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7 Cold-Weather Date Night Outfits That Are So Easy to Copy

Richard Wright

The quandary: Picking a date-night outfit that’s cute and stylish when it’s cold out and all you want to do is wear leggings and a sweatshirt and Uggs. The solution: The following seven outfit ideas that are as cozy and they are chic.

 

date night outfits leather leggings

CHUNKY SWEATER + LEATHER LEGGINGS + OVER-THE-KNEE BOOTS

Think of this look as the winterized version of that date-night staple: jeans, a nice top and heels. Just swap out the top for a warm sweater (and moto jacket on top if it’s that chilly) and the heels for a leg-lengthening pair of over-the-knee boots and you’re good to go. 

date night outfits pussy bow

PUSSY-BOW BLOUSE + MINISKIRT + MOTO JACKET

On the fancier—and girlier—side is this cute combo, which takes a nine-to-five staple (the blouse) and pairs it with more dressed-up pieces to a great high-low effect. Note that you could totally rock this look with a sleek pair of moto boots if heels aren’t quite your speed.

date night outfits velvet

VELVET MAXI + DENIM JACKET + SLINGBACK FLATS

It’s velvet season, and we’re so psyched. But, unlike the dresses you wore as a kid, this take on velvet is modern and stylish. In a maxi silhouette, it’s an unexpected use of the fabric, which, in addition to keeping you toasty, looks excellent paired with a more casual jacket and sweet flats (which could absolutely be swapped for a pair of boots, should the weather require).

 

date night outfits floral dress

FLORAL DRESS + ANKLE BOOTS

Long-sleeve dresses are a godsend come fall and winter, when you don’t want to give up your prettiest frocks, but you also don’t want to look season-inappropriate. In a gorgeous, moody floral print, this midi-length version looks amazing with simple ankle boots. Top off this look with a coat—we love the idea of a long camel number or cropped leather moto—and scoff at the idea of sticking to pants in colder temps.

date night outfits sequin skirt

SEQUIN SKIRT + TURTLENECK + BOOTS

Also an excellent holiday party option, this outfit is pretty much everything we look for in a dressed-up winter look. The classic black turtleneck and boots are the perfect supporting pieces, and let a standout midi skirt shine (literally). 

winter date outfits statement coat

MINISKIRT + ANKLE BOOTS + STATEMENT COAT

A little rock-and-roll, a little edgy and a lot cool. A straightforward black skirt is a total wardrobe staple, while the coat screams look at me in the best way possible and the white tee keeps it from looking too out-there.

 

date night outfits lace cami

LACE CAMISOLE + JEANS + SWEATER COAT

Think comfort is king? Copy this outfit. With a plain tee or tank, the jeans-sweater combo could look a little casual, but the addition of a lace-trimmed silk cami makes it nighttime-appropriate while maintaining an air of effortlessness. Coziest date night ever.