10 Cute Winter Outfit Ideas To Recreate This Season

Winter weather is here and today I’m rounding up ten Pinteret-worthy outfit ideas to style this season. Whether you’re bundling up for a chilly day on campus or cozying up by the fire this Christmas I’ve got an outfit for every occasion.

Today’s looks are featuring some of my favorite new arrivals from Hollister… I’ve been telling you for months they are the new “it” store for college/twenty-something girls. If you weren’t hooked already, these looks will convince you otherwise!

Dinner & Drinks With The Girls

tee || pants || boots || headband  || purse 

I’ve tried every brand of leather pants on the market and these Hollister ones are the first to impress me. I got these in my true size a 000 and they fit me like a glove— no awkward gapping or bunchiness the way most leather pants do. These come in short/long/regular and I’m wearing the regular. Paired with a basic long sleeve this is such an easy, simple look to wear for dinner and drinks with the girls.

Cozy Christmas Pjs 

set || hat || slippers

If you haven’t gotten your holiday pjs grab them now before it’s too late. This adorable plaid set is fully stocked right now and runs true to size. I’m in an XS for reference.

Holiday Party Class

sweater || skirt || heels || purse 

Nothing looks more effortlessly chic than a silk midi skirt paired with an oversized sweater. Playing with texture is key in styling a successful monochromatic outfit. Pair this combo with gold lace-up heels and your favorite chain link bag and you’re ready for your next holiday party!

Warm Weekend Attire 

jacket || bodysuit || jeans || boots || purse 

This suede jacket was an absolute must-purchase. It’s lined with a cozy sherpa material that’s super warm. Throw this over a square neck bodysuit and you’ve got the perfect outfit for your weekend plans. On the bottom, I’m wearing new straight-leg jeans from Hollister. These are a little slimmer than most straight-leg styles and hug my waist/tush perfectly. Wearing my true size a 000 regular but they are available in short/long as well.

Christmas Eve Dinner 

dress || tights || boots || purse || headband

A sweater dress and tights are the perfect outfit for Christmas Eve dinner! This style is available in short/regular/long which is ideal if you’re a petite girl like me—I’m wearing an XS short and am 5’2 for reference.

Keeping Casual 

sweatshirt || tee || leggings || socks || boots || hat

Cozy crewnecks are my go-to in the winter and Hollister has tons of cute ones right now. I’m manifesting an Alaskan cruise in 2024 so this one seemed like a no-brainer purchase. Style with leggings, Uggs, and cozy winter weather accessories for that “Pinterest outfit” effect.

All Bundled Up

tee || jacket || scarf || hat || jeans || boots 

All bundled up in the comfiest layers— you can’t go wrong with this basic baby tee. It’s available in eleven colors and is the best piece to mix and match. I layered a cozy sherpa jacket over top. This has a cropped fit so when paired with high-waisted jeans it makes your legs look miles long.

Speaking of, these jeans are the best! They’ve got that perfect, baggy straight-leg fit that works so well with boots. Don’t forget a scarf and hat to finish this outfit off; both of these styles come in several colors and are the perfect “finishing touch” to an outfit.

Just Lounging Around

tee || pants || slippers || headband

Hollister just released these “wear everywhere” pajama pants. Comfy enough to wear to bed but cute enough to wear out of the house! These come in a dozen different festive prints, available in short/regular/long as well. Pair with a basic long sleeve for your cozy holiday festivities.

Casual For Class 

sweater || jeans || sneakers || purse

Jeans and a sweater are my go-to outfit combination for a day on my college campus! This sweater is so soft, with a cashmere-like feel. The comfiest shoes for a day full of walking are my Dolce Vita Zinas. I find low-top sneakers look best with ankle-length jeans–I’m cuffing my favorite pair from Hollister!

Snow Day 

sweater || scarf || hat || pants || shoes 

Something about this striped sweater is giving me all the snow day feels. This comes in nine colors and is the softest piece of clothing you’ll ever put on your body. Super cozy and definitely a warmer piece—layer up for the winter weather with a basic long-sleeved baby tee underneath and your favorite scarf over top!

Looking for even more winter outfit ideas? Browse my favorite looks from over the years here. Plus, stay up to date with my current everyday outfits posted daily to my LTK here. Tune in Friday for ten outfit ideas perfect for your holiday festivities. Until then…

Latest Post: 10 Holiday Outfit Ideas To Wear This Winter
Related Post: 20 Sweater Weather Outfit Ideas
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