*Disclosure: This post may contain affiliate links, which means that I get a commission if you decide to make a purchase through my links, at no cost to you. Read my disclaimer for more info.
When it comes to winter date nights, winter date night outfits may seem tricky. The cold outside may not seem like a suitable date option.
Crafting a can’t-miss ensemble in the winter can be a huge challenge —but dressing for a date in the cold weather is an artform.
When it comes to finding a date-worthy outfit for winter, there’s a good chance comfort will trump style.
When it comes to putting together a winter date night look, take note of the type of occasion/event you’ll be attending.
Got an evening dinner date at a fancy restaurant? A pair of sheer tights with a little black dress and a bold red lip will do the trick.
If you are planning a more casual evening, opt for a low key ‘fit, such as faux leather leggings or loose-fitting jeans.
Scroll below for winter date night outfits for your first date or any date night with your significant other.
A mini skirt is not just for the warm weather. The leggy silhouette reigns supreme throughout the year.
Tights are the secret weapon when it comes to making the trend work in winter.
Finish off with an oversized blazer and a black turtleneck for maximum warmth.
The statement-making outerwear option is a style no-brainer in any winter wardrobe rotation.
A faux fur jacket automatically elevates any ensemble from basic to chic. The jacket in an oversized fit finds the perfect balance between cozy and chic.
Lately, scarlet stockings have offered a punchy punctuation to winter ensembles. Red hosiery paired with matching heels is the definition of how to wear bold colors for the winter months.
These stockings add that certain something to any winter season outfit.
They put the spotlight on the legs and can turn any look into an eye-catching moment.
There are plenty of statement dress ideas to choose from, but is there anything more iconic than a little black dress?
The LBD is a timeless closet classic that can be styled for almost every occasion and every season. Style with heels and statement jewelry for a romantic dinner.
If you feel your best in a pair of jeans, then jeans are the answer.
If your date involves an activity that is pretty low-key, show up as your authentic self in more casual, yet polished wardrobe essentials like jeans and boots.
An oversized sweater or statement top works for the top half, but don’t forget a faux fur coat for the ultimate winter style.
For the denim-obsessed, a good pair of jeans can be the key ingredient to achieving a confidence-inducing look.
Invest in a polished pair of jeans to have on hand for all your casual winter date night outfits.
The goal is to stay warm on winter nights out, and layering your most polished pieces is the way to go.
Swap out a fur statement coat for a wool long coat for a polished look.
Winter date nights with your significant other are the prime opportunity to break out black leather pants.
The luxurious fabric also provides extra warmth for those bitterly cold nights.
Leather pants prove to be a versatile piece capable of pairing back with almost any personal style to provide the perfect look for a night out.
Brown leather trousers have a softer, sleeker look than their black counterparts.
To really add a modern twist to leather pants, opt for a fun print such as animal or leopard to spice up a look.
Keep the rest of the date look minimal to have the pants really shine. Finish off with statement accessories and ankle boots or a pair of chunky boots.
Opulent fabrics aside, one of the easiest ways to nail winter date night style is to find a rich color palette and stick with it for a monochromatic ensemble.
Add a pop of color with a fun clutch bag or statement earrings, but the sleek look is a perfect date night look for all settings.
A big and boxy blazer is sure to make a lasting impression, no matter the time of year.
Keep the base of the outfit simple to provide maximum appeal.