A person seated on the ground, wearing an Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots dress with sheer sleeves, styled with black boots. They are posing with one arm resting on a bent knee, looking directly at the camera.

MAC DUGGAL

The Dress Edit

Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots

Since winter boots are the only footwear we want to wear right now, we’ve been on the lookout for effortlessly chic designer dresses to wear with them. Luckily, we’ve found plenty of stunning silhouettes we’ll be throwing on on repeat this season to feel instantly stylish. Will you opt for a luxurious floral velvet design by Hutch or Anthropologie? Or, will it be a versatile long-sleeved number from Farm Rio or Isabel Marant? No matter which dress (or dresses) you choose to add to your cart, you’ll never be stuck for dresses that pair perfectly with your winter boots again!

A woman with a joyful expression stands in a studio, wearing an Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots with short sleeves and a v-neckline. Her blonde hair is styled in loose waves, and the background

Anthropologie

A woman wearing the Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots and black knee-high boots, holding a small brown purse, stands confidently against a neutral background.

Hutch

Effortlessly Chic Dresses With Long Sleeves For Winter Plans

No matter what your week looks like, having a stunning line-up of effortlessly chic dresses to wear with your favorite boots is always a good idea. Especially those with long sleeves. Not only is this dress style supremely elegant and ideal for cooler temperatures, it also looks just gorgeous with all different styles of boots. For example, the long-sleeve velvet mini dress by Hutch. Firstly, we’re seriously in love with the dusky pink hue, perfectly punctuated with deep burgundy velvet florals. It’s ideal for the festive season and can be so easily dressed up or down with heeled boots or flat ones. Style yours with the Vlogo 95 leather over-the-knee boots by Valentino Garavani. Then, finish off your look with the Diamond-quilted leather mini bag by Saint Laurent for the ultimate smart/casual weekend look this winter.

Meanwhile, the Koralina silk dress by Paige x Morris is the ultimate winter midi dress. With a moody floral print, high, pussy-bow neckline, and all-over pleated detailing, this dress will suit countless occasions. Wear yours for everything from daylight events to dinner dates and simply switch up your boots to suit the dress code. Us? We’ll be wearing this dress with knee-high boots and a sleek evening bag every chance we get. With that in mind, we highly recommend the Lee buckled glossed-leather knee boots by Siant Laurent, with their Jamie 4.3 small quilted leather shoulder bag.

 

Shop more Effortlessly Chic Dresses selected and reviewed by our expert fashion buyers and stylists

  • ISABEL MARANT Maray Ruched Flocked Silk-blend Chiffon Midi Dress

    $1,950
  • ALAÏA Archetypes Asymmetric One-shoulder Ribbed-knit Midi Dress

    $3,940
  • STAUD Delilah Appliquéd Draped Satin Mini Dress

    $295
  • DVF Erica Long Sleeve Midi Dress

    $578
  • ROTATE 3D Jacquard Mini Dress

    $260
  • DVF Miley Dress

    $378
  • DVF Marsha Dress

    $438
  • DVF Mimi Velvet Dress

    $438
  • ANTHROPOLOGIE The Katerina Button-Front Dress

    $228
  • PAIGE x Morris & Co. Koralina Silk Dress

    $429
  • HUTCH Long-Sleeve Velvet Mini Dress

    $188
  • PAIGE Ysabel Long-Sleeve Wrap Mini Dress

    $299
  • MAC DUGGAL Long-Sleeve Embroidered Tiered Ruffle Maxi Dress

    $798
  • ALEXIS Delia Dress

    $485
  • ALICE + OLIVIA Dorine Puff Sleeve Tiered Mini Dress

    $395
  • MADEWELL V-Neck Midi Dress

    $138
  • FARM RIO Long Sleeve Guipure Lace Maxi Dress

    $360
  • ISABEL MARANT Albini Gathered Printed Silk-blend Midi Dress

    $1,390

Make Effortlessly Chic Dresses In Moody Floral Prints Your Go-To

When it comes to effortlessly chic dresses for winter, we always look to moody floral prints. They’re particularly popular this year and we couldn’t be happier about it. Wear yours with boots for winter weekend brunch dates, festive evening activities, and even laid-back dinner plans. Our top recommendation? The Katerine button-front dress by Anthropologie. This stunning V-neck maxi dress will become an instant favorite in your closet. Finally, pair it with the Gucci Horsebit 1955 embellished shoulder bag. Then, the Paris Texas stiletto patent-leather knee boots for maximum style points.

Shop All Effortlessly Chic Dresses

A woman kneels on the ground, wearing an Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots and high black boots. She looks at the camera with a soft expression against a neutral backdrop.

Paige x Morris Co.

A woman wearing a colorful floral dress from our Effortlessly Chic Dresses That’ll Look Amazing With Your Go-To Winter Boots collection, featuring a high slit, holds a brown leather jacket and stands against a gray background. She has curly hair and is accessorized with statement earrings.

Anthropologie

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