The 9 Chicest Cold Weather Winter Date Night Outfits

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When it comes to winter date nights, cold weather winter date night outfits may seem tricky. The cold outside may not seem like a suitable date option. However, there are still many ways to look cute and give a great first impression.

Summer may seem to be a more suitable choice, but there is something so romantic about enjoying a dinner date over candlelight on a cold evening.

Date Night Outfits

There are a few ways to approach your date night. There are colorful looks or the popular all-black look. I would personally approach a first date with a black dress, knee-high boots and a faux fur coat for a glam look.

Scroll below for plenty of cold weather winter date night outfits for your first date or any date night.

Blazer + Turtleneck + Miniskirt + Boots

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Instagram @lolariostyle

A mini skirt is the perfect year-round piece.

It even works in those winter months.

Adding sheer stockings is a great way to add warmth and a sophistication to the outfit.

Faux Fur Jacket + Jeans + Boots

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Instagram @ezgiiergun

Looking for that first date outfit that is the right balance for a casual date night?

Every woman has their favorite pair of jeans in their closet.

Pair a faux fur jacket and heels and you’re ready to go.

Blazer Dress + Platforms + Sequin Bag

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @aliciarodriro

This look also not only looks great for a date night, but can be a holiday look as well.

Finish off with a long coat to keep warm for the winter season. 

If platforms are not for you, swap out for a pair of knee boots.

Dress + Pumps

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @merve.oe22

Keep it simple with a midi dress and heels for a romantic date.

Infuse a bit of color with your dress option to keep the mood light.

Coat + Dress + Heels

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @thezoereport

Take a cue from street style queen Hailey Bieber.

Keep it dramatic with a long fur coat when heading out to dinner.

Sweater + Skirt + Boots

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Instagram @nadiaanya_

Nothing says chic winter style like a knit set.

​The colder weather calls for a cozy sweater and matching midi skirt. 

Break up a white knit sweater and skirt with sharp black accessories.

Top + Trousers +Heels

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @miamiamine

You really can’t go wrong with leather pants.

Add a simple top for an easy look.

Coat + Dress + Boots

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @wendyslookbook

Inject a pop of color into your winter wardrobe.

The easiest way to accomplish this for winter is with a colorful wool coat. 

Keep it fun and light on your date with feminine, light colors.

Blazer + Pants + Boots

cold weather winter date night outfits, winter date night outfits, first date outfit winter
Instagram @weworewhat

Maybe you’re headed to a lounge or bar afterwards, and want something fun?

The best way to infuse cool girl winter fashion leather pants and ankle boots.