In front of wooden shutters, a person with long hair elegantly demonstrates how to style the FREE PEOPLE Katana long sleeve mini dress. They wear a blue and white patterned version of the dress while gracefully holding a pair of black shoes, showcasing timeless fashion sense.

FREE PEOPLE

The Dress Edit

How To Style Long Sleeve Dresses And Look Seriously Chic

When I say that knowing how to style long-sleeved dresses will transform your cold-weather closet, I really mean it. And, if you’re way more into dresses than jeans and pants like me, you’ll know that the struggle to look chic and stay warm in winter is all too real. Luckily, I have a list of simple styling hacks for you to right here. You’ll look and feel more stylish than ever whilst successfully fending off the chill. Keep scrolling for my top, long-sleeved dress picks from your favorite designers. Then, discover the hottest new season shoes and designer bags to go with them!

A woman showcases how to style long sleeve dresses while standing against a neutral background in the BARDOT Lorel black long sleeve midi dress, elegantly cinched with a silver belt featuring a circular buckle. She effortlessly pairs the ensemble with silver cowgirl boots. Her long dark hair cascades gracefully, accented by a chic necklace.

BARDOT Lorel Midi Dress

A person elegantly demonstrates how to style long sleeve dresses, wearing the JENNY PACKHAM Georgia gold long sleeve sequin maxi dress against a shimmering metallic curtain backdrop. This dress highlights an exquisite fitted silhouette, perfect for capturing attention at any glamorous event.

JENNY PACKHAM Georgia Embellished Sequined Tulle Gown

How To Style Long Sleeve Dresses From Day To Night

Need to know how to style a long-sleeved dress for daytime and after-dark plans? You’re in the right place. When the occasion calls for a dress that works seamlessly from day to night, I always opt for all-black designs. For example, the Lorel midi dress by Bardot. A dress like this one will look chic and put together with any style of footwear. Personally, I recommend adding heeled boots and a simple black bag for a look you can wear no matter the time or the dress code. Givenchy’s Voyou leather buckle knee boots and Nano Voyou bag will go perfectly with this dress.

Meanwhile, when the occasion calls for sparkles, opt for dresses with sequins. For example, the Georgia embellished sequin tulle gown by Jenny Packham. Firstly, this dress is made for the festive season. Secondly, paired with heels, it’ll be your most glamorous after-dark look to date. My advice? Style this dress with the Gemma crystal-embellished clutch by Judith Leiber Couture and the Altina metallic leather sandals by Schutz for guaranteed best-dressed guest status this party season. 

Shop more Long Sleeve Dresses selected and reviewed by our expert fashion buyers and stylists

  • RENDOLL Ami Midi Dress

    $220
  • SALONI Lulu Long-Sleeve Velvet Dress

    $750
  • SAINT LAURENT Open Back Velvet Skater Mini Dress

    $4,250
  • ZIMMERMANN Eden Long-Sleeve Midi Dress

    $1,450
  • ISABEL MARANT Dulce Viscose Short Dress

    $690
  • VALENTINO GARAVANI Long-Sleeve Ruffled Mini Dress

    $4,500
  • LOVESHACKFANCY Lavender Pointelle-Knit Mini Dress

    $495
  • DIANE VON FURSTENBERG Kason Dress

    $548
  • DIANE VON FURSTENBERG Astrid Wool-Cashmere Wrap Dress

    $558
  • CURRENT AIR Vienna Knit Midi Dress

    $155
  • SIMKHAI Odina Dress

    $745
  • MAEVE Long-Sleeve Collared Sheer Mini Dress

    $168
  • BARDOT Lorel Midi Dress

    $129
  • VERONICA BEARD Nami Sweater Dress

  • FREE PEOPLE Hampton Mini Dress

    $168
  • MAYGEL CORONEL Fragola Open-Back Stretch-Velvet Maxi Dress

    $660
  • GUCCI Wool-Blend Bouclé-Tweed Mini Dress

    $2,980
  • SAINT LAURENT Belted Satin-trimmed Velour Mini Dress

    $4,250
  • MICHAEL COSTELLO Geneva Mini Dress

    $198
  • ANTHROPOLOGIE Sheer Lace Tunic

    $130
  • MICHAEL COSTELLO Houston Gown

    $298
  • MICHAEL COSTELLO Mr. Gibson Mini Dress

    $188
  • MAC DUGGAL Sequin Cocktail Dress

    $498
  • MAC DUGGAL Embellished Faux Wrap A-Line Cocktail Dress

    $498
  • ELLIATT Revolve Asta Mini Dress

    $260
  • SELF-PORTRAIT Tiered Pintucked Lace-trimmed Cotton-poplin Maxi Dress

    $670
  • JENNY PACKHAM Georgia Embellished Sequined Tulle Gown

    $4,066

How To Style Long Sleeve Mini Dresses

Knowing how to style long-sleeved dresses from midi to maxi length is one thing. But knowing how to accessorize shorter silhouettes is another! Luckily, you can still wear mini designs in winter with a few minor tweaks. One never-fail option is to choose all-black dresses like the Hampton mini dress by Free People. Versatile silhouettes like this one will look flawless with your go-to black boots and a bag to match. I recommend the glossed croc-effect shoulder bag by Tom Ford and the Santia pointed-toe knee-high boots by Christian Louboutin. The words timeless and elegant spring to mind!

Finally, the Maeve long-sleeved collared sheer mini dress is destined for tights and heels. Perfect for parties this winter, add the Tatooshka 100 spiked-leather pumps by Christian Louboutin and the Vsling crystal-embellished shoulder bag by Valentino Garavani for an outfit you’ll reach for on repeat.

Shop All Long Sleeve Dresses

A person poses confidently against a light blue background, wearing the MAEVE Long Sleeve Black and White Printed Mini Dress. Their long, dark hair cascades beautifully as they demonstrate how to style long-sleeve dresses, with hands resting assertively on their hips.

MAEVE Long-Sleeve Collared Sheer Mini Dress

A woman wearing the FREE PEOPLE Hampton black long sleeve mini dress and knee-high boots is smiling and dancing in a room with a beige wall and carpeted floor. Her hands are raised, showcasing how to style long sleeve dresses beautifully, while her long hair cascades over her shoulders.

FREE PEOPLE Hampton Mini Dress

Tips From A Stylist: How To Wear A Mini Dress In Winter