The Shoes Cool Girls Wear With Skirts, Dresses & Shorts

Summer is the season of skirts, dresses, and shorts. While you likely have plenty of shoes to choose from, knowing the best one to style with bare legs can be less straightforward – so who better to look to for outfit inspo than the cool girls of Instagram?
From on-trend boat shoes, a la MiuMiu, and flip flop heels, to fresh flats and netural trainers, there’s an option for every comfort level, budget, and aesthetic.
As for colourways, for maximum versatility (and the lowest cost per wear), opt for neutral tones, off-white, and brown/black iterations. Alternatively, lean into The Row’s fashion forward feel by selecting a pair of bright red flats to offset the rest of your look.
Lean into The Row’s fashion forward feel by selecting a pair of bright red flats to offset the rest of your look.
Boat shoes
Flats with a twist
Flip-flops (heeled or otherwise)
Strappy sandals
Neutral trainers
The products on this page have been selected by our editorial team, however, The Handbook may make a small commission on some products purchased through affiliate links.