WINTER RACING

CHELTENHAM FESTIVAL 2026

There was such a fantastic array of looks at this year’s Cheltenham Festival! One of our favourite looks of the week has to be Sallyanne Marson, also known as @rutlandgirlfashionstyle . Sallyanne created this navy blue, green, and tan look using our ‘Trapeze’ feather-covered headpiece as the crowning jewel to the ensemble.

Our favourite outfits styled with Vivien Sheriff hats for this year's Cheltenham Festival

Sallyanne wears 'Trapeze' in Peacock

We were thrilled to see Anna Khanova wearing the ‘Winter Aida’ with added gold leaf feather detail to link back to the gold buttons of her Holland Cooper skirt suit. A very sophisticated look for a day at Cheltenham Festival.

These ladies show that Cheltenham Races isn't all about the felt trilby- an exquisite Vivien Sheriff headpiece from our occasion wear collection works beautifully with a winter racing outfit and certainly sets you apart in the style stakes!

Anna wears 'Winter Aida' in Natural

Shop our Cheltenham Edit here.