A woman in a Heads Up: These Chic warm winter dress with a deep neckline and ruffled details stands against a grey background, looking slightly to her left with a soft focus.

HUTCH

The Dress Edit

Heads Up: These Chic Warm Winter Dresses Will Definitely Sell Out

With no sign of the winter chill letting up any time soon, we’re all in need of warm winter dresses with a chic designer edge. Of course, our favorite designers are well aware and have already delivered the goods! To make updating your winter closet that little bit simpler this season, we’ve done the hard part for you. Below are 30 of winter’s most coveted dresses that’ll see you stylishly (and snuggly) through the cooler climes ahead. What’s more, we’ve made sure to pick out silhouettes for all of your cold-weather plans. So, you’ll look your most stylish self from day to night no matter the dress code!

A woman in an elegant, dark blue lace gown with ruffled sleeves stands on a gravel path, wearing a Heads Up: These Chic Warm Winter Dress, with a large historic building and leafless trees in the background.

Zimmermann

A woman in a flowing black and white floral Heads Up warm winter dress walks forward, holding a small black handbag. She is accessorized with subtle jewelry and wearing black boots, captured in a softly lit setting.

Free People

Warm Winter Dresses To Wear With Boots

Since boots are the only footwear we really want to wear right now, we’ve picked out plenty of silhouettes we can match with them. For example, the turtleneck dress by Anthropologie will look sensational with everything from ankle boots to knee-high styles. Additionally, since it’s oh-so-versatile you can happily wear this dress for everything from office days to Sunday brunch catch-ups with a simple outerwear change! Opt for a smart longline coat from Monday to Friday, then chunky knitted layers for your off-duty plans. Ultimately, this dress will look effortlessly cool either way!

Alternatively, when the occasion calls for something a little more glam, look no further that the velvet floral dress by Hutch. Firstly, we adore the ultra-flattering wrap silhouette and long floaty skirt. Secondly, the dramatic velvet floral detailing in a deep shade of burgundy couldn’t be more perfect for the winter season. We’re also swooning over those utterly romantic blouson sleeves with extended fitted cuffs. Dress yours up with knee boots for a festive affair and don’t forget the gold jewelry. It’ll offset the moody red hue to perfection!

  • ASTR THE LABEL Meghan Dress

    $148
  • BCBGENERATION One Shoulder Velvet Midi Dress

    $128
  • THEMIS Z Aelia Abstract-print Silk-velvet Kaftan Dress

    $797
  • ULLA JOHNSON Cornelia Side Ruched Velvet Gown

    $790
  • SALONI Vida Asymmetric Striped Velvet Midi Dress

    $624
  • RALPH LAUREN Kinslee Ruched Velvet Gown

    $3,690
  • RALPH LAUREN Niles Strapless Bow-embellished Velvet Gown

    $3,490
  • ERDEM Appliquéd Ruffled Textured-satin Midi Dress

    $4,395
  • KHAITE Romee Open-back Draped Merino Wool Maxi Dress

    $3,500

Set The Bar High In Statement Warm Winter Dresses

Warm winter dresses come in all shapes, colors, and styles – and these irresistible designer silhouettes are here to prove it! For example, with its elegant high neckline, long fitted sleeves, and ankle-length hemline, the Celestial doily gown by Zimmermann is both warm and undeniably chic. In addition, the theatrical midnight blue hue, exaggerated shoulders, and all-over lace detailing makes for an unforgettable silhouette you’ll never want to be parted from! So, simply add heeled leather boots – you’ll feel runway ready the moment you do.

Lastly, we can’t help turning our attention to the Mrs. Ross fringed kaftan dress by Taller Marmo. Made to cause a stir with its draped silhouette, high neckline, and fringed hem, you’ll be effortlessly elegant in this unique designer creation. What’s more, whether paired with boots or heeled sandals it’s blanket-style silhouette is simply ideal for cooler temps!

Shop All Warm Winter Dresses

A woman in a Heads Up warm winter dress and golden boots is seated on a stool, smiling with closed eyes, and touching her hair. The background is a soft gray.

Moon River

A woman in a "Heads Up: These Chic Warm Winter Dresses Will Definitely Sell Out" dress, holding a denim jacket, stands in a gray studio, wearing black heeled boots

Anthropologie

These Luxury Winter Dresses Are Irresistible