"Even as a stylist, I often get stumped on what to wear. Making my closet feel fresh and exciting takes a lot of unseen effort (read: folders filled with outfit inspiration that I’m constantly turning to), which is exactly what I’m relying on for my revolving door of holiday outfits this season.
The holiday season is always jam-packed with events that you don’t necessarily plan for. A festive dinner reservation with friends, a last-minute happy hour, your office holiday party—the holiday season requires a whole slew of outfits that are in a genre of their own. Rather than buying carts of new items to carry me through the holidays, I’m opting to rely on my folder of holiday outfits to inspire me to style pieces I already own in brand-new ways.
No matter what events you have penciled in this holiday season, I’ve found an outfit you can recreate to reserve your spot as the best dressed in the room.
10 Holiday Outfits to Wear This Season
1. A Tweed Jacket and Jeans
I’ve never felt the need to add a tweed jacket to my wardrobe until I laid eyes on this impeccable styling. While the jacket itself is quite feminine, styling it with baggy jeans makes it feel cool and understated rather than completely preppy.
2. Red on Red
I recently struck up quite a bit of controversy by styling a red cardigan draped over the shoulders of my trench coat, something I often do, so imagine my delight when I saw this outfit as inspiration to double up by doing the same thing over another red sweater. The tone-on-tone layering is begging to be worn this holiday season and can be done with the knitwear that already exists in my closet. Rather than draping it over my shoulders, I’ll be opting to tie my red cardigan diagonally across my body to recreate this look.
3. Sequin Pants
No holiday season is complete without wearing a healthy dose of sequins. My favorite way to style sequins is with juxtaposed pieces, be it a blazer paired with sequin bottoms like the image above or a sequin top paired with everyday jeans. It allows the sparkly details to read as cool rather than too on-the-nose for the holiday season.
4. Bright Layers
Hands down, the best part of cold-weather fashion is the return of layers. What could have just been a polo and jeans here is heightened by the use of color, print, and texture. (Not to mention the killer statement accessories.) While styling bright colors for winter can be intimidating, the double-layered, neutral outerwear helps to ground the warm weather-leaning shade of green, which can be replicated as an unexpected outfit this holiday season.
5. Jeans and a Fur Coat
While this look’s base is a simple crewneck and jeans, what makes it holiday-worthy lies in the details. With the faux-fur trend resurging this season, it’s a better time than ever to add a fur coat to your wardrobe. With an oversized bag and a socks-and-heels combination, the effortless vibe of this outfit is one I’m dying to emulate.
6. Leopard and Red
I may have worn this outfit just last week, but red and leopard is truly the combination I can’t get enough of this season. With an added pop of silver? Say less.
7. A Sheer Skirt
Trust me: You shouldn’t let the words “sheer” and “skirt” scare you. While you could opt for a fully sheer skirt like the above picture, the skirts I personally have my eye on have short slips underneath to provide the sheer effect with a little more coverage. And when paired with a chunky sweater on top? Juxtaposed holiday perfection.
8. A Plaid Skirt and Knee-High Boots
Though I’m normally not one to sport a ton of plaid, let alone a plaid skirt, I’ve never saved an image faster than I did this one. Her it-girl accessories—in winter white, might I add—combined with a fur-trimmed vest and knee-high boots give the prairie-girl look a chic new direction.
9. Red Socks and Mary Janes
While a maxi dress and trench coat is a simple base on paper, the combination is taken to another level with Mary Janes paired with red socks as a shoe choice. The small detail makes a huge impact and can be used to make virtually any outfit feel holiday-ready.
10. Red Sneakers and Trousers
Although a blazer and trousers pairing is business casual on paper, when paired with a ball cap and sneakers, the duo is totally transformed. Here, the tonal look is made more interesting through different variations of the same shade, a bit of added texture, and a pop of gold. Oh, and need we not forget the standout piece of it all: red sneakers.
Tinsley Crisp, Fashion & Beauty Staff Writer
Tinsley Crisp is a Fashion & Beauty Staff Writer at The Everygirl and specializes in reporting on the season’s latest trends and hottest products. As a New York City-based stylist, she’s committed to injecting joy into the art of getting dressed and delivering attainable yet aspirational content to our readers.