The Weekly Covet: Stylish Summer-to-Fall Transitional Essentials for the Change of Seasons

“If my favorite moto and denim jackets had a baby, it would be this lightweight leather topper. It’s got enough heft to fend off the crisp fall breeze, but isn’t too bulky—perfect for layering over summer sundresses and tees as it is for giving some edge to sweaters.” —Lauren Hubbard, Contributor

“The most memorable garment to come out of New York Fashion Week outside a runway was inspired by a human sacrifice outside of a downtown party. It was there that a churlish ‘paid influencer’ dared cross Markus Kelle, the unfailingly well-dressed Cerberus of nightlife who decrees who’s in and who’s out at the best parties in the city. The interloper in question did not rise to the occasion, and rudely let her feelings known. Kelle matched her volume, and by the end of the exchange that went viral on TikTok, it’s clear his opponent is fashion roadkill. Not since Dixie Carter’s ‘the night the lights went out in Georgia’ speech has someone been put in their place with such panache. We wish that lady well, indeed. Now, there’s this t-shirt to commemorate the moment, and if it’s not hanging in the Smithsonian some day it will surely join the most stylish wardrobes in town.” —Erik Maza, Executive Style Director

“The key to transitioning your outfits from summer to fall? It’s all about the shoes. And this fall, flats are back! If you’re looking for a comfy pair that you can wear all day long, I recommend the Sam Edelman Mary Jane flats.” —Ana Osorno, Social Media Editor

“Nothing says transitional like a chic jacket. This Miu Miu one is to die for.” —Hannah Morrolf, Fashion Assistant

“A moto boot is essential for the changing weather—you can wear with dresses in fall and with pants through winter.” —Dania Ortiz, Fashion and Accessories Director

“Confession: I’ve never been a ballet flats girl. My slender heels make it hard to find options that fit and stay on, but I was seduced by these demure, softly squared off versions, with an elastic strap to ensure I never accidentally step out of them. The leather is buttery and instantly molds to my feet, making them a go-to for the season.” —Lauren Hubbard, Contributor

“A lot of new labels strain for attention with ostentation. That was often the case during New York Fashion Week. But it was the quiet confidence of the emerging label the Salting, by designers Michael Ward and Manel Garcia Espejo, that caught my eye. The word that came to mind browsing their site—its spring collection was shown during New York Men’s Day—is effortless. This shirt, for instance, is a classic button-up. But notice the details, the oxford stripe on the gusset and that chest pocket bursting with whimsy. Here’s another word that comes to mind: handsome.” —Erik Maza, Executive Style Director

“Any kind of blazer or jacket that’s easy to slip on and off. I love this one from Nili Lotan.” —Kristin Fitzpatrick, Design Dirctor

“For me, the cardigan is synonymous with a changing of the seasons. A statement or subdued cardigan is the perfect way to adapt with the sporadic weather this time of transition brings.” —Bennett Hill, Freelance Fashion Assistant

“Out in the West coast, the e-bazaar The Sil has convened a sorority of independent designers, including Autumn Adeigbo, Tyler Ellis and Keehn Deutch, for a capsule collection exalting the casual style of Southern California. The ostensible inspiration is Margaret J. Anderson, a mostly forgotten figure who was the André Balazs of early Hollywood, turning the Beverly Hills Hotel into a playground of the nascent industry’s bright young things. Not that you need to know that bit of trivia to appreciate this dress by Smock London that’s ideally suited for our current transitional season.” —Erik Maza, Executive Style Director

“One of my favorite parts about the changing of seasons is the sweater shopping. Ohhhh, do I love a good knit. Currently in my shopping cart? This masterpiece of a cardigan designed by Hunter Bell. Just look at the details: the slightly puffed shoulders, the colorful embroidery, the texture, that on-trend poppy shade that goes with just about everything. Seriously, what is not to love about it!” —Sophie Dweck, Associate Shopping Editor

“Nothing says fall like a nice light trench coat. Something so simple, yet chic and elegant. This one by Bottega Veneta is the perfect fall wardrobe staple everyone needs in their closet.” —Camryn Harris, Freelance Fashion Assistant

“The perfect transitional outfit, for me, is always built around a midi skirt. This houndstooth satin skirt from Vince is perfect for warmer and cooler days, depending on what top and shoes you pair it with.” —Emily Burack, News Writer

“When it comes to navigating the transitional seasons, it’s all about layering basics. I love a good ole classic white tee because it serves as the foundation of a good fall outfit. My current go-to? This slightly boxy number by perfectwhitetee. It’s pricy indeed, but you’ll understand why once you slip into it. Mindfully made in California, the crewneck is crisp, oh-so sumptious, and gets softer with every wash. Whether I’m wearing it casually with jeans or under a blazer for date night, the tee always makes me feel put together.” —Sophie Dweck, Associate Shopping Editor

“I love when the temperature drops slightly and I can break out my leather pieces again. When it’s still pretty warm out, a leather skirt will pair perfectly with t-shirt. And as the season progresses and gets cooler, you just add a sweater and a pair of boots. I’m really loving Banana Republic’s leather pieces and this archive skirt is perfect for the seasonal transition.” —MaryKate Boylan, Senior Fashion Editor

“I was so excited to hear Kristopher Brock was collaborating with Tecovas—how I have missed Brock Collection! The collection of feminine dresses and boots are the perfect combo for early fall. I’ll be wearing the India dress with a belted cardigan layered on top.” —MaryKate Boylan, Senior Fashion Editor

“By now it should be no secret that T&C loves Margaux. The brand recently debuted its newest loafer—a sleek leather loafer with a penny-esque detail— and just look at it… it’s a style that speaks for itself. I chose the burgundy-brown shade because there’s nothing I love more than an unexpected neutral for fall.” —Sophie Dweck, Associate Shopping Editor

“You know this short sleeve sweater is good when two separate strangers on the train stop to tell you how much they love it and where I got it from. That was the case earlier this week. It’s the perfect middle ground for those in-between days when the weather can’t quite make up its mind.” —Sophie Dweck, Associate Shopping Editor

“By now, you can imagine that I have more than my fair share of basics, so when I’m shopping for a new pair of jeans in particular they have to have something else. For casual days where I want to look a bit more styled, the Still Here cowgirl jeans are at the very top of my wishlist. From the vintage wash and the subtle lasso fit, to the oh-so cool diamond cut outs at the knees, I can think of no pair of jeans quite so unique. And that’s a good thing! Throw on a tee and a sweater and you have yourself a much-better-than-simple look.” —Roxanne Adamiyatt, Deputy Digital Lifestyle Editor

“Everything about this beautiful vintage-inspired dress from Rhode screams fall to me, from the color palette to the velvet material. I can’t wait to wear it with Mary Janes now, and then pair it with boots and a sweater in a few weeks time. Bonus: throw on a pair of heels and the details of this look easily dress up. A true wear for any occasion—and throughout the season—piece.”—Roxanne Adamiyatt, Deputy Digital Lifestyle Director