Delfina floral-print midi dress

From the Boudoir

Our love affair with lace is far from over as lingerie-influenced details spilled into fall’s offerings, from vintage-inspired, candy colored slips at Chloe to sheer layers at Fendi and Coach. We’re pretty obsessed with Bettter’s unconventional take on the boudoir look. The mirrored neckline and hem of their slip dress transform into a layered cami!

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Róhe

satin maxi dress

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Dôen

Veda midi dress

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Loretta Caponi

Giadette gown

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Stella McCartney

Iconic midi dress

La Vie en Rose

Rose hues are always associated with spring weather. Still, this season, numerous designers introduced them from bright Gucci bubblegum to Calvin Klein salmon, and soft rose at Prada and Tove—this season is all about the little pink dress. Pair with neutral coats and accessories for fall and winter take.

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Tove

Rahel gathered midi dress

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Beaufille

Monroe dress

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J.Crew

seamed sheath dress

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Simkhai

Kenlie dress

Draped, Gathered, and Tied

Effortless and artful, we remain big fans of the draped dress. Whether in bold monochromatic tones like the chili red at Calvin Klein and chartreuse from Proenza Schouler, or in subdued neutrals seen at Alaïa and Sportmax, the dramatic impact of drapes, gathers, and ties are as flattering and elegant as ever in this season’s iterations.

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Alaïa

one-shoulder midi dress

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Proenza Schouler

Bari dress

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Banana Republic

twist-shoulder dress

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Tove

Eadan draped maxi dress

The Leather Dress

Leather is non-negotiable for the season. Designers like Simkhai, Fendi, Ulla Johnson, and Khaite take a fresh approach to the classic leather dress, with bodice details, full skirts, and mini dress options.

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Ulla Johnson

Juliette long dress

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Victoria Beckham

midi leather dress

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Toteme

leather slouch shirtdress

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Norma Kamali

Grace midi dress

Satin Made Simple

Neutral-toned satin was front and center this season. Minimal, floor-sweeping, and bold shoulder dresses take on an elevated turn—a fresh take on the slip dress.

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Silk Laundry

Splice bias dress

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Leset

Barb mini dress

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Herskind

Leroy dress

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Nanushka

Cobee satin dress

The Big Reveal

A peek of leg courtesy of a thigh-high slit is a great way to show a little skin despite longer hems. We love styling the silhouette with a sheer stocking, as illustrated on the runway by Balenciaga and Coperni.

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Simkhai

Blaine gown

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Rabanne

gathered midi dress

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Zimmermann

Illuminate column dress

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Monse

ruched fitted t-shirt dress

Wild Side

Snake! Leopard! Zebra! This season’s boldest print is here to stay for another season. Gabriela Hearst, Tory Burch, Saint Laurent, and Brandon Maxwell number among those who went all in on the wildest of patterns.

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Altuzarra

Claudia ruched midi dress

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Gabriela Hearst

snake-effect maxi dress

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AYR

The Heck Yes dress