What to wear at the Cheltenham Festival


Today marks the start of this year’s Cheltenham Festival. The event takes place over 4 days culminating in the Gold Cup where Silviniaco Conti is defending his title.

Although we will be sad to see two time Gold Cup Winner, AP McCoy retire after a spectacular career spanning 22 years. To honour him, Cheltenham Festival has renamed the last race of this year’s festival The AP McCoy Grand Annual Handicap Chase for the Johnny Henderson Challenge Cup.

It’s not all about the jockeys, the horses and that £3.9 million prize though; it’s about the punters as well. Today we’ll be looking at what to wear at the races.


There isn’t an official dress code at Cheltenham; in fact fancy dress is even permitted! As a trusted source on British social skills, etiquette and style, Debretts says “A day at the races is a special occasion and you should dress smartly. Men should wear a suit, or jacket, in both cases with a tie.”

The Tweed Jacket

Scott and Taylor Sand Donegal Regular Fit Jacket

Racing Green Blue Donegal Jacket

A tweed jacket is the perfect layering piece and it keeps you warm should the weather not go your way. Our selection of wool jackets can be worn with a waistcoat, patterned or plain shirt and trousers.

The Suit


A well-fitted suit is a simple and easy way to look your best at the races. This Ben Sherman Three Piece Suit would look great layered with a black overcoat. Or how about the Alexandre of England Grey Check Suit? Inspired by Savile Row, this subtle check suit is the perfect luxury piece. The Blue Suit is a contemporary fashion staple and this Blue Tonic Suit from Alexandre of England is  traditional with a thoroughly modern style.

Ben Sherman Silver Grey Tonic Slim Fit Three Piece Suit

Alexandre of England Grey Check Tailored Fit Suit

Alexandre of England Bright Blue Tonic Tailored Fit Suit

The Shoes

Limehaus Tan Brogue Shoes Racing Green Finn Leather Loafer Shoes

When matched with a belt a nicely polished pair of shoes is the perfect finishing touch, and to make more of a statement you can’t go wrong with a brightly coloured sock. Tan Brogues complement almost any suit, whilst a pair of Oxblood Brogues are ideal with a tweed outfit. If you’re feeling brave, loafers also work just as well at the races.

Things to Remember

The Cheltenham Festival is the perfect occasion to look your best and perhaps experiment with your style a little. Just remember not to sulk if you lose too much money! If you win, enjoy a sense of quiet satisfaction. Last of all; remember to pace yourself throughout the afternoon, several hours of drinking can prove to be a little too much!