These 20 Cozy Pieces From J.Crew, Gap, and The North Face Are Giving Peak Winter Style

Collage of Winter Looks
(Image credit: @alexisforeman; @aimeesong; @aniyahmorinia; @annelauremais; Original Illustration By Ally Quirk)

Vibe check from the East Coast: We are in the thick of winter weather. Personal style has (almost) gone out the window—it's too darn cold to wear anything but layers. This past weekend, I experienced temperatures I never thought I'd face, but in honor of this frigid weather, I've decided to share a few fashion favorites that are helping me through it.

In my opinion, January gets a bad rap. There may not be a festive holiday to look forward to, but it is the ideal time for ski trips, cozy cabins, and perfectly layered ensembles. On the slopes, it's all about colorful ski gear and functional yet stylish accessories (spoiler alert: My favorites are from The North Face). For the city streets, I'd reach for fur coats, cashmere sweaters, and lug-sole footwear. No matter where you find yourself, I've got shopping inspiration to help you forge through the coldest month of the year. Keep scrolling to shop my winter essentials.

Collage of Women Wearing The North Face

(Image credit: @dani.sierra; @lucyraemcfadin; @emilisindlev; Original Illustration by Ally Quirk)

Anyone who experiences true winter weather has a coat or two from The North Face. The brand's puffers are an essential part of the New York winter street-style scene for their aesthetic and function. But if you're in the market for high-performance snow gear, The North Face's latest arrivals are perfect for cold-weather vacations. Whether you're skiing, snowboarding, or chilling by the fire, these pieces are nonnegotiables on a packing list.

Collage of Winter Coats

(Image credit: @aniyahmorinia; @anoukyve; @aimeesong; Original Illustration by Ally Quirk)

For effortlessly cool winter outfits, Gap delivers the goods. I've done copious amounts of research on the art of layering and I love what my colleague, Aniyah Morinia, has been doing this season. Throwing a fur coat over a gray hoodie is the exact type of low-effort, high-reward styling I need. Plus, putting together a monochromatic look only takes minutes, but has you walking out the door in style. Keep scrolling to shop pieces inspired by my favorite fashion creators.

Collage of Winter Outfits and Footwear

(Image credit: @kitkeenan; @nlmarilyn; @annelauremais; Original Illustration by Ally Quirk)

If I've learned from living in both L.A. and NYC, it's that people have very different interpretations of what "winter footwear" entails. Over the summer, we wore boots with sundresses, and now, in the winter, we've started wearing heels with socks. I'm all for breaking seasonal rules, so here are my top six shoe recommendations from Steve Madden.

Collage of Winter Outfits

(Image credit: @claire_most; @stephaniewwang; @alexisforeman; Original Illustration by Ally Quirk)

I've never met a J.Crew knit I didn't like. You can't beat the price for the quality and style (plus, the retailer always has a good sale). Below, you'll find a mix of full-price and on-sale items aiding in my survival of the frozen tundra that is Brooklyn. Keep scrolling to shop my favorite socks, scarves, and sweaters.

Natalie Gray Herder
Editor, Branded Content

Natalie Gray Herder is an Editor on the branded content team at Who What Wear. Originally from Los Angeles, Natalie decided to make the move to NYC after graduating from Loyola Marymount University in 2019. She is an avid researcher, reader, and explorer in and out of the office. She is inspired by the street style of her fellow New Yorkers and her laid-back roots in California.