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It’s that time of year when the chill bites a little harder, makes layering a style staple. Winter outfits don’t have to mean drowning in oversized puffer coats and looking like a walking marshmallow (unless that’s your vibe—no judgment!). Instead, it’s an opportunity to pull out those sleek turtlenecks, tailored coats, and, of course, the boots.
You might be staring at your closet thinking, What even goes together when it’s below freezing? Well, . we have curated some winter outfit ideas that’ll keep you warm. Heading to work, hitting up a holiday market, there’s something here to inspire your cold-weather wardrobe.
Winter is the time to lean into those chunky knits. Pair a thick, oversized sweater with denim jeans or a midi skirt and knee-high boots for that perfect mix of cozy and polished. Got a long coat? Throw it on top to instantly elevate the look.
1
Super Stylish Winter Outfit
Turtleneck Merino Wool Dress
25% Off
The beauty of a turtleneck merino wool dress is its versatility for any season. Style it with a leather belt and knee-high boots for a look that’s equal parts cozy and chiic.
Stretch-Leather Knee Boots
Western Leather Belt
Large Tote Bag
2
Super Stylish Winter Outfits
Check Showerproof Trench Coat
Looking for a stylish twist on a classic? Go for the check showerproof trench coat, perfect rain or shine. Layer it over a sleek sweater top and baggy jeans for a polished yet effortless vibe.
Turtleneck Sweater
Slouchy Vida Suede Bag
Tilly Knitted Wool Hat
3
Super Stylish Winter Outfits
Tanza Faux Leather Jacket
Rock the faux leather jacket and matching mini skirt in washed green. Pair it with chunky boots and a shoulder bag.
Addilyn Gold Hoop Earrings
Medium Ziptop Shoulder
Elettra Ring Pack
4
Super Stylish Winter Outfit
Cotton-Blend Corduroy Tapered Pants
These cotton-blend corduroy tapered pants are a versatile piece, ready to be paired with everything from casual tees to oversized sweaters or structured blazers.
Butterfly Shape
Dusty Chocolate Brown Suede
Western Bobbi Bag
5
Waffle Knit Two-Piece Sweater Dress
Serve cozy-chiic vibes in a waffle knit two-piece sweater dress. Featuring a long-sleeve sweater and a matching high-waisted midi skirt, a slit.
Small Flapover Cross Body
Heaven Necklace
Zaveri Earrings
6
Super Stylish Winter Outfits
Cashmere Turtleneck Sweater
Oh hello cozy queen, you’ll look effortlessly stylish in this cashmere turtleneck sweater, high-waisted trousers, and your favorite loafers.
Selena Grey Suede Rhinestones
Nancy Ribbed Cashmere Scarf
Kai Cotton Wide-Leg Pants
7
Super Stylish Winter Outfits
Pleated Asymmetrical Midi Skirt
The pleated asymmetrical midi skirt is winter sophistication with a twist. Style it with a chunky knit sweater and knee-high boots
Oversized Cashmere Turtleneck Sweater
Oversized Leather Bomber Jacket
Italian Leather Mid-Heel Boot
8
Super Stylish Winter Outfits
Justin Blazers
A long blazer pairs perfectly with straight-leg pants for a sleek, tailored look. Finish it off with a fitted top and bold accessories.
Stray Denim Heels
Black Tech Puffer Coat
Joyce Long Turtleneck
9
Super Stylish Winter Outfit
Mina Faux Suede Maxi Dress with Front Slit Detail
Mina faux suede maxi dress brings a luxe twist to your wardrobe, effortlessly combining sleek style with a touch of modern elegance.
Faux Shearling Jacket
Bou Bag
TH Logo Barrel Hoop Earring
10
Super Stylish Winter Outfit
Cashmere Midi Skirt
A cashmere midi skirt adds the perfect touch of elegance, pairing beautifully with anything from a tucked-in tee to a blazer for a cozy, polished look.
Slim Italian Satin Blazer
Women’s Suede Braid Band Cowboy Hat
Long Sleeve Button-Up Top
11
Super Stylish Winter Outfit
Tailored Single Breasted Coat
50% Off
Calvin Klein has elevated the tailored single-breasted coat by crafting this beauty from a warm, structured blend.
Mid-Rise Straight Denim
Polo Sweater
Reversible Belt
12
Super Stylish Winter Outfit
Water-Repellant Long Quilted Coat
Slide into the ultimate cozy vibe with a sleek, water-repellant long quilted coat that takes functionality and style to the next level.
Pieces Oversized Snood
The Kia Boots Black
Jet Cashmere Turtleneck Sweater
13
Super Stylish Winter Outfits
Good ’90s Relaxed Jeans
90s relaxed jeans are everywhere right now, and it’s easy to see why. They bring that effortlessly cool vibe to any outfit while keeping you comfy with their easy fit.
Boyfriend overshirt
Adidas Samba OG
Recycled Brass Hinged Bangle
14
Super Stylish Winter Outfits
Double Breasted Teddy Coat
You’ll find yourself reaching for this teddy coat all the time. It’s that cozy and easy to throw on.
Boylston Twill Tapered Pant
Adjustable Cap
Ice Grip Clip Winter Boot
35% Off
15
Super Stylish Winter Outfits
Varsity Leather Bomber Jacket
Cool and versatile, this varsity leather bomber jacket can be styled endlessly—from relaxed jeans to sleek trousers, mini skirts, and beyond.
Slip-on
Southwest Print Beanie
Izzy Reversible Shearling Tote Bag
16
Super Stylish Winter Outfits
Ética Birdie Denim Halter Jumpsuit
Denim halter jumpsuit transforms winter style with vintage vibes.
Asymmetrical Lapel Collar Coat
Melodious Moves Gold Earrings
17
Super Stylish Winter Outfits
Polo Wrap Sweater Dress
There’s something undeniably chiic about a wrap dress for winter. This V-neck wrap sweater dress is your answer to cozy sophistication, whether you’re powering through meetings or heading to a dinner date.
18K Gold Heart With Heart Charm Bracelet
Battery Operated Heated Blanket
Schutz Cady Mule Heels
18
Super Stylish Winter Outfits
COS Fine-Knit Ombré Cardigan
COS’s knit cardigan is serving laid-back luxury with a whisper of artistic edge. Pair it with tailored trousers and loafers for a modern minimalist style.
Faux-Fur Earmuffs
‘Ice’ Mid Calf Boot With Fur Trim
Montana West Hobo Bag
19
Super Stylish Winter Outfits
Plaid Mini Dress
Plaid mini dresses are about to own the season, so snag yours now and stay ahead of the style curve. And let’s take a moment for that classic check print—it’s giving retro vibes with a modern twist.
Liana Wine Patent
Riley Wrap Around Belted Long Line Coat
Knee-High Leather Cowboy Boots
20
Black and White Helen Fleece Coat
The black-and-white Helen fleece coat brings cozy vibes with a sleek edge. Layer it over a turtleneck sweater and baggy jeans for a laid-back, winter-ready look.
Ribbed Turtleneck Sweater
30% Off
Baggy Dad Jeans
40% Off
