Shorts are a summer staple – but one of the trickiest to get right. With trends constantly shifting, figuring out which styles of shorts are in – and where to wear them – can feel like a moving target.

This year, it’s less about how much leg you show and more about how you style it. Celebs like Mila Kunis and Hailey Bieber are striking a balance between comfort and polish. The 2015 frayed denim cut-offs? Benched.

In their place: modern takes on micro-shorts, Bermudas, boxers, and chinos – proving shorts can be chic, structured, and styled well beyond the beach. Pair them with boots, loafers or kitten heels, and your outfit’s suddenly dinner-party ready.

With 90-degree days ahead – along with rooftop parties, lunch dates, and office commutes – your shorts game needs to rise to the occasion.

Here’s your guide to this summer’s best shorts – and exactly where to wear them.

IN: Bermuda Shorts – For Girls’ Dinners & City Days

After years with denim cutoffs in the limelight, fashion is swinging back to longer, more refined shapes. From Gwyneth Paltrow’s tailored pairs to accessible versions at Mango and Favorite Daughter, Bermudas are the polished update your wardrobe didn’t know it needed. Dress them up with a tank and slingbacks for dinner, or down with jean Bermudas, Sambas, and an oversized tee for a casual city day.

A woman wearing a sheer black cropped blouse and tailored black shorts with a belted waist, paired with stylish high-heeled shoes, set against a neutral background.
Photo / Favorite Daughter

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IN: Micro-Shorts – For Nights Out & Fashion-Forward Errands

Hailey Bieber posing in a stylish outfit featuring high heels, micro-shorts, and a black jacket, set in a stylish hallway.
Photo / Hailey Bieber / Cosmopolitan

Tailored, linen, ruffled, or patterned (hello, gingham), low-rise micro-shorts are playful but polished. Pair them with a boxy tee or button-down, then finish the look with slingback heels, loafers, or tall boots (skip the sneakers). Perfect for a night out, rooftop parties, or creative errands when you want to turn heads.

A model wearing a cozy brown jacket with a fur collar and a white cable-knit sweater, paired with stylish plaid micro-shorts and knee-high brown boots, leaning against a green wall outdoors.
Photo / Reformation

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IN: Boxer Shorts – For Lazy Sundays & Low-Key Lounging

A person wearing a white t-shirt and white shorts while talking on the phone, walking on a sunny street.
Photo / Emily Ratajkowski / We Wore What

Yes, boxer shorts are officially outerwear. Light, oversized, and breezy – these are the shorts to wear when you want to look good without trying. Style with a fitted tank or an oversized button-down, and finish with chunky sandals or kitten heels. Perfect for local diners, chill days off, or nights-in with friends.

Close-up of a person wearing light blue and white striped boxer shorts, featuring a relaxed fit and a button fly, paired with a white tank top.
Photo / Urban Outfitters

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IN: Chino Shorts – For Polished Days & Business-Casual Vibes

Three women wearing stylish shorts outfits: one in beige tailored shorts and a matching blazer, one in a bright pink suit with shorts, and another in navy shorts paired with a shirt and belt.
Photo / Gisele BĂĽndchen, Eva Longoria, Kerry Washington / First For Women

Once reserved for prep-school and golf courses, chino shorts are making a quiet-luxury comeback. Opt for neutral tones like stone or navy, and pair with a tucked-in tee and butter yellow ballet flats or slingback heels. Chinos are ideal for lunches with friends, gallery visits, and even summer Fridays at the office.

A fashionable young woman with curly hair wearing a white oversized shirt, white shorts, and brown sandals, holding a small handbag.
Photo / Ralph Lauren

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The Verdict?

Shorts are no longer just for the beach. This summer, you can wear them to dinner, to work, or while running errands – as long as you pick the right pair. Style is all in the details: a polished shoe, a structured top, a little contrast. Summer’s short, but your style doesn’t need to be.

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