The Cheltenham Festival 2026 has once again drawn a stylish crowd, with royals, celebrities, and fashion enthusiasts showcasing their finest race day attire. The event, which has been a fixture of the British social calendar since 1860, continues to blend heritage style with contemporary flair, as attendees embrace timeless tweeds, luxurious outerwear, and statement accessories suited to the unpredictable March weather.
This year marks a significant milestone for Holland Cooper, which returns as the official ladies' fashion partner and debuts as the Official Luxury Fashion Partner of The Jockey Club. The brand's signature countryside elegance and modern tailoring have been widely seen on the racecourse, with designer Jade Holland Cooper herself wearing head-to-toe looks from her label across multiple days.
Among the standout attendees, Zara Tindall impressed on day two in a longline check coat with berry-toned accents, paired with Fitzrovia Heeled Boots and a Loxley Mini Crossbody Bag from Fairfax & Favor. On Gold Cup day, she opted for burgundy tones, while Harriet looked classic in grey houndstooth and black accessories. Georgia Toffolo consistently turned heads, wearing a vibrant red Chanel two-piece suit on day one and a sleek skirt with tights, a fluffy scarf, and a velvet headband on day three.
Other notable looks included Gemma Collins in a longline coat with fur-trimmed sleeves and a silk scarf, and the Young Sherlock actor in a full Holland Cooper ensemble. Racegoers also showcased personal style, with Aoife McNamara in a dark brown woollen skirt and puff sleeve jacket, Lisa Walsh in white and burgundy, and Katie Young in a tartan coat cinched with a gold belt. The festival's rebranding of Ladies Day to 'Style Wednesday' reflects its evolution into a celebration of sartorial individuality, and this year's fashion stakes are already running high.
