It's shorts season. Not sure how to wear this tricky item? Experts reveal stylish shorts outfit for all ages

Whether on holiday or going into the office, knowing how to style shorts is essential for mastering your summer look.

Three women wearing different kinds of shorts
(Image credit: Getty Images)

A summer staple, nailing how to wear shorts both on and off the beach is easier than you think. A wardrobe hero when it comes to what to wear in the heat, shorts, of all lengths have found themselves back at the forefront of summer fashion. But if you're struggling to see how to make this style work, have no fear, I have you covered.

One of the major spring/summer fashion trends for 2025, designers sent various iterations of the short down the catwalk, from Burberry’s cargo-style Bermudas to Chloe’s bubble hem shorts, proving their versatility and elevated appeal for the warmer months ahead.

“Shorts are having a strong moment again this summer,” says personal stylist Lisa Talbot. “We’re seeing everything from relaxed boxer-style shorts to elevated co-ord sets and even city shorts styled like suiting.”

How to style shorts for all ages and occasions

When it comes to summer shorts, don't be put off by the thought of Daisy Dukes, in 2025, shorts come in all styles, cuts and guises to suit every shape and taste. From polished and tailored styles that will work for the office, to holiday-ready designs that still give a decent amount of coverage, the short has had a grown-up update.

Ready to ditch your midi dress and add shorts to your summer capsule wardrobe? I've got all the tips on how to style shorts for 2025. Whether you're aiming for comfort, polish, or a playful twist, there's a pair to suit every mood and occasion.

How to style Bermuda shorts

Three women wearing different styles of Bermuda Shorts showing how to style shorts

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A relief for those of us who never felt right in short shorts, longer length Bermuda shorts are having a moment. But while they can provide more coverage, the longer, baggier length means they can be harder to style

“Bermuda shorts can be deceptively tricky, the longer length can cut the leg line if you’re not careful,” says Lisa. “My top tip? Focus on balance.”

What to wear with shorts like these? Lisa suggests pairing them with a tucked-in shirt or fitted top to define your waist and keep proportions in check.

The beauty of longer-length shorts is that they are great for most occasions. Dressed down with your best white trainers or a sandal and T-shirt, they’re perfect for casual weekend outings, running errands,nds or travelling in comfort.

Don’t dismiss them for dressier occasions either. Lisa says they’re perfect for creating that smart casual outfit.

“Choose a tailored pair in structured fabric and style with a belt for a chic finish,” she suggests. “A slight heel or wedge can also help elongate the leg.”

How to style denim shorts

Three women wearing different styles of denim shorts

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Denim shorts and summer are like fish and chips – a classic combination you can't beat – however, this year, it might be time to rethink the fit and embrace the latest denim trends for 2025.

“Denim shorts are a summer classic, but the 2025 update is all in the styling,” says Megan Watkins, head stylist at fashion brand SilkFred. “Think looser fits – like a slouchy mid-thigh or longer-line cut – paired with a basic tank top and oversized blazer for a high-low mix. When considering what to wear with shorts, these pairings offer an effortlessly chic vibe."

Denim shorts are also a festival must-have, so if you’re off to an outdoor gig this summer, Megan suggests making them feel fresher with accessories.

“Add a bright shoulder bag or a printed scarf tied at the waist,” she says. “Or team them with cowboy boots, studded belt and a boho blouse to nod to the ever-popular Western trend.”

Regardless of what’s on trend, Lisa says it’s important to make sure denim shorts fit well.

“Look for a pair that flatters your shape. That might mean high-waisted to accentuate your waist or mid-rise for more comfort,” she says. “And always do the sit-down test before buying, if they’re riding up, they’re not the ones!”

How to style linen shorts

Three women wearing different types of linen shorts

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A high street linen staple, linen shorts are a hot weather essential. Perfect for holidays, they're breathable, lightweight, and the best part is that creases only make them look more effortlessly stylish, turning them into an absolute suitcase essential.

“Comfortable and effortless looks that require little thought are my go-to when I’m on holiday, so I always pack a light and breezy linen co-ord for an elevated, throw-on look,” says Dessi Bell, founder of Saint + Sofia.

