A woman in a stylish terracotta Casual Day Dresses That’ll Make Getting Ready In The Winter Effortless smiles while sitting on a stool, her playful pose accentuating the textured fabric and puffed sleeves, complemented by golden boots and large earrings.

MOON RIVER

The Dress Edit

Casual Day Dresses That’ll Make Getting Ready In The Winter Effortless

Let’s face it, without casual day dresses, getting ready in the wintertime can be dreadful. It’s too cold to look cute, but all you want is to look your utmost stylish…while also staying warm. While keeping cozy is always the first priority when to comes to the chilly season, style is just as important. Part of dressing for the winter is finding hidden gems you can pair together for the ultimate winter look. From long oversized pieces to short ones you can layer with stockings and sweaters, there are many options to explore. Just because the season makes it harder to dress, doesn’t mean you should give up your love for fashion entirely. Keep your closet stocked with the best casual day dresses on the market. Regardless of your taste, we’re sure you’ll find these top picks to be rather special.

A woman wearing a pleated brown Casual Day Dresses That’ll Make Getting Ready In The Winter Effortless stands on a painted blue floor with scattered flower petals, accessorized with a beige clutch and beige high-heeled sandals.

CULT GAIA Simena Cutout Knit Midi Dress

A woman stands by a white column, wearing a colorful off-the-shoulder casual dress. She is posed with one hand on her hip, looking thoughtfully to the side. Casual Day Dresses That’ll Make Getting Ready In The Winter Effortless-3821-408f-9fda-feefe7fcfc69_2160x.jpg

RAMY BROOK Darla Off-The-Shoulder Sweater Dress

Elevated Casual Day Dresses To Wear Out

If you find yourself out and about this winter season, you might want to grab more of these casual day dresses. With a wide variety of options to explore, you can easily build the winter wardrobe of your dreams. Better yet, you won’t have to try too hard when looking to run errands or take a casual stroll in the cold weather. Where there’s a dress, there’s always style. Regardless of your own personal taste, these dresses are for everyone. For example, the VALENTINO GARAVANI Timeless Boucle Short Dress and the TORY BURCH Poplin Collar Sweater Dress are the best to snag first. While not as popular yet, you can always be the first to wear a fresh new style. And for the chilly winter season, casual day dresses like these will easily become your most favorite ensembles to wear.

  • ZIMMERMANN Matchmaker Lift Off Linen Mini Dress

    $1,750
  • ZIMMERMANN August Linen Midi Kaftan Dress

    $695
  • ZOE AND CLAIRE Shirred Long Sleeve Midi Dress

    $98
  • ZIMMERMANN Lexi Short Linen Wrap Dress

    $650
  • LOVERS + FRIENDS Kiana Sweater Dress

    $150
  • RHODE Anton Midi Dress

    $585
  • GIAMBATTISTA VALLI Printed Silk Georgette Maxi Dress

    $4,169
  • BHLDN Emmy Long-Sleeve V-Neck Tiered Mini Dress

    $298
  • ZIMMERMANN Net Sustain Lexi Floral-print Linen Midi Wrap Dress

    $795

Lounge Around In Comfort

Casual day dresses don’t always have to be fashion-froward. While style is certainly important—and most likely the reason you’re here—you can always opt for more comfort. After all, if you plan on staying in for majority of the winter, why bother yourself with complex ensembles? Sometimes the best are dresses that are most cozy and comfortable, and better yet, they’re also just as fashion-forward than the next piece.

Our favorites? Well, we might have too many, but if you’re looking for a starting point, try the FIGUE Frederica Dress. Similar, the LOVESHACKFANCY Vernon Dress is just as appropriate for a chilly day inside paired with a long cardigan. Whether to bake up your favorite winter comfort food or just to lounge around, casual day dresses like these will instantly brighten up your day! In conclusion, these hidden gems are the pieces you need to be stocking up on.

Shop All Casual Day Dresses

A woman in a Casual Day Dresses That’ll Make Getting Ready In the Winter Effortless poses playfully against a wooden wall panel, resting one arm over her head and wearing black open-toe heels.

LA LIGNE Mary Alice Smocked Tiered Stretch-jersey Maxi Dress

A woman in a Casual Day Dresses That’ll Make Getting Ready In the Winter Effortless and brown knee-high boots, holding a tan shearling coat over her shoulder, poses against a dark gray background.

ANTHROPOLOGIE Fuzzy Ribbed Dress

These Luxury Winter Dresses Are Irresistible