We'd Never Steer You Wrong: Every Fall Item You Need to Shop for This Season

Sponsor Content Created With Macy's


(Image credit: @joidejude; Original Illustration by Yracema Rivas)

Ask any of us editors what we're wearing this season, and you'll see a pattern take shape. We're skipping right over the typical autumnal tones and going straight to black, gray, and white, with the occasional pop of red. The color palette may seem a bit anti-fall at first, but with the right pieces, it's actually quite seasonal, not to mention versatile and fresh. On any given day at the office, you'll spot a trouser-and-cashmere-sweater combination, a skirt with moto boots, or a slip dress with an oversize blazer, just to give you an idea. So when our Instagram followers asked about the outfits they need to be shopping for this season, senior editor Judith Jones knew just what to share. The following five looks from Macy's will take you from the office to a weekend getaway in style. The retailer always has the best pieces to create head-to-toe looks, all in one place. No need to click from tab to tab—Macy's is the one-stop shop for each of these outfits, so keep scrolling to shop every item Judith is recommending this fall.


(Image credit: Original Illustration by Yracema Rivas)

"I'm all about the moto-boot trend that's dominating this season—it's perfect for stomping around the city in style. I love the idea of styling a tall pair with a sleek black miniskirt and a cozy shearling-lined jacket for a trend-forward 'autumn in New York' look that will take me from day to night seamlessly." — Judith Jones, Senior Fashion Market Editor


(Image credit: Original Illustration by Yracema Rivas)

"When it comes to my personal style, I lean toward a Parisian-chic aesthetic—with outfits centered on classic and minimalist elevated basics that are understated and effortless. A sleek and versatile black turtleneck, straight-leg jeans, a classic black belt, and of-the-moment Mary Janes make for the perfect ensemble for everything from work meetings to drinks with friends."  Jones


(Image credit: Original Illustration by Yracema Rivas)

"An easy way to look on-trend this fall is by integrating some of this season's biggest color trends into your look. Bold, fiery red is the It color of fall/winter 2023 and happens to pair perfectly with another dominating color trend—neutral gray. I'll be pairing a red knit sweater with gray tailored pieces, accented with stylish silver jewelry for a fresh and of-the-moment look." — Jones


(Image credit: Original Illustration by Yracema Rivas)

"I live for fall weekend getaways where I can enjoy crisp walks in nature or savor warm lattes in charming, quaint towns. For this, a cool barn jacket is a must, and they happen to be trending right now. I'll pair mine with relaxed jeans, Chelsea boots, and a cozy fall sweater to complete my countryside weekend look." — Jones


(Image credit: Original Illustration by Yracema Rivas)

"A sleek head-to-toe black outfit is my go-to for a date night with my husband or night out with friends. I love to mix textures to add interest to the all-black look, such as a silky slip dress paired with a chic wool coat and knee-high leather boots. It doesn't get any chicer." — Jones

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.