How to Dress Stylishly for Wimbledon in 2025: A Gentleman’s Guide

Wimbledon. That glorious fortnight in July when tennis whites, strawberries and cream, and the odd spot of rain define British summertime. It’s where Federer danced on grass, where Centre Court hushes for second serves, and where, off the courts, the fashion is as sharp as a sliced backhand. But what exactly should a gentleman wear to Britain’s most prestigious tennis tournament?

Let’s be clear: this isn’t Glastonbury. There’s no room for wellies, ironic bucket hats or "festival chic". Wimbledon demands a touch more polish. That doesn’t mean stiff. It doesn’t mean overdressed. It means smart, relaxed confidence. And at the heart of this look? A well-cut, structured polo shirt—your new seasonal secret weapon.

 

Know the Dress Code—Even If There Isn’t One

Wimbledon doesn’t enforce a formal dress code for most ticket holders, but that doesn’t mean you should arrive looking like you’ve wandered off a beach in Marbella. If you're in the debenture lounges or hospitality suites, jackets are encouraged, and sportswear is very much not. In short: if you’d wear it to the pub, leave it at home. If you’d wear it to a relaxed garden party in West London, you're probably on the right track.

 

Start With the Polo Shirt: Elevated, Not Average

The right choice of polo shirt strikes the perfect balance between comfort and style. A structured polo - like those from Niccolò P. - takes things to an even higher level. Think: Italian-milled cotton piqué, sharp cut, mother-of-pearl buttons, reinforced stand collar. It holds its shape, flatters the frame, and doesn’t scream for attention. It whispers it.

Colours to consider

• Navy: always elegant, and pairs well with practically anything
• White or cream: crisp, summery, and fresh—perfect under a blazer
• Olive or muted tones: for the man who wants subtle distinction

The beauty of the structured polo is versatility. It’s as comfortable as a tee, but infinitely more refined. Dress it up. Dress it down. Stay cool while looking put-together.

 

 

 

 

Pair with Tailored Trousers (or Smart Chinos)

Shorts? Only if you’re ten and armed with a tennis racquet. Grown men at Wimbledon look best in lightweight tailored trousers or smart chinos. Think breathable cotton, linen blends, or wool fresco for those warmer days.

Colours that work

• Light stone, taupe, or sand for a summery feel
• Navy or slate grey for a sharper silhouette

Avoid anything too tight (comfort is king) or too baggy (you’re not in the early 2000s). And leave the cargo pockets to Bear Grylls.

 

Jackets: Optional, But Strongly Advised

A softly structured blazer instantly elevates your look. Opt for unlined or half-lined styles for breathability. Linen, seersucker, or hopsack weaves will keep you cool under pressure—whether it’s a fifth-set tie-break or navigating the Pimms queue.

Top picks

• A navy or cream blazer over a white polo
• A light brown or tan jacket with a navy polo beneath

Your jacket should complement, not compete with, your polo. Let the shirt’s texture and collar do the talking.

 

Footwear: Court-Ready, But Not Court Shoes

Let’s get one thing straight: no trainers. We’re not centre court players—we’re centre court spectators. Footwear should be clean, minimal, and leather or suede.

Top contenders

• Penny loafers (suede or leather)
• Smart desert boots in tobacco or taupe
• Minimalist leather sneakers (but only if box-fresh)

Socks? Up to you. If you’re going sockless, make sure you’ve got invisible liners and a good foot powder. This is Wimbledon, not a locker room.

 

Accessories: A Subtle Serve

Wimbledon isn’t the time to show off your watch collection or your love for chunky jewellery. Think understated, refined, with a nod to summer.

Suggested items

• A woven belt in tan, orange or navy
• A classic watch with a leather strap
• A linen pocket square if you’re sporting a blazer
• Sunglasses (think Persol, not pit crew)

And yes, it’s perfectly acceptable to carry a small umbrella—preferably one that doesn’t look like it was stolen from a petrol station forecourt.

 

 

 

Weather-Proof, Elegantly

Let’s face it: English summers are as dependable as a second-hand Fiat. Always pack for all conditions.

Rain? A packable mac or a waxed cotton jacket can be a lifesaver.
Sun? A Panama hat may seem old-school, but it’s practical and stylish if worn with confidence.
Cold snap? A fine-gauge merino knit layered over your polo adds warmth without bulk.

 

Dos and Don’ts

Do...

• Choose breathable fabrics
• Prioritise fit and comfort
• Keep your palette summery, not shouty
• Wear a polo with a real collar structure

Don't...

• Wear sports team merch (yes, even if Djokovic is your hero)
• Arrive in gym wear or sandals
• Try too hard—Wimbledon style is effortless, not edgy

 

 

 

Final Word: Dress Like You Belong

The best-dressed men at Wimbledon don’t look like they’ve spent hours fussing over outfits. They look like this is simply how they dress: polished, precise, and entirely at ease with themselves. A structured polo shirt offers the sweet spot: smart enough for the occasion, relaxed enough to enjoy it. Paired with the right trousers, jacket, and loafers, it’s the modern gentleman’s answer to summer style. So whether you’re centre court, No.1 court, or just watching from Henman Hill with a glass of fizz in hand—dress like you belong there. And if anyone asks where your polo’s from, don’t be shy. Just say “Niccolò P.” and nod knowingly.