There are so many top-notch bags in Valextra’s fall collection that you should consider this Iside mini-bag to be merely a jumping-off point. This season sees the brand’s fourth capsule collection to come out of the Extra Milano project, a collaboration with six Milanese talents who are at the epicenter of the city’s design scene. It’s impossible to choose a favorite among the venture’s stellar pieces, but we’re particularly partial to this cheery top-handle bag, which can also be carried cross-body. Made of striped smooth leather using the intarsia technique, it fits all of the essentials, and adds a bit of panache to any outfit. ($3,500; valextra.com)

Are we entirely on board with the 90s prairie-dress look? We plead the Fifth. But Batsheva Hay’s tops make only the slightest of nods to the trend, and for these we make an exception. The Gracie blouse has a high neck, puffed shoulders, and peplum hem, creating a buttoned-up effect that we’re craving after this endless summer. Importantly, it’s made of 100 percent cotton—a must for these shoulder seasons—and it pairs smartly with tailored pants or slim-fitting jeans. ($237, matchesfashion.com)

If you’re loathe to shimmy back into your pre-coronavirus jeans, you’re not alone. A fresh start is in order, so this season forgo basic blues in favor of these upgraded beauties from Isabel Marant Étoile. High-waisted, slim-fitting, and slightly cropped, they are just as versatile as your usual denim, but far more polished. (Bonus points for adding a belt and a blazer.) The length ensures that they will pair well with all sorts of shoes—flat sandals, sneakers, and ultimately, when the day comes, your best fall booties. ($275, net-a-porter.com)

Designer Sophie Ratner launched her jewelry collection in 2016, based on a simple premise: fine jewelry should not be relegated to fancy affairs. It should in fact be worn every day. And so she has built a robust business on hand-made baubles featuring ethically sourced 14-karat gold and conflict-free diamonds. These Crossroads earrings are among our favorites—delicate, understated, suitable for daily use, and yet so much more unexpected than a simple stud or hoop. ($400, sophieratner.com)