Celebrity women over 50 who aced their look for Wimbledon 2026

The newest member of our fabulous 50+ style club, 50-year-old Isla Fisher gracefully shook up traditional spectator fashion by leaning into a major footwear trend. Arriving in a crisp white ME+EM zip-front fit-and-flare maxi dress, she looked effortlessly summery - but it was her choice of footwear that stole the show. Forgoing predictable sandals, Isla opted for buttery tan leather wooden platform clogs. They give her look a cool, slightly retro 70s twist while offering incredible comfort for walking the grounds. Coupled with oversized sunglasses, it’s a beautifully balanced look.

Annabel Croft, 59 (and looking absolutely radiant as she approaches her milestone 60th birthday later this month), brought pure, unadulterated resort chic to day one of Wimbledon. Opting for a pristine white halter-neck midi dress by Self Portrait, she radiates effortless confidence. The dress features a beautifully fitted bodice that cascades down into a dramatic, ruffled mermaid hemline, punctuated by subtle embossed metallic rose motifs. By cinching the look with a wide, statement-buckle belt and pairing it with ultra-comfortable cream leather slide sandals, Annabel masterfully bridges the gap between high-fashion glamour and relaxed, courtside comfort.

At 91, Dame Mary Berry stepped out in a lovely pastel pink Holland Cooper V-neck dress. The structured, button-down bodice flows beautifully into a pleated A-line skirt, creating a silhouette that feels both nostalgic and entirely fresh. But it’s the delicate puff sleeves that I love - so flattering. Dame Mary accessorised to perfection with a classic pearl necklace and - in true, sensible style icon fashion - a pair of woven cream ballet flats.

Amanda Holden, 55, brought effortless, modern structure to Centre Court with a striking white pinstripe waistcoat and trousers. The wide-leg silhouette creates miles of length, while the contrasting black utility straps on the waistcoat give it a fresh, contemporary edge that keeps it from looking too corporate. Styled with oversized square sunglasses and a structured white leather top-handle bag, Amanda proves that a tailored co-ord is the perfect alternative to the traditional summer dress.

At 64, beloved broadcaster Carol Kirkwood clearly brought the gorgeous climate with her, opting for a beautifully tailored sleeveless dress in a soothing lavender-blue hue. The magic here lies in the placement of the print - the soft white and charcoal floral motif creeps elegantly up from the hemline, drawing the eye down and creating a beautifully elongated frame. It’s a clever alternative to an all-over pattern, keeping the look anchored and sophisticated. Finished with a classic cream handbag and timeless nude pointed pumps, Carol looks effortless, radiant, and perfectly put-together.

The Devil Wears Prada Musical star Vanessa Williams styled a patterned jumpsuit while attending Wimbledon, hosted by HELLO! and Emirates. Featuring large-scale, abstract print, Vanessa, 63, proved any outfit is amped up with pockets.

Lorraine Kelly, 66, made a magnificent case for vibrant colour, turning heads at the Champagne Lanson suite in a striking green-and-white botanical leaf-print maxi shirt dress by Karen Millen. The shirt-dress silhouette is a midlife wardrobe weapon - the structured collar and belted waist structure the body beautifully, while the flowing skirt keeps it incredibly breezy and comfortable. Lorraine cleverly styled the piece by rolling up the sleeves for a more relaxed, alfresco vibe and pairing it with metallic wedge sandals. It’s summer personified.

Ruth Langsford, 66, completely commanded the room by leaning heavily into vibrant colour. Showing off the immense power of sharp summer tailoring, Ruth opted for an eye-catching lime green tailored co-ord suit. The nipped-in waist and single button closure on the blazer create a beautifully structured hourglass shape, while the straight-cut trousers offer a clean, lengthening line. Styled simply with a crisp white vest underneath and casual wedge shoes, Ruth perfectly demonstrates how a bright suit can look incredibly youthful.

At 70, perennial Wimbledon style icon Sue Barker delivered a masterclass in tonal layering. Radiant in a beautifully tailored butter-yellow blazer - the undisputed colour of the season - she expertly contrasted the soft tailoring with a punchy, multi-toned floral blouse underneath. By grounding the bright, joyful top half with classic, structured black trousers and a matching black leather shoulder bag, Sue struck the ultimate balance between style and comfort.

The gorgeous Tess Daly, 57, absolutely stunned by putting a highly textured, romantic spin on classic Wimbledon whites. Draped in a magnificent floral tulle dress, her look is a masterclass in details. What makes this look an absolute triumph for her second act is the detachable matching leather belt, which brilliantly cinches the waist to define her silhouette without sacrificing an ounce of comfort. Styled with neutral kitten heels and a matching white bag, it's a serve-and-volley win.

Kate Garraway, 59, beautifully demonstrated how to master British summer layering with a whimsical, romantic approach. The GMB broadcaster stepped out in a floor-skimming white maxi dress adorned with a delicate, watercoloUr wildflower print. To combat the unpredictable courtside breeze, Kate smartly threw on an open-knit pastel lilac cardigan - proving that a light, tonal layer can be incredibly stylish without hiding a gorgeous silhouette. 

Comedian Chelsea Handler, 51, proved that you can opt for casual at Wimbledon. Nailing the relaxed-chic brief, Chelsea opted for wide-leg utility trousers in a classic beige, paired effortlessly with a loose, oversized crisp white button-down. With the sleeves nonchalantly rolled up, it’s an ensemble that prioritises comfort and breathing room without sacrificing a single shred of style.