Jade Holland Cooper Leads the Style Stakes at Cheltenham Festival Ladies Day

Jade Holland Cooper Leads the Style Stakes at Cheltenham Festival Ladies Day

When it comes to British racing style, few women embody the aesthetic quite like Jade Holland Cooper. At day two of the Cheltenham Festival, widely known as Ladies Day, the designer once again proved why she has become synonymous with modern countryside glamour.

As founder and managing director of Holland Cooper — and the official luxury fashion partner of The Jockey Club — Jade’s presence at Cheltenham has become as anticipated as the races themselves. Her signature look of sharp tailoring, heritage tweeds and polished riding-inspired silhouettes captures the essence of contemporary British country style.

Often dubbed the “Queen of the Cotswolds,” Jade has built her brand around the idea that heritage fashion can feel powerful, modern and unapologetically confident. At Cheltenham, that vision comes to life — with impeccably cut blazers, structured coats and statement gold buttons becoming almost as recognisable at the racecourse as the horses on the track.

A Powerful Moment for Women at Cheltenham

Sharing the spotlight this year was trailblazing jockey Rachael Blackmore, Head of Ladies Day and one of the most celebrated female riders in racing history.

Blackmore made sporting history as the first female jockey to win both the Grand National and the prestigious Cheltenham Gold Cup, achievements that transformed the landscape of professional horse racing.

Her presence alongside Jade Holland Cooper created a powerful moment for the festival — two women leading in fields traditionally dominated by men, representing both sport and style at the highest level.

Together, the pairing perfectly captured the spirit of Ladies Day: ambition, confidence and a celebration of modern femininity.

Shop the Race Day Collection

The Return of Racing Style

Ladies Day has long been one of the most fashionable fixtures in the British social calendar. From sculptural hats to perfectly tailored coats, the event blends countryside heritage with high fashion in a way few occasions can replicate.

For Jade Holland Cooper, the racecourse remains one of the most important stages for her brand’s aesthetic. Her designs — inspired by classic equestrian tailoring and Cotswolds elegance — feel perfectly at home against the backdrop of Cheltenham’s rolling hills and traditional grandstands.

Visitors to the festival can discover Holland Cooper at its boutique within The Orchard at Cheltenham, as well as online internationally and at the brand’s flagship Cotswolds boutique and private atelier.

In many ways, the scene at Cheltenham this week perfectly reflects the ethos behind the brand: strong women, timeless British style, and the confidence to lead from the front.

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