We Work in Fashion—These Fall Shoes and Bags Will Define the Season

Style inspiration can come from many sources, but we often like to turn to creatives who have a finger on the industry’s pulse. We’ll tap people who work in all facets of the fashion industry to learn about trending items from different points of view. And that’s what you’re going to find below.

We asked a variety of tastemakers—designers, executives, and even an editor here at WWW—to share what they think are the key trends of the season. Specifically, each focused on the shoes and bags that matter most to them. After all, accessories are often the most fun to shop for.

Keep scrolling to uncover gorgeous fall shoes and bags, along with shopping recommendations if you’re inspired to add anything to your own collection this season.

“I’m obsessed with bucket bags this season! I particularly love how they can be worn for running errands, NYFW appointments, and coffee dates. I recommend spicing up this trend by finding a bag in a bold colorway like yellow or gold and playing with woven or braided textures.” — Caroline Maguire, fashion director, Shopbop

“The bigger the bag, the better the bag. I’ve always loved a large carryall, and this fall, I’m going to embrace the throw-everything-and-go shoulder tote. Maybe my belongings will get a little lost in all that space, but at least my whole life can fit on just one of my shoulders.” — Meg Strachan, founder and CEO, Dorsey

“More and more designers are embracing Y2K-inspired handbag shapes and details like big buckles, slouchy hobos, and bowler bag silhouettes. This purse feels like something I’d have worn when I was a mall-obsessed 13-year-old, but with a modern-meets-edgy Balenciaga twist.” — Indya Brown, market editor, Who What Wear

“I’m loving anything slouchy in a soft leather right now—especially bags from Bottega Veneta and The Row.” — Nicole Wegman, founder and CEO, Ring Concierge

“Since your statement logo may have moved to another part of your outfit, why shouldn’t your arm candy be a piece of wearable art? Enter: Jacquemus. The label’s Le Chiquito bags have been popular for a few years now with no signs of slowing momentum—they’re just too fun to look at and carry.” — Diego Abba, CEO, Italist

“Western-inspired footwear will be just about everywhere this fall. Almost every designer has given this classic style a modern reimagining, from Isabel Marant to Stella McCartney. What makes this trend an absolute favorite of mine is its versatility. You can find a cowboy boot in every variation, including vibrant tones, unpredictable materials, and all shaft heights and heel options.” — Maguire

“I am here for loafers this fall. In California, they manage to be fall/winter ready without being too heavy. I found a pair in France that’s the perfect sandy suede and a classic loafer in black leather (with a tassel). L.A. is a lazy place to get dressed, but I think they’ll pull my warm(ish) fall wardrobe together in a way that’s appropriate for a somewhat casual city.” — Strachan

“Ballet flats are back. They’ve been spotted outside Fashion Week events from Copenhagen to New York, on TikTok under the tag #balletcore, and trending right now on Italist. Sales for Miu Miu shoes are up 200% from the beginning of this year.” — Abba

“Statement boots are usually at the top of my fall shopping list, but this time, I’m making comfort my priority with clogs and the grandpa shoe trend. These slides aren’t traditionally pretty, but I love the square toe and suede material—it elevates the silhouette so it won’t look out of place with trousers, jeans, or sweatpants.” — Brown

“I love a mule with a chunky heel—so comfortable to wear and cute with denim for the fall.” — Wegman

Next, check out more handbag trends.