Looking for the best winter date night outfits? Check this post for the 40+ best ideas to copy directly this year.
Choosing what to wear for the winter date nights is a difficult task. How to look sexy and stylish, but also keep cozy?
So we have rounded up the best winter date night outfits for you. In this post, you can find the perfect winter date night outfit for any occasion, including dinner date, first date outfit to get your second date, a casual date, date night outfits for the cold weather and more.
Also, all the outfits in this post are shoppable, so you can copy the outfits directly by clicking on the “Shop The Look” link below each image.
So scroll down to check these winter date night outfit ideas and style tips and don’t hesitate to pin the images you like.
Cold Weather Winter Date Night Outfits
Pair a stylish long coat, teddy coat or puffer coat to your chic date night outfit. Trench coats are also fine when it is still warm. Boldly try some bright color or some color you don’t wear much often for your date night to make it special.
Knee-high boots are the best choice to keep warm in the winter weather. They are perfect for every sort of outdoor date activity.
You can also try trending Chelsea boots and combat boots to add more personality to your look.
Black Sweater + Black Leather Pants + Long Coat
White Top + Blue Jeans + Long Coat + White Boots
Red Coat + Black Slim Top + Black Leather Mini Skirt + Thigh-High Boots
White Top + Leather Leggings + Denim Jacket
Black Winter Coat + Skinny Jeans + Black Boots
Plaid Teddy Coat + Skinny Jeans + Combat Boots
Casual Winter Date Night Outfits
In warmer months, you can still wear a beautiful summer dress inside of your outwear.
In the cooler weather, chic sweater dresses or the combos of a sweater and a skirt are a better choice. For a casual date, we also recommend the trending wide leg leather pants to show your excellent fashion taste.
Black Leather Jacket + Midi Dress
Slim Knit Dress
Stylish Sweater Dress + Black Boots
Animal Print Sweater Dress + Brown Boots
Knit Sweater + Cute Skirt + Black Cowboy Boots
Black Sweater + Animal Print Long Skirt + Black Boots
White Knit Top + Black Mini Skirt + Thigh High Boots + Plaid Coat
Oversized Sweater + Wide Leg Leather Pants
Winter Date Night Outfits For Dinner
You can wear a nice cami top or a silk top or a summery slip dress inside of a long coat for a winter date night.
In colder months, we recommend you change them into a beautiful velvet dress or an elegant midi sweater dress.
You can also add chain belts to the dress to make it more attractive. These outfits are also perfect for date nights in the holiday season.
Black Velvet Dress + White Boots
Burgundy Velvet Dress
Velvet Black Little Dress
Animal Cami Top + Midi Skirt
Solid Silk Top + Black Midi Skirt
Lace Top + Jeans
Dusty Pink Sweater Dress + White Purse
Stylish Date Night Outfits For Winter
A long dress is a great option for the transition season from fall to winter. Pair them with elegant black boots to turn them into romantic winter date night outfits.
A leather skirt is also an excellent choice for a sexy date night outfit. Add black tights to your outfit in the cold weather.
Be bold to pair your basic top with different leather skirts including black leather skirts and snakeskin leather skirts to make them one of the best winter date outfits.
Floral Midi Wrap Dress + Black Boots
Sweater Dress + White Chelsea Boots
Sweater Dress + Black Moto Jacket
Snakeskin Skirt + White Boots + White Long Coat
Black Top + Black Leather Skirt + Long Teddy Coat
Black Long Sleeves Crop Top + Black Mini Skirt
White Top + Black Leather Skirt + White Boots + Grey Coat
White Knit Top + Black Leather Mini Skirt + Crop Jacket
Chic Winter Date Night Outfits
Want warmer and more comfortable choices? Try leather pants and skinny jeans. Choose simple chic accessories to complete the look.
Black Long Sleeve Slim Top + Wide Leg Leather Pants
Black Sweater + Black Skinny Jeans + Black Knee Boots + Winter Coat
Animal Print Statement Sweater + Black Skinny Jeans + Tan Boots
White Knit Top + Jeans + White Jacket + White Tall Boots
First Date Winter Date Night Outfits
Keep simple and comfortable for your first date.
A chic sweater with a stylish design or a solid cozy chunky sweater is the best top to wear for a perfect date night look. Pair it with a pair of black skinny jeans or a black leather skirt to make it a perfect outfit in the winter months to get your next date night.
You can also add a stylish coat to the outfit.
Or you can wear some feminine color comfy-cozy sweater dress inside of the coat, but don’t be tacky and too exaggerated for the first date. A gentle purple sweater dress is one of the best choices.
Off Shoulder Sweater + Black Skinny Jeans + Boots
Black Top + Black Skirt + Black Knee High Boots + Teddy Coat
Black Sweater + Black Skirt
Purple Sweater Dress + Black Boots
Cute Winter Date Night Outfits
Boldly show your love for the fashion trends and your good tastes in your winter date night outfits. Choose white knee high boots, a backless top, or a statement crop sweater to get the perfect date night outfit.
Or you can change one item in your everyday wear to make it the best version of the winter date night outfits.
For example, change your normal beige coat to a black teddy coat, or change your skinny jeans to a burgundy suede skirt, to add more sparks to your date night!
White Top + Black Skirt + Black Long Coat + White Boots
Black Backless Long Sleeve Top + Leather Pants
Statement Sweater + Black Leather Skirt
Black Teddy Coat + Skinny Jeans + Black Ankle Boots
Black Leather Jacket + Black Top + Cut Suede Skirt
Winter Date Night Outfits With Jeans
The combos of jeans and a black top with lace or mesh decorations are our favorite looks for a casual winter date night.
Tired of a normal black outfit? Change your normal black sweater into a well-designed lace top, and let the elegant black and the sexy lace and mesh details form a perfect balance in the winter season, and wear a bold red lip to complete the look.
Mesh Lace Top + Jeans
Cold Shoulder Lace Top + Jeans
Black Cut Out Design Sweater + Jeans
Sexy Lace Top + High Waist Jeans
This post was all about winter date night outfits.
About The Author
Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More
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