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Kentucky Derby

Tailor adjusting an orange tie on a man wearing a light blue linen jacket and pocket square – Derby Day style and linen jacket fit for the Kentucky Derby.

Is a Linen Jacket Appropriate for the Kentucky Derby?

The Kentucky Derby happens in May, when Louisville's weather can be wonderfully warm or surprisingly sultry. This often leads gentlemen to consider linen for their Derby attire.
The Hare 20 Feb 2025
Pair of men’s trousers with button-on suspenders draped over a hanger – classic Derby Day style and guide to wearing suspenders.

The Ups and Downs of Derby Day Suspenders

As the first Saturday in May approaches and Louisville prepares for its grandest celebration, gentlemen across the country are piecing together their Derby day ensembles.
The Hare 19 Feb 2025
Gentlemen and ladies dressed in classic Kentucky Derby style, featuring a tailored navy suit, elegant fascinator, and champagne flutes at a race day event.

A GENTLEMAN'S GUIDE TO KENTUCKY DERBY FASHION: FIRST-TIMER'S EDITION

Just got invited to the Derby and starting from scratch with dress clothes? Don't worry - dressing for Derby Day isn't as complicated as it might seem. Here's what you need to know.
The Hare 16 Feb 2025
Back view of a man in a blue pinstripe suit and straw boater hat with blue ribbon, dressed for the Kentucky Derby – classic men’s Derby hat style.

Men's Hats at the Kentucky Derby: A Guide to Classic Styles

While the spectacular creations worn by women tend to capture the headlines, men's hats have played their own significant role in Derby tradition. From the top hats of the Victorian era to today's refined selections...
The Hare 18 Jan 2025

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