
Cheltenham Festival 2025: Best Dressed Men
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Last week, the Cheltenham Festival began this year's round of world-class horse racing events. The festival ran from the 11th to the 14th of March 2025. Everyone knows that a day at the races is not just about the sport but also the fashion. Racegoers pull out all the stops to look perfectly groomed while battling the unpredictability of the March weather. Last year, 'Ladies' Day' was renamed 'Style Wednesday', which just goes to highlight this phenomenon! Royals, aristocrats, celebrities, and 'ordinary' people rock up to the festival in their sartorial best. Let's take a look at some of the outfits from across the week.
Henry Cavill
Superman actor Henry Cavill looked amazing and countryside-ready in an olive green and orange checked tweed, single-breasted, slim-fitting suit with slim, notch lapels and flap pockets, including a ticket pocket for extra detail and interest and a matching flat cap. He paired it with a vivid orange waistcoat with gold buttons and a matching orange and gold pocket square.
Jeremy Clarkson
Former Top Gear presenter Jeremy Clarkson attended the final day of the races in a sapphire blue suit, complementary azure tie, and a white and blue checked shirt.
Peter Crouch
Former footballer Peter Crouch looked dapper in an all-grey outfit of a long wool overcoat, double-breasted suit, complementary tie, and flat cap on St Patrick's Thursday.
Danny Dyer
Actor Danny Dyer looked to be having a whale of a time on St Patrick's Thursday in a beige single-breasted, slim-fitting suit with notch lapels, a sapphire blue shirt and no tie.
Alex Ferguson
Football coach Alex Ferguson attended the festival's opening day in a cobalt blue single-breasted three-piece suit. He combined it with a light purple tie for interest and contrast.
Even the 'ordinary' racegoers pulled out all the stops to look their absolute sartorial best. Some groups wore matching outfits in an effort to stand out, while others stood out all by themselves, including the man in the lime green checked suit with the orange waistcoat and matching coloured shoes and the man in the gold lamé suit, black shirt, and gold tie. Take a look at some of the outfits on display below.
What was your favourite look?
Which celebrity outfit did you like best? Did you enjoy the display of weather-appropriate wool, tweed, suits, overcoats, and hats? Which of the 'ordinary' people's looks did you appreciate? Would you wear any of these ensembles?
If you have an event or wedding to attend, a big birthday bash, or even an office party, we can create a custom masterpiece just for you—from overcoats to suits to custom shirts and more. Get in touch with our talented tailoring team today.