The Best Shorts for Summer—and How to Style Them

You waited all year for this: it’s officially shorts season — aka our favorite way to beat the heat and channel summer's off-duty ease. But you don’t have to save your shorts for casual looks—they can look just as chic at the office as a night out.The secret is knowing how to style shorts to meet the mood and the moment, beginning with what tops to wear with them. Ahead, we’re breaking down the best shorts looks for summer.

How to Wear Shorts for Work

Blouse + Bermuda Shorts

It's all about proportion—the longer, the better—making Bermuda shorts an obvious starting point. They hit just above or below the knee and offer a polished foundation that skews professional without trying too hard.

For the top, we're partial to a draped silk shirt to balance the structured tailoring and add femininity. As for what shoes to wear with these shorts, keep the outfit tonal for a clean, refined feel, and finish with a pared-back mule.  

Blazer + Top + Tailored Shorts

Pair a blazer with longline tailored shorts for a warm-weather take on the classic suit. Fabrication is key here; opt for lightweight cotton tweeds or crepes that read elevated, and layer an elevated tank top or slim-fit knit underneath.  

When it comes to color, you can never go wrong with a neutral palette. But if you want to go bold, try a matching set in a fun pattern or color—e.g., graphic plaid or saturated pink. For shoes, just add sleek kitten heels.  

What to Wear with Shorts for the Weekend

T-Shirt + Denim Shorts

Denim shorts are a summer non-negotiable, as necessary as a great pair of sunglasses and a breezy dress. Here’s how to elevate the simple, comfortable combination of jean shorts and a T-shirt. 

To add interest, choose shorts with thoughtful details: patch pockets, a tie waist, a corset waistband, or distressed with a raw hem. The T-shirt can set the tone, too—a puff-sleeved style, for instance, is a world apart from a boxy, cropped one. The same goes for the shoes: sneakers for a sporty feel, Mary Janes and ballet flats for something more feminine.  

Linen Blazer + Linen Shorts

Not sure how to style linen shorts? Cue the linen short suit. Perfect for when weekend plans call for something a step above laid back—think a museum visit or an afternoon with the in-laws. It's polished and pulled together in a way that feels entirely effortless. Just add chic heels for height and a top-handle handbag. 

Linen is what makes the outfit work—the fabric is discreetly luxe, ultra-breathable, and cooling. And when comparing linen shorts vs. denim shorts in high humidity, there's no contest: linen can absorb substantial moisture while staying dry against the skin. (Learn more here.)  

How to Wear Shorts for a Night Out

Top + Tailored Shorts

The best shorts for dinner, cocktails, and beyond are those defined by great tailoring—leaning into clean lines and a streamlined silhouette. They should have a defined waistband or a clean flat front; no elastic or drawstring. Fit is just as important; they should sit at the waist and skim the hips, without slouch. 

From there, it's all about the going-out top, whether it’s a draped halter, lace-trim camisole, or embellished with sequins or beads. Heels and a clutch are a must, and don't forget the statement jewelry.  

Vest + Bermuda Shorts

The evening suit, reimagined for summer: a tailored vest in lieu of a blazer, paired with Bermuda shorts instead of pants. Wear it head-to-toe in a single tone (all black is the obvious choice) and let the accessories take the lead. 

When it comes to jewelry, there are two ways to go here: bold with statement jewelry or elegantly restrained with more minimalist pieces. Either way, opt for nude or metallic heels for the closing note—they lengthen the leg and sharpen the silhouette.  

What to Wear with Shorts for Vacation

Top + Relaxed Shorts

Sand and sun call for relaxed shorts with drawstring or elastic waists. Have fun with bright colors and playful prints—you're out of office, after all—or lean into sun-faded shades, like pale pinks, corals, and blues. Fabrics matter as well: consider terry, chambray, and linen-cotton blends that dry quickly and have a bit more give than pure linen.  

Tops should be just as laid-back. Opt for a simple tank, a roomy T-shirt, or an airy tunic, or wear your swimwear as a bodysuit for a quick beach-to-boardwalk transition. Accessories follow suit: flat slides or thong sandals, raffia totes, and straw hats—and don't forget to pack the SPF and a good beach read.  

Blouse + Pleated Shorts

If your travel itinerary involves cobblestone streets and afternoon aperitivos, you want a look that's a touch more pulled-together. Enter pleated shorts: The structured tailoring creates a clean, flattering line while pleats allow for freedom of movement.  

If your style veers classic, pair with an easy linen button-down. Bohemian? Try a billowy blouse in pretty florals or swirling paisleys. Whatever shoe you pick—loafers, sandals, or slides—make sure they’re comfortable enough for day-to-night exploring.