Outfits

10 Holiday Outfit Ideas for Every Festive Event on Your December Calendar

written by TINSLEY CRISP

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holiday outfits"
holiday outfits
Source: Abercrombie
Source: Abercrombie

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 my December calendar, 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 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.

holiday outfits
Sleeper
Tweed Jacket
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holiday outfits
Anthropologie
Tweed Jacket
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Abercrombie
Mid-Rise Slouchy Jeans

3 colors available

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holiday outfits
Dolce Vita
Distressed Leather Mid Heels

6 colors available

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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.

holiday outfits
NAADAM
Cashmere Sweater

20+ colors available

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holiday outfits
GAP
CashSoft Cardigan

8 colors available

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holiday outfits
Levi’s
Baggy Dad Jeans

14 colors available

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holiday outfits
Madewell
Chunky Cuff Bracelet
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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.

holiday outfits
Sézane
Chelsea Blazer

6 colors available

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holiday outfits
I.N.C.
Sequin Pants

2 colors available

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holiday outfits
Sam Edelman
Slingback Pumps

15+ colors available

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holiday outfits
J.Crew
Leather Crossbody Bag

2 colors available

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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.

holiday outfits
J.Crew
Cashmere Sweater

15 colors available

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holiday outfits
Old Navy
Double-Breasted Blazer

2 colors available

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holiday outfits
Ralph Lauren
Polo Bear Wool Scarf
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holiday outfits
Anthropologie
Triple Loop Earrings

2 colors available

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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.

holiday outfits
Abercrombie & Fitch
Faux-Fur Coat

3 colors available

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holiday outfits
Everlane
Cheeky Jeans

8 colors available

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holiday outfits
Amazon
Suede Tote Bag

2 colors available

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holiday outfits
Schutz
Slingback Mid Pumps

3 colors available

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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.

holiday outfits
Free People
Leopard Duster
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holiday outfits
GAP
Chunky Scarf

8 colors available

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holiday outfits
J.Crew Factory
Penny Loafers

2 colors available

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holiday outfits
GAP
Ribbed Gloves

4 colors available

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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.

holiday outfits
Everlane
Crewneck Sweater
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holiday outfits
Grey Lab
Sheer Sequin Midi Skirt
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holiday outfits
Open Edit
Sheer Mesh Midi Skirt

2 colors available

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holiday outfits
Sam Edelman
Slingback Pumps

3 colors available

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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.

holiday outfits
Free People
Fur Vest
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holiday outfits
Damson Madder
Checkered Kilt
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holiday outfits
J.Crew
Stevie Knee-High Boots

2 colors available

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holiday outfits
Epifene
Marble Resin Bangles
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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.

holiday outfits
Banana Republic
Trench Coat

2 colors available

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holiday outfits
Amazon | CozyWow
Red Tights

20+ colors availalble

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holiday outfits
Dolce Vita
Patent Leather Heels

2 colors available

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holiday outfits
Madewell
Mini Shoulder Bag

5 colors available

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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.

holiday outfits
Abercrombie & Fitch
Wool-Blend Coat

2 colors available

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holiday outfits
Aritzia
The Effortless Pants

15 colors available

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holiday outfits
Adidas
Sambas
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holiday outfits
Dolce Vita
Crimson Suede Sneakers

12 colors available

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tinsley crisp
ABOUT THE AUTHOR

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.