Pocket Squares at the Kentucky Derby

published on 26 January 2025

Why They Matter

A proper pocket square finishes a Derby ensemble. While seemingly simple, this detail requires careful consideration - particularly for an event where you'll be photographed throughout the day.

Basic Principles

The pocket square shouldn't match your tie exactly. Instead, it should complement your overall look while adding its own character. For Derby Day, consider silk or linen squares in spring patterns or colors that pick up secondary tones from your jacket or tie.

Derby-Appropriate Choices

Reliable Options

  • White linen with seersucker 
  • Pastel silks with solid suits
  • Printed patterns incorporating classic Derby motifs
  • Light madras with solid jackets

Common Mistakes

Avoid:

  • Matching sets sold with ties
  • Overly structured "pre-folded" squares
  • Evening-wear fabrics or patterns
  • Complicated folds that won't last the day

Looking for proper pocket squares and guidance on wearing them? See our directory of traditional clothiers who understand the nuances of Derby dress.

https://www.hollowayandhare.com/derby-mens-clothiers/

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