Winter Outfit Blues? 10 Resort 2026 Trends to Try (That Don’t Require a Wardrobe Overhaul)

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Photo: Courtesy of Hanna Tveite / Khaite, Maria McManus, Fior - Dragone / Gorunway.com, Chloé, McQueen

There is nothing like the start of the new year to spark fresh styling ideas. Looking to the resort 2026 collections for inspiration, we found plenty of chic ways to rethink winter dressing without having to start our wardrobes from scratch. The overarching memo? Layer with intention and let your outerwear do the heavy lifting.

Key Pieces for Your Winter Wardrobe

The Black Fashion Leggings
Toteme Cork leggings
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The Faux Fur
Stand Studio Carolina coat
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The Plaid Skirt
Zara draped plaid skirt
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At Maria McManus and Magda Butrym, we’re reminded of the power of a great coat—notably those of the shearling or faux fur kind, which offer warmth in a polished way from now through the early days of spring. Clever layering tricks came from Tory Burch and Michael Rider at Celine, where neutrals are juxtaposed by flashes vivid color and touches of bold print. Those who can’t wait a minute longer for sunny days and lighter fare should look to Khaite and Chloé, where spring standbys, like floral dresses and Bermuda shorts, arrive early in a winterized way.

Some other styling highlights include the knits on knits seen at Lauren Manoogian, and a matching coat and headscarf moment à la Eudon Choi. Anchoring all these looks are closet staples that work overtime—blazers, trench coats, base layers, and chunky knits you probably already have in rotation.

We’re putting an end to the winter styling blues with these resort-inspired outfits, ahead.

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Photo: Courtesy of Maria McManus

Polish Up Black Leggings

The trick to making leggings feel like pants is to style them as such. Opt for a white button-up instead of a white T-shirt, then add shearling coat for texture and contras. Kitten heeled pumps, a pearl necklace, and a tassel hairpin give it an elegant, Audrey Hepburn-like finish.

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Stand Studio

Carolina coat

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Cos

relaxed cotton shirt

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Toteme

Cork leggings

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Le Monde Beryl

Babouche kitten heel pumps

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Mosquito

Vega comb

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Brilliant Earth

Margaret pearl necklace

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Photo: Courtesy of Chloé

Winterize Your Bermudas

Bermudas for winter? Totally chic and doable. It’s all about layering: thick hosiery underneath, over-the-knee boots for warmth, and a fitted turtleneck as a base layer. Style with Chloé’s technical jacket (a functional piece that doesn’t sacrifice polish) and top off with a pillbox hat.

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Chloé

short coat

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Akris Punto

bermuda shorts

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Citizens of Humanity

Caradene turtleneck sweater

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Toteme

over-the-knee boots

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Gigi Burris

Laura pillbox hat

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Agmes

sterling silver rings set

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Photo: Courtesy of McQueen

Office Spunk

Plaid continues to dominate—take a page from Alexander McQueen, and style with a high-neck top and double double-breasted jacket for a workwear-ready outfit. A statement belt and knee-high boots balance the attitude with refined touches.

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McQueen

double-breasted blazer

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Balzac

Leonor shirt

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Zara

draped plaid skirt

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Déhanche

Richa belt

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Lié Studio

The Ruby drop earrings

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Prada

leather boots

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Photo: Courtesy of Eudon Choi

Wear a Matching Headscarf

Scarves shouldn’t be an afterthought, but a key component of your look. This winter, try matching your headscarf to your coat for a clean look inspired by Eudon Choi. Keep base layers monochromatic and accessorize with yellow-tinted shades and some timeless loafers.

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Burberry

Castleford trench coat

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Cos

pleated tulip pants

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White + Warren

cashmere turtleneck

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Burberry

wide check scarf

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Prada Eyewear

aviator-style sunglasses

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Loeffler Randall

Rachel leather loafers

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Photo: Hanna Tveite / Courtesy of Khaite

Find Harmony in Opposites

For a play on prints and textures, take cues from Khaite: The New York-based label toughened up a floral dress with a leather shearling coat (a cozy and warm choice that never fails), working in a wildcard by way of leopard print hat.

