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.