9 Fashion Editors Share Their Feel-Good Fall Outfits


(Image credit: @thatgirlyusra@anna__laplaca)

Fall presents the perfect opportunity to get creative with my outfits. I love juxtaposing sandals with sweaters or knee-high boots with miniskirts, having fun with layers, and embracing cool lightweight jackets. Can you tell this is my favorite season? So it goes without saying that I'm always looking for fresh, cool, and creative ways to dress for 65-degree weather. More than anything, I'm looking for outfit ideas that not only feel of the moment but also spark joy when I slip them on.

Who better to turn to for fall outfit inspiration than my fellow fashion editors, who are always on top of the coolest shopping picks and trends? I always love to see what they're wearing, buying, and lusting after from season to season‚ but most of all, I'm keen on seeing their favorite fall outfits that make them feel good every time they catch a glimpse of themselves in their reflection! Keep scrolling to see nine Who What Wear editors share their ultimate fall outfits.


Kat Collings Wolf, Editor in Chief
(Image credit: @katcollings)

"What can I say? Wearing a miniskirt makes me feel cute! And extra points for it being pink and furry. A long vintage blazer from Margiela helps me feel more confident in pulling off the mini hemline, which is something I haven't tried for at least a decade. And since the blazer doesn't have a lapel, I love how my vintage silk blouse looks with the '70s-style collar pulled out. Naturally, knee-high boots are the best footwear to finish any fall outfit."

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Sierra Mayhew, Associate Editor
(Image credit: @_sierramayhew)

"I'm the kind of person who will wear a dress as long as humanly possible before catching hypothermia, so in the fall, expect to see a lot of maxi moments from me. Dresses that once served me well in the summer get layered up and finished off with a pair of boots to transition them into the colder weather. That's why it was such a joy for me to wear this outfit that made me feel so chic and put-together, like a French girl! My kind of perfect-weather day is one that requires not much more than a cropped poncho, and here she is."

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Eliza Huber, Editor
(Image credit: @elizagracehuber)

"Unlike many people, fall isn't my favorite season to dress for. I love the simplicity of summer and warm-weather dressing, whereas dressing for chillier temps always feels like work rather than fun. Yet I live in a place with all four seasons, so you can imagine my excitement when I find an effortless combination that works well even when it's below 60°. Such is the case with this look, made up of a long-sleeve (and backless) bodysuit from The Great Eros, dark-wash jeans from Agolde, and my current favorite ankle boots, the Le Cagole style from Balenciaga. It takes no work at all, and it's comfortable, elevated, and fun."

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Judith Jones, Senior Market Editor
(Image credit: @joiedejude)

"Nothing excites me more than fall dressing. I live for the season when I can style cozy sweaters and open-toe sandals in sartorial harmony. Add a trend-forward maxi-length skirt to the mix and it makes for one effortlessly chic autumn ensemble. I get so many compliments on this Zara skirt, and the best part is it clocks in at just $50. This is one of my favorite fall outfits I love to wear right now. It feels fresh and on-trend and is easy to wear from day to night."

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Erin Fitzpatrick, Senior News Editor
(Image credit: @fitzpatrickerin)

"My favorite outfit combination to wear for fall is a tweed sweater, jeans, and flat lace-up boots. I love how my Maje sweater looks like a polished jacket but is as comfy as a cardigan. Since I'm tall, I don't need boots with a heel, so flat boots are my go-to this time of year."

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Allyson Payer, Senior Editor
(Image credit: @allypayer)

"In the fall, cool boots, accessories, and jackets are my priorities when shopping and getting dressed. If you have these outfit elements, you can dress as casually as you please but still look really stylish. Here, I'm wearing a Totême sweater and jacket with a pair of Reformation riding boots I got last year. It's an outfit I could easily wear any year and never look outdated in the least."

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Anna LaPlaca, Editor
(Image credit: @anna__laplaca)

"I've been loving the combination of midi skirts and tall boots this season. In the past, I would have exclusively worn my knee-high boots with miniskirts, but ever since knee-length skirts returned as a big fall 2022 runway trend, I've been intrigued by the in-between length. I've found the hemline to be trickier to style, but over a pair of structured tall boots, it feels approachable and fresh. Here, I added a belt and a coordinating jacket to mine for a spin on how the viral Miu Miu pleated skirts were styled on the runway."

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Bobby Schuessler, Market Director
(Image credit: @bobbyschuessler)

"This is basically my fall uniform with the oversize bomber jacket, sweatshirt, relaxed jeans, and sneakers. It's comfortable and effortless." 

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Yusra Siddiqui, Assistant Market Editor
(Image credit: @thatgirlyusra)

"As a modest dresser, maxi skirts have always been a part of my wardrobe, so I was pretty excited when they became a top 2022 trend and there was suddenly a plethora of market for me to choose from. My feel-good fall outfit this season is a cozy cardigan, a maxi skirt (this denim one is my current favorite), and heeled boots. It looks on-trend, is easy to wear, and, last but not least, is extremely cozy. A classic belt ties the entire look together. I'll definitely be repeating this outfit soon."

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Next, 8 Coat Trend That Will Dominate This Winter

Judith Jones
Senior Fashion Market Editor

Judith Jones is the senior fashion market editor at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.