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GenZStyle > Blog > Fashion > 8 Elegant Winter-to-Spring Transitional Outfits for 2026
Fashion

8 Elegant Winter-to-Spring Transitional Outfits for 2026

GenZStyle
Last updated: February 24, 2026 12:26 pm
By GenZStyle
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5 Min Read
8 Elegant Winter-to-Spring Transitional Outfits for 2026
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While stuck in New York due to a blizzard, I can’t help but think about Spring 2026 fashion. It’s no wonder my Instagram feed is filled with effortlessly chic spring outfits. I’m giving in and taking this as a signal that it’s time to shed the layers. Please unzip it if necessary.

The transition from winter to spring requires careful updating of your wardrobe. Swap cashmere or wool for lighter layers like linen or cotton. Purposeful color combinations mimic the dainty colors of blooming plants. Spring 2026 calls for an explosion of color. Think ballet and red. Cerulean and espresso. But don’t shy away from neutrals. Suede and khaki are still available, but be careful to pair them with stark whites or rich charcoals. Last spring, polka dots were the norm. This year it has been slimmed down. Combined with a love of animal print, the style set is head over heels for Dalmatian print.

The trick to transitional looks is to seamlessly combine spring staples like trench coats, kitten heels, and woven leather totes with 2026 trends (well, everything we mentioned above, plus things like high-vamp pumps and striped shirts). Luckily, we’ve found 11 of the best winter-to-spring outfits to wear in 2026. Scroll through for a chic update to your spring outfit rotation.

Classic trench + button down

Check out what it looks like: stone Trench coat + white button-down + black sweater tied around the waist + square-toe ankle boots + croc-embossed leather handbag

New icon trench coat

J.Crew

New icon trench coat

Fabian Crew Sweater

reform

Fabian Crew Sweater

Easy poplin button-up shirt

madewell

Easy poplin button-up shirt

Croco-embossed dash clutch

veronica beard

Croco-embossed dash clutch

millie black nappa

Dalmatian print + butter yellow

@christietyler I am wearing totem, Alaïa bag and black skirt

Check out what it looks like: Dalmatian print bag + butter yellow draped top + long black skirt + gold-tone signet ring

Samira Cape Satin Top Yellow - Simkhai

Simkhai

Samira cape satin top

soft swipe bag

Smooth Matterâ„¢ Subscript Skirt

Wilfred

smooth matter subscript skirt

Gold Band Ring - Gold Signet Ring

Ana Luisa

Gold Band Ring – Gold Signet Ring

Cerulean + Espresso

@Pearmance by Scanlan Theodore

Check out what it looks like: Icy blue silk blouse + espresso knee-length skirt + clutch + slingback heels

Silk charmeuse shirt

Hertha

Silk charmeuse shirt

VOLUME COTTON MIDI SKIRT

C.O.S.

VOLUME COTTON MIDI SKIRT

suede clutch

buzz slingback

Tony Bianco

buzz slingback

Sleeveless turtleneck + kitten heels

@sylviemus_ wearing Heaven Mayhem, Maison LA, Aritzia

Check out what it looks like: Sleeveless white turtleneck + beige pants + open toe kitten heels + East/West bag + earrings

Express, Airy Soft Skimming Turtleneck Sweater Tank

express

Airy Soft Skimming Turtleneck Sweater Tank

helix barrel pants

Aritzia

helix barrel pants

caroline bag

freya new york

caroline bag

wisp earrings

Heaven Mayhem

wisp earrings

fiesta heels

High vamp pump + column skirt

@ingridedvinsen Wearing corduroy skirt, black button-down, high-vamp pumps, and woven tote.

Check out what it looks like: Black button down + column skirt + High vamp pumps + woven tote

Straight shirt with pockets - Women | Mango USA

mango

straight shirt with pockets

suede column skirt

emily glove pump

madewell

emily glove pump

Gallery Hand-knitted tote bag - Leather

C.O.S.

Gallery Hand-knitted tote bag – Leather

ballet + red

@hoskelsa from Helsa Studio

Check out what it looks like: Helsa Arlena Sleeveless Turtleneck + Arlena Knit Pants + Flip flops + suede zip bomber + clutch

Arlena sleeveless turtleneck

Hertha

Arlena sleeveless turtleneck

Alena knit pants

suede zip bomber

Hertha

suede zip bomber

boyfriend leather flip flops

Tiki’s

boyfriend leather flip flops

Clutch with refresher belt

shopbop

Clutch with refresher belt

Faux suede jacket + dark rinsed jeans

@nlmarilyn in dark rinsed jeans, suede jacket, white t-shirt and loafers

Check out what it looks like: Faux suede jacket + white T-shirt + Dark rinsed jeans + loafers + suede tote bag

faux suede wrap jacket

Zara

faux suede wrap jacket

Express, Essential Fit Ribbed Crew Neck Short Sleeve T-Shirt

express

Essential Fit Ribbed Crew Neck Short Sleeve T-Shirt

Express, high-waisted dark-wash wide-leg jeans

express

High-waisted dark-wash wide-leg jeans

benson loafers

small tote bag

The Row

small tote bag

Striped long sleeve + loafers

@smythsisters in striped long sleeves, black jeans and loafers

Check out what it looks like: Striped long sleeve + black jeans + loafers + leather clutch

Perfect Rib Long Sleeve T-Shirt Striped

J.Crew

Perfect Rib Long Sleeve T-Shirt Striped

Mid-rise straight-leg jeans - washed black

Borden

Mid-rise straight-leg jeans – washed black

Black Suede Studio Arrow Loafers

shopbop

Black Suede Studio Arrow Loafers

toolbox leather clutch

Jeffrey Campbell

toolbox leather clutch

Source: Latest from Who What Wear – www.whowhatwear.com

Contents
Classic trench + button downDalmatian print + butter yellowCerulean + EspressoSleeveless turtleneck + kitten heelsHigh vamp pump + column skirtballet + redFaux suede jacket + dark rinsed jeansStriped long sleeve + loafers

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TAGGED:ElegantOutfitsTransitionalWintertoSpring
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