The Only 10 Shoes to Wear With Bermuda Shorts — Autum Love



Bermuda shorts are the official comeback story of the summer. But unlike your go-to wide-leg jeans, this knee-grazing silhouette is notoriously difficult to style. Pick the wrong shoe and you risk looking bottom-heavy or cutting off your leg line entirely.

Following the success of our viral guides on capri pants andstraight-leg denim, we’ve spent the season testing every pairing imaginable. We’ve narrowed it down to the only 8 shoes that actually balance the proportions of a Bermuda hem, whether you’re aiming for “Editor-off-duty” or polished office vibes.

Need help figuring out what shoe to wear? Download our free What Shoe To Wear Guide

Before we dive into the footwear, make sure you’re starting with a flattering base. If you’re still hunting for the perfect pair, check out my curated guide to the 7 Best Bermuda Shorts for Women that actually elongate your legs.

Why Bermuda Shorts Are the Comeback Story of 2026

This year, the silhouette has shifted away from the rugged “jort” and toward a more tailored, sophisticated cut. As we noted in the Spring 2026 fashion trends, the modern Bermuda is elevated, which means your footwear needs to do the heavy lifting to keep the look intentional.

1. Chunky Loafers: The Power Pairing





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