Five hats to match every occasion

A stalwart for any season, Pillow rounds up the best hats to have hanging in your closet


Words: Calum Donoghue


Fashion show front row

Just like a pair of shoes, a man’s choice of hat says a lot about his style – even the most fashion-forward can get it wrong. Pillow selects which hats to buy and when to wear them.


Distressed Denim Bucket Hat, Kapital.

Bucket​

This is a difficult hat to pull off, so choose a bucket hat that will easily match a relaxed, dressed-down outfit and opt for distressed denim.


When to wear: day three of Glastonbury Festival.


Distressed Denim Bucket Hat, £240, Kapital







Ribbon-trimmed fedora hat, Borsalino

Fedora​

A light-coloured or cream fedora hat goes perfectly with an open-collared white shirt tucked into chinos. Match with a pair of Edhen Milano shoes.


When to wear: aboard a 27-foot yacht in Venice.


Ribbon-trimmed fedora hat, £415, Borsalino








Nomad Rollable Wool-Felt Trilby Hat, Lock & Co Hatters

Trilby

Pair with tailored demin ghurka trousers, a black roll-neck and grey suit jacket.


When to wear: browsing menswear brands at Pitti Uomo.


Nomad Rollable Wool-Felt Trilby Hat, £195, Lock & Co Hatters






Straw Panama Hat, Nick Fouquet

Panama

Lightweight and practical in the sun, save your Panama hat for summer to dress up your swimsuit and shirt.


When to wear: at a post-swim lunch by the beach.


Straw Panama Hat, £725, Nick Fouquet






Cotton-Twill Baseball Cap, Polo Ralph Lauren

Baseball Cap

Best kept for exercise or outdoor sports.


When to wear: a game of tennis.


Cotton-Twill Baseball Cap, £35, Polo Ralph Lauren