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A Lesson In Transitional Dressing—Winter To Spring Outfits You Need NOW

A Lesson In Transitional Dressing—Winter To Spring Outfits You Need NOW

I find it nearly impossible to shop for the current season. I’m always just too excited for the next! Which is how my winter coats end up being purchased in August (hello, deals) and spring dresses in January. Thankfully, I’ve figured out that there are pieces I can buy now, wear now, but also wear later - this is what we call transitional dressing. For the transition from winter to spring outfits, that means buying light dresses that look great layered and comfortable, chic pants that can be styled with a thick turtleneck or a crop top. It’s all about versatility! Keep reading for key pieces for the most flawless closet transition from winter to spring.

An Easy, Breezy Dress

Yes, it is possible to wear your favorite warm weather dresses through the coldest winter temperatures. Simply add a thin turtleneck, tights, your favorite pair of boots, and you’re good to go. Add this to your list of what you need to master winter to spring outfits, NOW.


Get it from Spring for $158.

Sophisticated Midi Dress

If you go long enough with the hemline, you can get away with fuzzy, warm socks and ankle boots. You read that right—no tights. When temperatures finally rise, reach for a dainty pair of heels instead. And you thought this transitional shopping thing would be hard.

Cream Triangle Midi Dolman Open Back Dress by KAAREM

Get it from Spring for $280.

Go-To Jumpsuit

The little black dress is being replaced by the little black jumpsuit. It’s super chic and functions exactly the same as a lbd. You throw it on and your outfit is complete. The little black jumpsuit is appealing because it works across any season and can be easily dressed up or down with accessories. Calling this piece a winter to spring transitional wouldn’t give it nearly enough credit.

Franchie High-Waisted Pant by Club Monaco

Get it from Spring for $289.

All You Need Is A Light Jacket

The best part of transitional seasons like spring and fall are the opportunities for layering. My favorite way to layer in the winter is over skinny jeans and paired with loafers—aka total masculine vibes. As for spring, think of it as an easy way to add structure (and office appropriateness) to a feminine, frilly dress.

The Satana Long Blazer by WILDFANG

Get it from Spring for $95.

Lightweight (Totally Cool) Sweatshirt

Some of my favorite days to get dressed are when the temps allow for shorts and a comfy sweatshirt or sweater. The sleeve detail, vibrant hue, and soft texture of this Urban Outfitters sweatshirt make it perfect for transitional dressing. This winter to spring outfit will almost leave us wanting more cold weather. Almost.

Silence + Noise Some Kind Of Magic Sweatshirt by Urban Outfitters

Get it from Spring for $49.

Trendy Top

We’re currently craving ruffles—whether it’s in a shoulder or sleeve detail or making a big statement, like you see here. Don’t wait for spring to break out your more structural or frilly tops. In the colder months,layer one over a crew neck white shirt and style with true blue jeans and white sneakers. In the spring, opt for light or white denim shorts, your go-to espadrilles, and bold orange, fuschia, or red lip. Who knew this transitional style thing could be so fun?! Oh wait, we did.

Green Gingham Ruffled One Shoulder Top by Pixie Market

Get it from Spring for $52.

Fun Statement Bag

Statement bags know no season. Pastels, citrons, and primary colors are the palettes of the moment. So ditch your black bag and upgrade to a fun colored shoulder bag. It not only works from season to season, but if you choose just the right size, you can transition from day to night without even switching your bag. That’s what we call a win-win-win. Bonus: Opt for a Rebecca Minkoff design with tassels—another trend we can’t stop buying.


Get it from Spring for $275.

Neutral Black Slides

Slides are like the cooler, more casual loafer. They work with tights in the winter and jeans and shorts in the spring. Invest now, wear everyday after. A great pair of shoes might just be the most economical winter to spring outfit purchase. Your CPW (cost per wear) will be like, nada.

Adiel Leather Slide by Joie

Get it from Spring for $228.

Officially convinced you can buy for spring and not have to let your shiny, new finds sitting in your closets for three more months? Good, that’s what we thought.

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