I’m a Fashion Expert—This Is Your Permission Slip to Buy These 5 Wearable Winter 2026 Trends

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Let’s be real: It can be overwhelming, at times, to seamlessly incorporate one or more of the latest trends into your closet. Many have found themselves coveting and then buying a trendy piece only to end up feeling like it is too “out there” and not organic to their personal style. As a result, the piece is simply too hard to mix and match with the usual rotation of looks, so it just sits there, and you’re left regretting the purchase. As a fashion expert, I’ve become more and more equipped to avoid that frustrating scenario.

For winter 2026, there are a variety of trends that are super easy to pull off. One of my current go-tos is a great pair of cool kitten-heel boots. The style is pretty much a classic at this point. Plus, they can be worn with everything from dresses to denim. Another favorite pick right now is bootcut jeans. There is an array of options for this denim style that easily fit into any fashion aesthetic. Keep scrolling to check out five wearable trends I recommend you try now.

1. V-Neck Sweaters

Shop V-Neck Sweaters

ZARA Plain Knit V-Neck Jumper

Nothing like a classic black sweater.

COS Wool Blend V-Neck Sweater

I can’t get enough of gray sweaters.

J.Crew Cashmere High V-Neck Sweater

Red sweaters are trending.

H&M V-Neck Sweater

This neutral pick goes with everything.

Good American Oversize V-Neck Sweater

Here’s a chic oversize option.

2. Bootcut Jeans

Shop Bootcut Jeans

Levi’s Wedgie Bootcut Jeans

You can’t go wrong with a pair of Levi’s.

Madewell Relaxed Fit Bootcut Jeans

Madewell jeans are top notch.

H&M Bootcut High Jeans

Loving the styling of these bootcut jeans from H&M.

ZARA ZW Collection Bootcut Mid-Rise Jeans

Dark-wash jeans make any outfit look more expensive.

KanCan Paulina High Rise Bootcut Jeans

Another outfit idea worth re-creating.

3. Kitten-Heel Boots

Shop Kitten-Heel Boots

Madewell The Dimes Kitten-Heel Boot

These boots have a cult following.

ZARA Split Leather Kitten Heel Ankle Boots

Brown suede? Say less.

H&M Heeled Sock Boots

Perfect with white jeans.

Marc Fisher LTD Danai Kitten Heel Bootie

These black ankle boots are timeless.

Marc Fisher LTD Kiona Kitten Heel Bootie

I want these in every color.

4. Scarf Coats

Shop Scarf Coats

J.Crew Scarf Coat in Drapey Wool Blend

Camel coats are a personal favorite.

BCBG Embroidered Trim Long Scarf Coat

I’ve been eyeing this gray option.

Quince Double-Faced Merino Wool Scarf Coat

A black coat to wear forever.

H&M Handmade Wool-Blend Coat

How has this coat not sold out yet?

L’Academie By Marianna Melba Wool Coat

The rich brown got my attention.

5. V-Cut Flats

Shop V-Cut Flats

Old Navy V-Cut Ballet Flats

The affordable price makes these flats a no-brainer.

Arezzo Daphne Ballet Flat

So sleek.

Madewell Sage Ballet Flats

How luxe are these?

Steve Madden Leni Flat

More suede goodness.

ZARA Leather Ballet Flats With Appliqué

Like jewelry for your feet.

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