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Khaite

Sandor jacket

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Proenza Schouler

Ysabelle dress

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Christen

Classic Square knee boots

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Maison Ola

Le France hat

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Hunting Season

suede and leather clutch

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Aurate

rope twist eternity band

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Photo: Courtesy of Adam Lippes

Dress Up the Track Pant

Give sportswear a sophisticated spin, the Adam Lippes way. Pointy white pumps and a crisp button-down easily elevate relaxed, pull-on pants. Add a shearling coat to stay cozy and complete the look.

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ME+EM

reversible coat

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Banana Republic

relaxed turtleneck sweater

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Emily Dawn Long

Jeff s button-up shirt

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Rails

Merida pull-on pants

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Jenny Bird

Solene ring

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Gianvito Rossi

Amelia 55 pumps

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Photo: Courtesy of Celine / Fior - Dragone / Gorunway.com

Put it in Neutral

Although a bit of color can help winter blues, sticking to neutrals can feel grounding. Take note from Michael Rider’s Celine resort collection, and layer on the neutrals. Pair creamy pleated pants with a white turtleneck and a black button-down, and top off with a beige blazer. Accessorize with white lace-up glove shoes—a footwear trend expected to be everywhere next season.

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Everlane

The Luxe rib turtleneck

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Leset

Yoko oversized button down

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Saint Laurent

jacket

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Blazé Milano

Savannah pleated pants

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Proenza Schouler

Glove lace up flats

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Khaite

mini Lotus tote

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Photo: Zander Taketomo / Courtesy of Lauren Manoogian

No Such Thing as Too Many Knits

Monochrome looks don’t have to be so dull—varying texture and proportions in a tonal palette keep things interesting, as demonstrated in Laura Manoogian’s resort collection. Work your way from the inside out: Start with Olivia von Halle cashmere knit set and a pair of cozy socks, then add on Laura Monogian’s robe coat. Finish with a Lisa Yang beanie and Cuyana wrap scarf; a pair of Christen suede clogs grounds the look.

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Lauren Manoogian

Loft robe coat

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Olivia Von Halle

knit lounge set

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Christen

Big Bootie slipper mules

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Lisa Yang

Beatris beanie

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Margaux

The Cozy socks

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Cuyana

recycled cashmere scarf

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Photo: Courtesy of Magda Butrym

Fashion-Girl the Matching Sweatsuit

Yes, matching sweatsuits are fashion-approved; it’s just about how you style them. Magda Butrym’s resort collection proved that the secret lies in dressing it up to make it feel intentional. A faux fur coat, a crochet bonnet, and snakeskin extras can turn off-duty ensemble into something impactful.

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Zara

faux fur short coat

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Free People

Sweetie bonnet

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Pangaia

365 Heavyweight sweatshirt

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Pangaia

365 Heavyweight track pants

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Khaite

Jett D Orsay pumps

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Photo: Courtesy of Tory Burch

Layer With Color

Brighten up a grey day with inspiration from Tory Burch: Add an unexpected flash of lime green to wardrobe standbys, like a grey V-neck, to create dimension and contrast. Rinse-wash denim and heeled Mary Janes make it a work-appropriately look. Complete the look with a pony hair coat and a simple black belt.

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Tory Burch

calf hair coat

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Flore Flore

Dinah turtleneck

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The Row

Ligeia V-neck sweater

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Ossou

Flex Stretch jeans

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Favorite Daughter

The Fancy Juni belt

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Aeyde

Isidora mary jane pumps

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Photo: Courtesy of TWP

Everyday Sequins

Just because the holiday season is over, it doesn’t mean you have the draw curtain on sequins. Find inspiration in TWP’s resort collection for a more casual approach: Layer a grey long-sleeve tee underneath a grey sweater, throw on a tonal coat, and ground the look with easy clogs—add cashmere socks to stay warm on your commute.

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Zara

wool coat

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Almina Concept

knit crewneck sweater

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Staud

Ciara midi skirt

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Éterne

fitted crewneck T-shirt

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Loren Stewart

tassel fringed necklace

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A.Emery

The Louis clogs