Here’s How to Style Bermuda Shorts for Fall 2026

We’ve officially reached that time of year when it’s no longer socially acceptable to wear gauzy sundresses and barely-there sandals, nor is it cold enough for fluffy fur coats and quilted puffer jackets. So, how does one approach this dressing challenge? Well, I’d suggest investing in transitional pieces that are seasonally appropriate and ideal for in-between temperatures—like a solid pair of Bermuda shorts.

Just a few weeks ago, you would’ve seen me wearing this cropped style with bikinis and flip-flops for pool hangouts and leisurely shoreside strolls. While there’s no doubt that this coveted shorts trend is a warm-weather staple, it can also work just as well for fall. With their knee-length hemline and roomy silhouette, Bermuda shorts offer the right amount of coverage without making you break a sweat. Plus, they’re incredibly versatile. Denim versions are perfect for laid-back occasions, while tailored alternatives suit more polished dress codes. So, whether you’re looking for a pair of Bermuda shorts for casual errand runs or formal office days, the styling options are endless.