31 Cute Winter Outfit Ideas To Try Out This January


Welcome to 2019, a new year and a fresh opportunity to revamp your wardrobe. It may seem drearily cold, but here's some good news: Every day gets a few minutes longer, which means you can enjoy an extra few hundred seconds of sunshine as you move through the month. Since you'll still likely be getting dressed in the dark though, it's nice to have a little inspiration to kick things into gear when you'd rather just hide out under the covers. So, a cute winter outfit idea for every day of January is rightfully in order right about now.

Below, you'll find 31 fresh options to help you nail whatever style resolutions you may have set for yourself in the new year, along with a little bit of shopping to help you start off on a high note. While all resolutions are obviously made with the best intentions, it's easier to stick with one when you have a little help along the way (which is exactly where these outfits come in to play). Below, you'll find everything from the freshest trends to road test (hello, snakeskin), to a few un-obvious ways to revamp the pieces already hanging in your closet. No matter how you felt about 2018, consider this your road map to starting the coming 365 days out especially strong.


Spruce up an all black outfit with a pair of red statement boots.

Studded Leather High-Heeled Ankle Boots





Try a bold monochromatic look to break up the winter doldrums.

Bishop Sleeve Top


Who What Wear


Match your boots to your outerwear for an eye-catching ensemble that will still keep you warm.

Elle Boot


Dear Frances


Try swapping your standard shearling for a jolt of blue, then styling it with your favorite jeans and long-sleeve tee.

Denver Shearling Jacket Teal





Not into full on monochrome? Try tonal dressing by layering pieces in similar — but not identical — hues.

Fringed Wool Scarf


Acne Studios


A crisp all white look is especially cool this year. Style a turtleneck under an open button-down for a fresh take on layering.

Oversized Button Up Shirt


& Other Stories


Take your favorite leopard pieces from summer and pair them with anything in shocking lime green. If you're in a cooler climate, a bag or long-sleeve top are perfect accent pieces.

Anna Belt Bag




For a polished Monday-to-Friday look, style taupe trousers and a camel sweater with a sturdy belt and snakeskin boots.

Sand Snake Boots


Flattered x Rebecca Laurey


Instead of a traditional scarf, layer on the sweaters and try tying one around your neck in case you get chilly.

Crewneck Cashmere Sweater




To take your favorite slip dress into cooler weather, try styling it with a crisp velvet blazer and ankle boots.

Prince Of Wales Velvet Blazer





Printed tights are an unexpectedly chic way to make an all-black ensemble feel fresh.

Printed Tights


Saks Potts


Feathers are the ideal accent for a going out ensemble. Whether it be a statement accessory or a pretty top, a little plumage was made for dancing the night away.

Nic Feather-Trimmed Patent-Leather Tote




Break out your favorite lightweight summer dress by layering a sleek black turtleneck underneath.

Pima Turtleneck




Leather and snakeskin are a must-try winter combination. Whether it be boots or a bold pair of statement pants, bring a little slithery print into your wardrobe.

Palmer Leather Pant Snake





Though denim on denim might seem like more of a summer ensemble, a darker wash makes this combination feel just right for cold weather.

Neon Stitch Denim Set




Bring back the '90s and try styling a loose fitted long-sleeve shirt underneath a second tee.

Short Sleeve Graphic T-Shirt


Marine Serre


Try mixing your animal prints and pairing a favorite leopard piece with something in a tiger or zebra print.

Leopard Print Midi Dress




For a fresh twist on the classic ankle boot, try a lace-up style on for size.

Zelie Boots




Breathe new life into your favorite blazer-centric ensemble by belting your jacket at the waist.

Buckled Leather Belt


Dorothee Schumacher


In 2019, suiting will come in all sorts of sorbet shades. Get in on the trend early and try for a suit in a pretty pastel hue.

Haim Tailoring Canvas Trousers





For a new take on going-out style, make your underwear — like a bodysuit perhaps — and turn it into outerwear. Just don't forget a jacket.

Eyelash Plunge Bodysuit




If you've kept sneakers in heavy rotation the past month or two, give them a style refresh by pairing them with a colorful pair of statement socks.

The Smile Socks




Though tucking in your button down may be de rigueur, play with layering and style one layered over a maxi skirt or slip dress and calf-high boots.

90s Silk Slip Dress Black


Silk Laundry


Yes, you can dress up a sweat suit. Try styling your favorite hoodie and sweats with a structured jacket for a more sartorial take on athleisure.

Logo Hoodie Sweatshirt


Noah NYC


Tired of wearing jeans every day? Break out overalls or a boilersuit instead and layer with a cozy turtleneck.

Mabel Coverall


Ilana Kohn


A thick-soled sneaker or boot is your best friend this time of year. Try styling something with a slight platform with a fitted pair of silk trousers for a contrasting daytime look.

Sarai High-Top Suede Hiking Boots




A sleek leather skirt is the ideal partner to winter's thick, cozy knits.

Faux Patent Leather Mini Skirt


Christian Siriano


You don't have to give up plaid once the holidays are over. Try a non-traditional hue (skip the red and dark green) to mix things up.

Ruffled Skirt


Walk Of Shame


Cargo pants are a cool off-duty trend to try for winter, so try styling them with a statement sweater and your favorite sneakers.

White Wool Cargo Pants


Wales Bonner


Try styling relaxed jeans with polished pumps for a high-low office-worthy ensemble.

Slingback Pumps


Reike Nen


If black is your go-to for winter, try switching things up by styling your ensemble with a colorful pair of statement boots.

Intrecciato Boots


Bottega Veneta