Co-ords are perfect for holidays as you’ll get more wear out of both the shorts and top. Try a looser fitting cropped shirt with a matching pair of shorts or a slightly shorter top with high-waisted, wide-leg linen shorts for a chic, relaxed vibe. And when you're thinking about your complete holiday outfit, don't forget to pair them with the best swimsuits for your body shape for seamless beach-to-dining styling.

Linen shorts are not just for holidays though. Megan says it is possible to make them work for the UK weather.

“You can still make them work with our unpredictable weather by layering” she says. “Try adding an oversized shirt or a fine knit jumper over a vest top, and finish with trainers or loafers.”

How to style tailored shorts

Three women wearing tailored shorts

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It’s time to ditch your women’s trouser suit and instead get suited and booted with shorts, at least for the warmest of days. Lisa says shorts styled like suiting with matching blazers and heels is a key look for this summer.

Dessi is also a fan of the tailored short for work.

“For busy office days when I’m in and out of meetings, I always rely on a pair of tailored linen shorts,” says Dessi. “I find them to be a really versatile piece of clothing, pairing perfectly with a classic t-shirt or delicate blouse. “

Try a pair of high-waisted, pleated, tailored shorts in a neutral tone like cream. Team them with a matching oversized blazer, a silk and lace camisole underneath and finish the look with some simple mules.

How to wear shorts in a fashionable way

Shorts are a summer classic, but it’s easy to bring them firmly into 2025 with just a few styling tweaks.

“The key shift is in how they’re worn,” explains Lisa. “Think more refined, dressed up, and less beach-only.”

When considering what to wear with shorts for a fresh, on-trend take, swap your casual tee for unexpected pairings. Lisa suggests a blazer, waistcoat or luxe knit for a contemporary feel.

Are shorts on trend for 2025?

Absolutely, says Megan, but it’s all about choosing the right fit.

“2025 is all about elevated ease,” she says. “We’re seeing a significant rise in tailored shorts – the kind with pleats and a structured waistband – in versatile neutral tones like taupe, cream, and olive.”

These offer a sophisticated alternative to traditional denim and can easily be dressed up or down, making them perfect for both office-appropriate looks and smart casual outings.

Another style Megan says is big this year is boxer-style shorts, “thanks to their relaxed silhouette and tomboy aesthetic.”

This style is perfect for holiday, thrown over a swimsuit, or for those days when you just want to chill, demonstrating the breadth of how to style shorts for different moods and occasions.

Headshot of stylist Lisa Talbot
Lisa Talbot

Lisa Talbot is an award-winning, highly experienced personal stylist with 18 years in the industry, having trained with the Federation of Image Consultants and furthered her education at the London College of Style. She has worked with hundreds of clients driven by her belief that a wardrobe should genuinely reflect one's personality and lifestyle with. Her mission is to empower ambitious women, helping them look and feel great by curating wardrobes that not only boost confidence and self-belief but also resonate with their unique personal brand.

Headshot of the founder of Saint + Sofia, Dessi
Dessi Bell

Saint + Sofia is a boutique London based womenswear brand offering elevated contemporary fashion and accessories, best known for their signature style of bringing an edge to casual and workwear. Founded in 2020 by Dessi and Malcolm Bell, Saint + Sofia believe in challenging the status quo, fusing the art of design with the science of production. They design all of their styles in their London studios and produce them in Europe with family-owned factories. Saint + Sofia opened their flagship store in London’s Covent Garden in November 2024.

Megan Watkins
Megan Watkins

Megan Watkins is the Head Stylist and Shoot Coordinator at online destination for independent fashion brands, SilkFred. Megan has 10 years experience in styling and has shot ecommerce campaigns for the likes of Never Fully Dressed, Dancing Leopard and Pretty Lavish. Prior to her role at SilkFred, Megan worked as an assistant stylist to Karl Willett, whose clients include the likes of Amanda Holden, Kylie Minogue and Nicole Scherzinger.

With over 22 years’ experience in journalism, Jayne has written about a variety of subjects. She spent the start of her career within the world of film, interviewing Hollywood stars, attending premieres and lusting after red carpet outfits, and then moved into fashion, launching websites for big magazines such as Look, Woman’s Own and Wedding and working with top fashion brands such as Westfield, LK Bennett and Hunter. 

Career highlights include dressing up as Kylie (in gold hot pants!) for a national newspaper and working on big fashion events alongside Giles Deacon, Henry Holland and Naomi Campbell.