How to Style Cropped Pants for Winter by Jesse Ann Kirby

As much as I am excited about the coming spring, I am also a realist and I live in Vermont. It’s still February and we’ve got a way to go before its ankle weather gets naked. A year ago, I wrote this post on how to style cropped pants for winter, and I wanted to update it again with some fresh ideas that could take us into spring. I really enjoy getting dressed and going through the closet. It’s a total mood booster.

I’m a big fan of tailored skirts and most of my pants are slapped at or above the ankle, which is fine, unless it’s cold outside and you really don’t want those poor ankles exposed to the freezing winter cold.I Designed My Three Favorite Pants in Four Ways this YouTube video. Below you will find all the gear details (along with the embedded video). There are so many possibilities with any of them, and I’m a big proponent of wearing white pants all year round. Do you have other requirements for item styles? let me know! For outfit details, scroll down to the bottom of the post.

How to Style Cropped Pants for Winter

try neutral

Neutrals can’t go wrong. Try whites, tans, camels, and even light earth tones like green. I’m also a big fan of winter white pants. No need to store them after Labor Day!

ankle boots

One of the key elements of wearing cropped pants in winter is pairing them with a pair of ankle boots so you don’t have much room between the hem and the top of the boot. I like to show some socks and wear socks with cute prints.

go monochrome

I love the monochromatic look in winter, it doesn’t have to be all white. You can go all black and add a pop of color like a fun hat or headband.

get comfortable socks

Sometimes I think socks are an integral part of clothing. Showing a bit of socks between your boots and skirt is super cute, especially when they’re fun prints.I have too many pairs Smart wool socks By the way, they are so cozy and comfortable in winter. bomb There are also a lot of cute socks and they donate a pair for every pair they buy.

roll up

If you don’t have cropped pants, or want to complete the look with a pair of longer pants, just roll them up a bit. This tends to work best with straight-leg pants or jeans.

Loafers and tights

I’ll be the first to admit that I really despise tights. So if you’re on my level, ignore this advice. But I do think it’s really cute to wear a bodysuit under a pair of cropped pants and a pair of loafers. You can also add cute ankle socks.

The matching concept of cropped pants

White sweater with white cropped pants

These are some of my favorite white pants because they are thick but still stretchy. I paired them with my Marc Fisher boots and a Sezane sweater. If I’m going out, I like to wear this Sezane jacket and Studio Noo bag all white. These Smartwool socks These are my favorite “dressing” versions of winter socks. Add a pop of color with a bright hat.

straight leg cropped pants
White Button Front Sweater
Wool coat
Chunky Teddy Mom Bag
Red Cashmere Beanie (exact color sold out) // look for less

Classic with a blue blazer and striped shirt

A classic blue striped blazer and white trousers has always been a favorite combination. This is actually a great outfit for transitioning into spring, swapping out loafers for warmer weather. If I’m going out, I’ll put a camel coat over it.

Navy Blue Blazer
straight leg cropped pants
short boots (code JAK15 for 15% off)
striped button front shirt

Black jeans with green

I really like black and green together as a color combo. these jeansMadewell’s s are very comfortable and have a great length to go with boots that go over the ankle like these Blundstones. These are actually my mom’s, but she kept them at my house because she rarely wears them in California. This is a must-have outfit for mom/daughter day because it’s comfortable, functional and cute. The MZ Wallace backpack is my favorite for playground/library/pool use.

Harriet sweater (code JAK15 for 15% off)
Madewell jeans (zoom out)
LL Bean Parka (zoom out)
Blundstone Boots dark green (full size)
MZ Wallace Backpack

Ankle jeans and a puffy coat in shades of blue and grey

I have owned these AG jeans for years and it really is a testament to their denim quality as they are still in good condition. They are one of my all time favorite jeans. Denim that is not stretchy, but they are stretchy enough so they are not stiff or too tight.I’m always looking for a similar pair this style looks The closest I’ve seen. These Bean boots are really great because you can fold them up or down depending on the length of your pants.

OneG Isabelle Jeans
White & Warren Cashmere Travel Bag
Cashmere sweater (Get JAK10 for just $10 on purchase)
LL Beanie Boots (zoom out)
Patagonia Down Sweater Jacket

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