31 Winter Outfit Ideas That Will Make December Your Best Dressed Month Of 2018


December has arrived in all its layered glory, and with it comes the dread that can only accompany tasks like untangling a perplexing knot of holiday lights; buying a gift for that impossible-to-please aunt, or making a game-time decision on whether you want hat hair for the rest of the day. But, one thing that won't be on your list of tasks: figuring out what to wear. Because, December's run-down of stylish winter outfit ideas is here to offer you 31 ensembles to try before 2018 comes to a well-earned finish.

With a bevy of holiday obligations, the first official day of winter, and the looming threat of impending snowstorms, you'll need inspiration that will have you covered no matter what comes your way. And while you've maybe shifted focus from shopping for yourself to nailing your holiday gifting list, it's time to pause and pick up a little something special for yourself. Each outfit idea is paired with a key piece to help you achieve the look, because while mom's attempt at buying you a new It-bag is adorable and well-intentioned, you're better off handling outfit shopping yourself. So, if you're ready to finish the year off with your best dressed month yet, read on for all the inspiration you'll need to nail December dressing.


Swap your usual jeans for a fun pair of wide-leg pants, then run with the '70s theme by adding a shearling-collar jacket and wide-frame lenses.

Wide-Leg Jeans





Add a pop of color to a sweater and skirt ensemble by adding a bold belt that cinches at your waist.

Animal Print Belt




Neutrals don't have to be boring. Add intrigue by playing with materials and choosing a textured shearling topper.

Faux Shearling Jacket




For a cozy, classic take on winter dressing, spice up layered neutrals with a cute statement handbag in a bold hue.

Hortensia Bag




Freshen up your winter classics like neutral trousers and a checkered coat with an eye-catching statement scarf.

Quote Scarf




Nail holiday party dressing in a sparkly statement number with matching metallic heels.

Nur Dress


Sachin & Babi


Instead of just opting for your standard sneakers, dress up a tracksuit with a ladylike pair of Mary Janes.

Kin Mary Janes


Carel Paris

@lilyyange / @twayner_

Don't be afraid to embrace color for winter. Break out a bold skirt and style it with a clashing sweater and knee-high boots.

Striped Skirt


Ashley Rowe


Make a fancy dress daytime appropriate with the addition of casual pieces like a puffer coat and sneakers.

Floral Dress


Who What Wear


Dress up a cozy outfit (whether that be sweats or pajamas) with a pair of feathery statement heels.

Lavender Feather Pumps


Brother Vellies


On the day when you just want to wear leggings and sneakers, mix things up by adding a colorful statement coat.

Celtic Plaid Coat


Clover Canyon


Embrace the season's biggest footwear trend by styling a simple pair of white jeans with statement snakeskin boots.

Sand Snake Boots


Flattered x Rebecca Laurey


Instead of your typical turtleneck, try layering a Victorian high-neck blouse under a chunky knit.

Victoria Blouse


Apiece Apart


Mix things up by styling a polished maxi coat with a casual hooded sweatshirt and sneakers.

Wool Coat




Transition your minidress into winter by styling it with a cozy robe coat and a pair of tall boots (adding tights is up to you).

Aurele Shirred Taffeta Mini Dress


Ulla Johnson

From the ruffled bodice to the high-neck silhouette, this mini is as Victorian as a modern frock could get, complete with ultra-puffy shoulders.


Take your love of luscious fabrics beyond your clothes and opt for a pair of velvet boots styled with bold colors.

Ring Slim Boots


Reike Nen


Layer a turtleneck under your favorite summer dress to make it work for colder weather too.

Pima Microrib Turtleneck




For a cool high/low ensemble, style sweats with a chunky knit and structured bag.

Tech Fleece Pants




Reboot Fall's biggest dress trend and style a floaty prairie style with a pair of edgy winter boots.

Lace-Up Hiking Boots


Proenza Schouler


Instead of opting for traditional black stockings, add texture and intrigue by styling tall boots with a pair of cool patterned tights.

Printed Tights


Saks Potts


For those transitional days, try wearing a simple button-down and tying a sweater over your shoulders.

Horse-Embroidered Blouse




Coordinate your coat to the rest of your outfit (bonus points if you're in head-to-toe slime green).

Easy E Jacket



Collina Strada


Style oversized trousers with a pair of crisp and chunky white sneakers to help them feel more relaxed for everyday.

Daytona DMX Experiment Sneakers


Reebok X Pyer Moss


Swap out your usual jeans for a pair of leather pants. They don't just look cool, they'll keep your legs warm too.

Nellie Culotte




Turn your underwear into outerwear and style your thermals for everyday by layering them with a trench coat.

Heattech Ribbed Shirt


Uniqlo x Alexander Wang


Lean into seasonal trends and layer plaid on plaid, but mix up your hues and types of check to keep from being too matchy-matchy.

Asymettric Plaid Pants





If head-to-toe monochromatic isn't your style, try mixing hues in the same color story, like rich reds and oranges.

Morgan Pants




For a fresh take on layering, wear your coat open and tie a belt bag around your waist.

Logo Belt Bag




Swap your usual skinny jeans for a boot-cut style instead, then style with a button-down and a belt.

Reece Jeans




Take your holiday look up a notch by styling a playful LBD with rhinestone accessories.

Farah Rhinestone Belt


Free People


For an alternative to the standard party dress, consider celebrating New Year;s Eve in a full suit.

Crystal Embellished Suit


Stine Goya