11 Cozy and Chic Date Night Outfits for Winter
Valerie Mekki
Date nights during winter could mean staying in and enjoying the coziness of the fireplace or snuggling under the stars. Either way, the chilly weather shouldn’t damper your date night look.
To create the perfect cold-weather date night outfit, it’s all about layering just enough to keep you cozy with a hint of sexiness. Chic, cozy, and sexy ‘fits are possible, and for a little inspiration, we’ve pulled together 11 outfits— perfect for a candlelight dinner or taking a stroll at night to see holiday lights.
Ready to be inspired? Let’s start with date night outfits with sweaters.
Sweater Outfit Ideas for Date Night
Whether you plan to snuggle by the fire at home or enjoy a glass of wine by the fireside at your favorite lodge or bar, you’ll warm up to these cozy sweater outfits paired with sleek faux leather bottoms or a high-slit midi skirt.
Our favorite way to style a date night sweater outfit is with a ribbed knit that highlights your silhouette and curves for a sexier fit.
Cold Shoulder Sweater with Faux Leather Leggings
Midi Skirt Outfit with Surplice V-neck Sweater
Turtleneck Sweater Outfit with Tie-Front Pants
Sweater Dress Outfit With Knee-High Boots
Complete the perfect winter date night outfit with an elegant evening bag and sparkling rhinestone booties. A little pop of sparkle in shine for your incredibly sultry and gorgeous look.
Stylish Trench Coat Outfits for Winter Date Nights
Step out in a fabulous trench coat on your next date night. Even if it’s just a quick ride to the restaurant or a visit to an art gallery, a gorgeous satin or faux leather trench coat is the perfect statement piece for a memorable night out.
The classic belted look instantly defines the waistline for an hourglass shape, while the longline silhouette creates a slightly sophisticated and elegant look.
Which trench coat will you add to your next date night look and winter wardrobe?
Faux Leather Trench Coat with Midi Dress
Made Your Mark X-Back Midi Dress
Faux Sherpa Trench Coat with Wide-Leg Pants
Shacket Outfits for Winter Date Nights
If you’re planning to take your date night outdoors to check out holiday lights or just planning to roast marshmallows over an open fire in your backyard, a shacket outfit will keep you toasty and incredibly chic. Choose a shacket made in flannel with the rich colors of Fall, or try one with a texture like a plush faux sherpa or a shacket lined with faux fur.
Plaid Shacket Outfit with Boots
Shacket with Denim Jeans and Tall Boots
Cropped Shacket Outfit with Booties
Complete the perfect winter date night look with a chic faux wool hat and boots. Check out the complete collection of chic accessories and shoes.
Winter Date Night Outfits With Puffer Jackets
If your idea of a fun winter date night involves an activity like ice skating or making a snowman, you’ll love a cropped puffer jacket that will keep you cozy and looking oh-so-haute.
The shorter jacket length doesn’t overpower or cover your entire outfit, so you still stay warm without sacrificing your personal style. For a flattering longline silhouette, pair your puffer jacket with sleek faux leather leggings or high-waisted skinny jeans tucked into over-the-knee boots.
Women’s Puffer Jacket with Leggings
Cropped Puffer Jacket Outfit
We hope this list of 11 outfits sparked a few new style ideas to enjoy winter date nights with your one and only.
Take us along with you! Don’t forget to tag your Windsor outfit with @windsorstore to your festival look, or use #WindsorStore on Instagram to submit your photo.
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