How to Style Shorts this Season

Shorts can be a polarizing topic, but for many women, they’re a practical and stylish staple for summer. Whether you’re heading to brunch, running errands, or packing for a warm-weather getaway, the right pair of shorts can offer both comfort and polish. The key is choosing styles that align with your lifestyle and reflect your evolving personal style—not the trends you wore in your twenties.

When shopping for shorts, pay close attention to fit, fabric, and length. Look for styles that skim over the thighs rather than cling, such as A-line silhouettes, paperbag waists, tailored Bermudas, even poplin boxer inspired styles. Mid- to high-rise cuts can provide a flattering shape by defining your waist, while longer inseams (around 5 to 7 inches) strike a balance between coverage and ease. For a more elevated look, try structured fabrics like cotton poplin, linen blends, or even lightweight denim free of distressing.

 
If you’re still feeling unsure, start by pairing your shorts with pieces that add structure or polish—think a crisp button-down, a summer blazer, or a pair of heeled sandals. Don’t be afraid to try different lengths and styles until you find what works for you. Remember, confidence is the best fit of all—and when you feel good in your clothes, it shows.

This week I’ve broken down just exactly how to style the perfect shorts look in a ‘Wearing vs. Styling’ catalog with 10 different shorts look, perfect for any function this Summer. Shop the shorts edit here.