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The Polished Warm-Weather Staple Fashion Insiders Swear By
And it’ll take you straight from the office to the beach house.
In a world where a good chunk of the population operates under a hybrid work model, fashion has shifted to meet the new business casual landscape. Enter the tailored shorts: formal slacks cut off somewhere between the knee and upper thigh, creating a polished look for hot-weather dressing. The best tailored shorts come with a streamlined silhouette, simple design details, and a loose fit around the legs. Not to be mistaken for Bermuda shorts—which, to be fair, have many similar qualities—tailored shorts don’t necessarily adhere to any length restrictions.
The Top Tailored Shorts
- Best Overall: Favorite Daughter The Dream Favorite Bermuda, $178
- Best Summer Whites: J.Crew Lucia Short, $88
- Best for Travel: Aritzia The Effortless Short™ Long, $98
- Best High-Waisted Style: The Drop Stretch Limo Walking Shorts, $60
- Best Flared Design: Helsa The Tweed Short, $249
With brands like The Row, Toteme, and Khaite defining what modern minimalism looks like, it’s no surprise that tailored shorts have gained such traction. The look transcends any fleeting trend and instead embodies a type of dressing that resonates with many women: elevated and laid-back with minimal effort. Of course, it helps that they’re also easy to style. A pair of flip-flops and a sophisticated blazer might be your go-to, but I recommend tying a silk scarf around the waist with a loose-fitting tank on top. Or perhaps it’s time to style the now-trending halter top with your go-to kitten heels. The options are endless, really, but it all starts with finding the perfect tailored shorts, many of which we list below.

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