17 Everyday Winter Outfits for Real Life

Sometimes I think we over complicate style—especially in the winter.

Throw on a cozy sweater, or a base with an easy layer (vests, cardigans, and puffers forever), and a good pair of jeans and you’re good!Occasionally I throw on a skirt or leggings and that’s obviously super comfy too. All that matters is that I feel like “me” and enjoy what I’m wearing.

These are some recent outfits I actually wore— nothing really fancy, just super comfortable, warm, and easy.

You can find everything I’m wearing linked under each photo, plus similar options if an item is older. These are affiliate links, so I may earn a small commission—thank you endlessly for the support 🤍 it means more than you know!

Loved how my sweater matched my cowboy boots in this outfit!

Outfit linked HERE

My striped turtleneck is a piece I’ve had for years. I love wearing it alone (like this) or layered with a sweater or cardigan over it.

Outfit linked HERE

I love this cozy sherpa! Perfect paired with jeans, leggings or sweatpants.

Outfit linked HERE

This colorful speckled sweater is so fun. It’s still neutral but the colorful pom poms make it extra cute!

Outfit linked HERE

Definitely bringing my barrel jeans into winter with me. I paired them here with a cozy fleece sweatshirt jacket.

Outfit linked HERE

I felt like the prettiest rainbow in this cardigan!

Outfit linked HERE

These jeans are my favorite item of 2025! Love the length, comfort and look of them!

Outfit linked HERE

There’s absolutely nothing wrong with a simple and cozy look like this!

Outfit linked HERE

A cute crewneck sweatshirt is a favorite!

Outfit linked HERE

This sweater has been such a favorite! I’ve worn it so many ways 🥰

Outfit linked HERE

This fair isle sweatshirt is something I wear year after year. So cozy and oversized.

Outfit linked HERE

Love pairing a cozy sweater with a mini skirt (or in this case, a skort!)

Outfit linked HERE

This coral color is so pretty. It’s so fun to pair with printed matching socks.

Outfit linked HERE

Another outfit with this cozy Sherpa pullover! Love it with my brown leggings.

Outfit linked HERE

We went to a hockey game and I wore the team’s colors (green and gold).

Outfit linked HERE

Another way I’ve worn this sweater—paired with my barrel jeans and uggs!

Outfit linked HERE

A cozy outfit! Love these wide leg sweatpants and a cozy fleece jacket.

Outfit linked HERE

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One Sweater, Six Fall Outfits

This cable knit cotton sweater is so cute. It comes in multiple colors but the white is the perfect neutral to go with all of your Thanksgiving outfits! Here are 6 ways I would wear it for Thanksgiving.

If you prefer video content, watch the reel HERE.

Everything I’m wearing (or some similar options if the item is older) is linked under each photo! These links are affiliate links, meaning I may earn a small commission. Thank you for being here and supporting me🤎

Outfit 1: Casual—a white sweater, straight leg jeans and clogs. It’s casual, classic, and easy! 

Outfit linked HERE

Outfit 2: Comfy—a white sweater, brown leggings, and clogs. This is super comfy but the brown leggings make it a little different!

Outfit linked HERE

Outfit 3: Dressed Up—a white sweater, a black and white floral maxi skirt and heels boots. If you’re looking for a dressier look that’s still really comfy, this is it!

Outfit linked HERE

Outfit 4: Put-Together Casual—a white sweater, corduroy pants, and heeled boots. This look feels a *touch* more dressed up than jeans, but still really comfy. 

Outfit linked HERE

Outfit 5: Elevated Casual —a white sweater, denim mini skirt, and tall brown boots. This one still incorporates denim but is fancier because it’s a skirt and it’s paired with tall boots. A midi skirt would be great too!

Outfit linked HERE

Outfit 6: Cozy—a white sweater, black leggings, coy socks and slipper clogs. Perfect for eating turkey and feeling comfy!

Outfit linked HERE

What do you lean towards for Thanksgiving—comfy, casual, or dressy?

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3 Petite-Friendly Pairs of Leggings

As a petite woman, it’s always hard to find things that are the right length. Most dresses, pants, and leggings are too long and don’t fit right, so when I DO find items that fit me well, I want to shout it from the rooftops! I recently found this brand on Amazon (IUGA) and tried some of their leggings, and all 3 pairs are the perfect length for petites!

Check them out below!

As always, you can shop everything I’m wearing (or similar finds) linked under each photo! These links are affiliate links, which means I may earn a small commission—thank you so much for supporting what I do🤎

High Support Leggings—I’m wearing size small in forest green. Flattering, compressive, and so comfy. My zip up jacket is the espresso color and a perfect fit for petites!

Heatlab Fleece-Lined—I’m wearing size small in black. Cozy and warm for chilly fall and winter days.

Buttery Soft—wearing size small in brown. They fit like a second skin and moves with you.

Use code MARISSAIUGA for 10% off🫶

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17 Comfy and Cute Fall Outfits I’ve Worn Recently

We’ve had some great fall weather lately! It got a bit warmer for a little bit (as you can see below with a few shorts outfits), but now it’s back to the cooler for fall-like temps.

We have really been enjoying all the fall activities—hiking, oktoberfests, fall walks, campfires, and more. Here are some of the outfits I wore while doing these things.

You can find everything I’m wearing (or similar pieces) linked under each photo! These are affiliate links, so I may earn a small commission if you purchase through them—thank you for supporting my content🤎

We hiked a mountain with my sisters and their families and and got to see the beautiful fall foliage!

Outfit linked HERE

These brown pants have been perfect for fall weather!

Outfit linked HERE

A black cardigan is such a classic! Love it paired with easy relaxed barrel jeans.

Outfit linked HERE

I’ve been loving wearing my dark brown barn jacket! the black corduroy collar makes it so cute!

Outfit linked HERE

Overalls and a tank are a perfect “warm fall day” outfit.

Outfit linked HERE

My fleece vest is the perfect layer over a cozy crewneck sweatshirt

Outfit linked HERE

I’ve been loving a lace skirt with a casual top. The satin printed scarf and cowboy boots really made this outfit feel like me and so cute.

Outfit linked HERE

A skort and crewneck sweatshirt with sneakers was perfect for a fall walk.

Outfit linked HERE

Just the simplest outfit—a black tee and jeans—made cuter by a scarf tied around my waist.

Outfit linked HERE

One of my favorite dresses paired with a denim jacket and neck scarf and clogs!

Outfit linked HERE

I love chocolate brown and this crewneck is super cozy.

Outfit linked HERE

I recently shared a reel with my quilted vest—it’s been in my closet for about 3 years now. It’s so cute with so many different things. Here I paired it with a denim mini skirt, heeled clogs, and a white long sleeve.

Outfit linked HERE

Another warm fall day—I paired my cotton boxer shorts with a graphic tee and denim shirt.

Outfit linked HERE

Loving that this brown sherpa vest is such a cozy and cute layering piece. It’s fun over sweaters, sweatshirts and more.

Outfit linked HERE

We want to a fall festival and it was quite warm out—this outfit was perfect!

Outfit linked HERE

Another brown pants outfit! Love these pants paired with a tee and flannel shirt.

Outfit linked HERE

A Henley sweater and barrel jeans with my low-profile sneakers felt great!

Outfit linked HERE

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