6 Winter Going Out Outfits That Look Stylish and Feel Warm
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6 Winter Going Out Outfits That Look Stylish and Feel Warm

Getting dressed for a night out during the coldest months presents unique challenges. You need to look chic and sexy without sacrificing warmth when transitioning from the frosty outdoor air to heated indoor venues. Finding the perfect balance is key, which is why we’ve sourced 18 of our favorite Winter going out outfits that are equal parts stylish and comfortable for Winter fashion 2024.

Embracing the cold climate doesn’t mean your style has to suffer. The secret to perfecting your evening ensemble lies in smart layering and selecting pieces that offer warmth without bulk. These looks ensure you stay toasty on your way to the bar or club but remain comfortable once you’re inside.

Wide leg jeans + quilted bomber jacket.

Wide leg jeans + quilted bomber jacket.
@carson_light

If you are planning a more casual evening for drinks with friends, you likely have these pieces already in your closet. Start with comfortable wide-leg jeans as a flattering base. Swap out your usual lightweight jacket for a trendy quilted bomber, which adds both texture and insulation, making it ideal for frosty temperatures.

Fuzzy knit + mini skirt.

Fuzzy knit + mini skirt.
@dani_elle_laz

This classic sweater and mini skirt combination is perfect for a winter night out, especially in a milder climate. Start with a warm, fuzzy knit sweater in a cozy shade like gray. If the weather is truly cold, opt for thick tights and knee-high boots instead of bare legs to make this combo totally winter-ready.

Loose denim, fun top + oversized coat.

Loose denim, fun top + oversized coat.
@rebeccaferrazwyatt

This look plays beautifully on contrasts. Pair a form-fitting, playful top—like one featuring an animal print—with baggy, loose jeans. The key to making this outfit work for the cold is the outerwear. A tailored, oversized coat looks effortlessly cool thrown over the shoulders and is an excellent example of Statement coat styles.

Statement shoes.

Statement shoes.
@rebeccaminkoff

The easiest way to transform your favorite daytime look into a night out ensemble is by focusing on statement shoes. Swapping out your sneakers or loafers for metallic heels, chunky platforms, or colorful pumps instantly elevates the look. Just add a simple warm layer like a moto jacket, and you’re ready for desk-to-drinks.

Lace top + leather pants.

Lace top + leather pants.
@kathleen.post

For a slightly sexier yet still classy ensemble, pair a delicate lace top with sleek faux leather pants. This look is a fantastic winter take on the popular sheer fabric trend. It’s one of the best warm night out looks because it is easily modified by swapping the top for a different texture or adding a structured wool coat.

Black top + brown leather pants.

Black top + brown leather pants.
@kathleen.post

We’re switching things up from classic black leather pants outfits to rich brown leather trousers for a streamlined look perfect for the frosty season. A simple ribbed black top offers enough coverage and warmth for chilly nights. Pair these two favorite pieces with elegant heels and a quality long coat to create the perfect sophisticated outfit.

These curated looks prove that navigating the cold weather doesn’t mean compromising on style. By incorporating key pieces like durable leather, cozy faux fur, and structured jackets, you can create countless Layered outfits that ensure you remain fashionable and comfortable throughout all your winter evening escapades.

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