Thursday, February 26

11 Winter-to-Spring Transitional Fashion Trends in 2026


  • Winter is giving way to spring, which means it’s time to embrace transitional dressing.
  • Certain closet staples shine during the season, from playful headwear and layered skirts to elevated jorts.

When it comes to transitional dressing, it’s easy for your mind to start wandering–and your closet to feel like a maze. One day it’s crisp and chilly, the next it’s flirting with warm spring vibes. Choosing what to wear can feel like a full-on question mark. That’s why certain pieces suddenly become go-tos: cropped trench coats, breezy capris, and head accessories that can pull an outfit together no matter the weather. They’re reliable, stylish, and just flexible enough to carry you through the unpredictable days ahead. 

This season, fashion is all about balancing comfort with finish. Think sheer midi skirts layered with structured jackets, cozy chunky knits paired with tall boots, or sporty track pants that you can jazz up instantly with a designer bag. Transitional dressing doesn’t have to be complicated. Think smarter, not harder! A few key pieces and a little styling savvy go a long way.

Ahead, discover 11 winter-to-spring transitional fashion trends you’ll want to recreate asap. 

Cropped Trenches

Cropped trenches are totally having a moment–just ask Burberry, which sent several down the runway at London Fashion Week. The classic trench has always been a symbol of sophistication and one of the ultimate transition pieces, but this spring, the cropped version is where it’s at. Light, chic, and just-right for warmer days, it’s the perfect way to get maximum wear out of a timeless wardrobe staple.

Sheer Skirts

Hear it from a Libra: it’s all about balance. A sheer skirt paired with a structured jacket or heavier layer just does something to my brain chemistry. It’s effortlessly chic while keeping you from catching a chill! Add a pair of heels for a little lift, and suddenly the look feels confident, curated, and completely intentional.

Chunky Knits

Chunky sweaters are a winter staple, of course, but this season, shorter hems are the way to go. Think cropped knits, sets, or sweater dresses. Pair them with tall boots that hit just below the knee for a cozy yet polished look. It’s the ultimate cold-weather combo.

Light Hosiery

It’s tight season all-year round, TBH. However, it’s officially time to trade in your Uniqlo Heattech for something lighter. Sheer hosiery is your secret spring weapon. They’re perfect under microshorts, skirts, or dresses to elevate any outfit. Layer with a mid-weight jacket, throw on your favorite flats, grab your bag, and you’ve got a look that’s equal parts delicate and edgy.

Jorts

Either you love them or you hate them, but jorts deserve a spot in your warm-weather rotation. Sure, the word might scream Gen Z-core, but the season’s hottest takes can also feel elevated–think soft slouchy fabrics instead of baggy denim. Pair them with your go-to sneakers, riding boots, or heels to take your look to any level you desire. Styling them couldn’t be easier.

Capris

Like jorts, the same goes for capris. Surprisingly versatile, they work with almost any shoe or top. One standout look paired them with a crisp white blazer, black heels, a designer bag, and a chic pillbox hat for an elegant, luxe vibe that proves capris can be anything but basic. 

Funnel Necks

Funnel necks just will not quit, and honestly, we’re not mad about it. After appearing on runways at Khaite, Chloé, and Tibi, this high-neck silhouette has become a modern wardrobe staple. It works perfectly as a scarf alternative, adding polish without the bulk. As the weather warms up, choose cropped styles to keep the look light, chic, and wearable.

Track Pants

Add a sporty twist to your wardrobe with athletic track pants (Adidas are my fav!). They are just as comfy as sweats but sleeker and far from frumpy. Style them with a designer bag, fresh sneakers, and effortless accessories for a look that feels cool and totally new.

Slip Dresses

Channel your inner-Carrie Bradshaw by sporting a sultry slip dress this spring. If it’s chilly, no biggie–grab a fur jacket or shawl. Pair it with heels to go full Carrie or loafers for a more practical day look.

Playful Headwear

Bring back the whimsy with bonnets and head scarves! They’re back and proving being more than just cozy headwear. From Sandy Liang runways to street-style stars like Hailey Bieber and Bella Hadid, this retro accessory adds instant charm to skirts, dresses, or even tailored separates. Opt for luxe fabrics, bright colors, or subtle prints to keep things interesting.

Tiered Skirts

Tiered or layered skirts are the ultimate way to add movement and dimension to your outfit. This season, try high-low styles to give your look an unexpected twist while keeping things playful and chic. Pair with a trendy coat (preferably cropped) to balance the volume, and let the skirt take the spotlight.



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