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Ever wondered what your friendly neighborhood shopping editors are wearing to run around town when it’s brisk? Wonder no longer.
Another top and pants combo that’s ideal for transitional weather…
“Living in the Southeast, I always go for a sweater tee. That way, I can layer it up with this jacket or wear it by itself for added warmth. I’m also back into wearing thick, dark denim, and my Levi’s Wedgie Fit Straight Ankle Jeans have been old faithfuls for nearly eight years. Don’t forget to top it all off with these cushioned flats.” —Margo Ghertner
A quilted jacket to try the trend…
“Last fall, I became hyperfixated on printed quilted jackets after seeing the chicest woman in the world wearing the Sea Karmen Jacket at my doctor’s office. Since then, I’ve been collecting more affordable options, including this brand-new one from Madewell. There’s something so cozy about a light blue and chocolate colorway (especially in plaid), and I love the contrasting interior that peeks out when you roll up the sleeves. It’s roomy, so I can easily layer it over hoodies and chunky sweaters when it gets colder.” —Caroline Goldstein
A perfect pair of black leather boots…
“Very excited about the return of boot season. I got this pair recently, and they’re perfect in every way — the stacked heel is walkable but offers some height; the square toe is tough yet chic. They make everything look about twelve times cooler. I think they look particularly good with baggy jeans, maxi skirts, and mini dresses.” —Caroline Goldstein
A slew of items in iconic fall colors…
“Once the weather cools down, I love to transition my wardrobe color- and fabric-wise. One of the items I start wearing on repeat are my Alohas sneakers in burgundy. They’re so easy to throw on with trousers or jeans, and I feel like they add that cool-girl touch. I also switch over to my Mark & Graham suede tote in dark brown. Suede is the quintessential fall fabric to me, and a rich dark brown is highly underrated. Finally, I’ll start rotating through basic cardigans to wear in the mornings when it’s chilly out, or to layer over my shoulders come the afternoons.” —Alexandra Napoli
A ribbed long-sleeve I always come back to…
“I love Athleta’s tops because they feel like stretchy, breathable workout attire but look like officewear. I have this tank in just about every color, so it’s no surprise I turn to its long-sleeve version for fall. It’s long enough to tuck into pants, and it keeps its size and shape after multiple washes.” —Alessandra Rey
A pair of stretchy corduroy pants…
“My hack for elevating an otherwise simple staple outfit? Textured pants. Bonus points if they feel like sweatpants, like this flared option from Quince. They’re wildly comfortable while still looking tailored and put-together. I can dress them down with a graphic T-shirt and sneakers or dress them up with a sweater and heeled booties.” —Alessandra Rey
A solid pair of black booties…
“White sneakers for the summer, black booties for the fall and winter; such are the rules I have made for myself. I can spend more time accessorizing and less time stressing about exposing my toes while running around New York. These sleek Baretraps Walless Booties check all of my boxes.” —Alessandra Rey
The best way to find vintage Levi’s online…
“My fall uniform has always been and will always be a perfect pair of vintage Levi’s. You just can’t beat the quality and fit of worn-in 100% cotton jeans. Now before you roll your eyes too hard, there are plenty of places online to find them (or new ones that are made to look vintage). I would start with Etsy, since there are literally thousands of pairs, like this one that’s hand selected according to your size and fit preference. If you’re willing to pay a little more for something new, Re/Done reworks Levi’s into denim masterpieces, specifically this yummy chocolate pair and this pair with a fun snapped hem. Aligrace makes similar pairs, and you can sometimes catch them on sale, like these wide-legs. —Martha Upton
All the striped long sleeves…
“My favorite fall top is a long-sleeve tee, since it’s substantial enough for chilly days but won’t overheat me like a sweater can. This year, I can’t get enough of the striped versions I’m seeing everywhere. I have this one from Aritzia, and it’s the perfect thickness. I’m currently eyeing this one next. Gap’s version looks good, too. You can never have too many stripes.” —Martha Upton
Ballet flats that are actually comfortable…
“I’ve never been super into ballet flats, since I’ve always found them to be uncomfortable. But I ordered these on a whim in the spring, and now I’m finally a ballet flats girl. These are so comfy right out of the box (they didn’t rub my heel or pinch my toe at all on the first day), and the leather is so soft. I like that they’re a little less traditional than most styles and come in studded versions for a little edge.” —Martha Upton