10 Classy and Toasty Winter Evening Looks

10 Classy and Toasty Winter Evening Looks

Putting together going-out looks is a challenge for any season. For winter, it’s all about striking the perfect balance: to bundle up without having to stack on too many layers and losing all sex appeal. Here are a handful of options that keep you toasty and still come off as chic. You can easily pull them off with clothes you already have. Feel free to bare a hint of midriff or show a slip of leg, even when the cool wind’s blowing.

1. Double Breasted Teddy Coat from DABAGIRLDABAGIRL - Double Breasted Teddy Coat

This teddy coat might be the perfect going-out outerwear. It’s furry, comfy and every bit as soft as it looks. Thanks to the slick, clean silhouette and versatile camel hue, it matches with everything in my closet and is suitable for every occasion. Stay nice and toasty outdoors by throwing it over your favorite summer midi.

2. Leopard Faux Fur Jacket from PPGIRLPPGIRL - Leopard Faux Fur Jacket

This shaggy leopard-print jacket offers just the right amount of volume to elevate leather pants or amp up lightweight blouses. Contrast the eye-catching print with white boots.

3. Wool Blend Short Suit from DABAGIRLDABAGIRL - Wool Blend Short Suit

Shorts in the winter? Of course we can! The short suit is a sharp, stylish option for winter. Wear a fitted turtleneck underneath the blazer so you look perfectly put together when you shed that top layer indoors. Finish with thigh-high boots to show just enough skin without freezing.

4. Rib-Knit Midi Dress from DABAGIRLDABAGIRL - Rib-Knit Midi Dress

The midi dress, ideally fitted and in a flattering silhouette, is another fantastic staple for cold-weather evening looks. You can wear tall boots and stay warm with thick tights underneath without anyone knowing it. I especially love the billowy sleeves and gathered waistline here, which give a high-end finish to the wine red frock.

5. Print Turtleneck Sweater from JulianneJulianne - Print Turtleneck Sweater

A good ribbed-trim turtleneck comes in handy when you need something to go with your statement trench coat or pointed-toe sock boots. This print option keeps you extra cozy but still looks polished.

6. Belted Trench Dress from Seoul FashionSeoul Fashion - Belted Trench Dress

I’m obsessed with dark trench coats that are sleek enough to double as a winter dress. This longer style is cinched at the waist and feels fresh and updated. At those al fresco dinners, you won’t even have to take off your outerwear. I’d layer it over a comfy sweater dress and finish with tall pleather boots.

7. Colorful Puffer Jacket from KONGSTYLEKONGSTYLE - Colorful Puffer Jacket

This puffer jacket is for those casual date nights. The vivid colorway guarantees to turn heads, while the cinched-in silhouette gives the cozy look a feminine edge. I never knew I needed an orange jacket until I saw this. Think of all the fun outfits you can pair it with: glamorize it with a dress and a clutch, or dress it down with yoga pants and sneakers on the weekend!

8. Gingham Shirtdress from PPGIRLPPGIRL - Gingham Shirtdress

This shirtdress is a wonderful choice if you’re worried about longer styles swamping you. It looks boxy and polished thanks to the sharp lapels and double-breasted detailing. The godet hem flares out at the bottom to balance out the top half. It’s perfect for parties when worn with sock boots.

9. Square Chain Necklace from kitsch islandkitsch island - Square Chain Necklace

Never underestimate the power of a wow-worthy necklace around the collar. A fancy accessory like this square rhinestone chain tells the world that you care about style, and it has the power to elevate drawerfuls of plain sweaters into something special!

10. Faux Suede Over-The-Knee Boots from MONOBARBIMONOBARBI - Faux Suede Over-The-Knee Boots

Sleek and versatile thigh-highs are incredibly handy for transitioning summertime pieces into fall and even winter. You can’t go wrong with black leather boots, but this cream-colored faux suede version is just as chic. I love how sleek they’ll look over leggings, tight-fit jeans or a pleated midi skirt.