6 Chic Winter Outfits

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6 Chic Winter Outfits

Styled to keep up with your schedule.

Vêtir Stylist

Last updated on Feb 2, 2026

Image: FWRD

The frigid temps have nothing on your style with our curated rotation of winter outfit ideas. Whether your schedule is packed with work functions or more casual events, we have your look sorted. From what to wear to dressy cocktails to casual weekend lounge looks, we have your week and your wardrobe handled. Below, six chic outfits to shop and save to your digital closet.

Day 1: In Office

This seemingly simple outfit of turtleneck sweater and leather pants is really to showcase the shoes. With tiger print trending in the moment, we love it in a small dose by way of Alaïa's ankle strap pumps. A plush Isabel Marant faux fur tops off this day-to-night look.

Day 2: Winter Skirt Set

For polished (and easy) office dressing, lean on a coordinating skirt set like this knit one by The Row. Tall boots and a fitted shearling jacket lend warmth and visual structure.

Day 3: Effortless by Day

A classic button-down and crisp jeans always hits. Invest in special shirting and pull the versatile look together with a statement leather bomber. As always, rely on the accessories to elevate—in this case, Prada's distressed pumps and a gold chain necklace.

Day 4: Evening Cocktails

Brighten up the season with an unexpected color pairing for evening. Valentine's fur-trimmed orchid hued gown looks extra intriguing contrasted with complementary chartreuse and opulent jewels.

Day 5: Layer by Layer

Brave the chill in a body-hugging cashmere knit set. We especially love the stirrup detail that tucks neatly into boots. The oversized Nour Hammour wrap faux fur lends a glamorous touch to an outfit that's equally at ease for brunch, errands or on the streets of Aspen.

Day 6: Weekend Athleisure

The weekend is for casual athleisure pieces. Layer a luxe knit polo and cashmere joggers with Miu Miu's elevated take on the puffer jacket. Finish with the brand's must-have fleece baseball cap and an of-the-moment pop of red.