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Autumn Hat Guide: Four Felt Hats for Four Kinds of Man

The shopfront of Lock & Co. Hatters at 6 St James's Street, London
The shopfront of Lock & Co. Hatters at 6 St James's Street, London. Photo: Hayden Soloviev, CC BY 4.0, via Wikimedia Commons.

Autumn is the season when hats stop being an affectation and start being useful. A felt hat keeps off the drizzle, frames the face and finishes a coat better than anything else you can buy.

Four hats, four personalities

1. The modern guy: a grey wool-felt trilby

An unlined wool-felt trilby with a subtly rolled brim and a slightly wrinkled leather band is the easiest way into hats. Wool felt is affordable, light and forgiving, and grey goes with navy, charcoal and camel coats alike.

2. The classic guy: a charcoal fur-felt trilby

Fur felt, traditionally made from rabbit hair, is denser, smoother and more water-resistant than wool, with a soft velour or polished finish. A charcoal trilby with a wide grosgrain ribbon and a leather sweatband is the sort of hat that London's old hatters, such as Lock & Co. in St James's Street, have sold for generations.

3. The fashion-forward guy: a silver-grey broad brim

A wide brim and rounded crown in pale wool felt is more statement than staple. It suits longer coats, oversized knitwear and anyone confident enough to be noticed.

4. The contemporary guy: a black ranger

The ranger hat has a soft crown, a slightly rolled brim and a rugged, outdoorsy feel. In black fur felt, often with a half leather band, it pairs well with denim, leather jackets and boots.

Felt hats in different shapes and colours piled up in a hat shop
Felt hats in different shapes and colours piled up in a hat shop. Photo: Jorge Royan, CC BY-SA 3.0, via Wikimedia Commons.

Fur felt or wool felt?

Fur feltWool felt
FeelDense, smooth, holds shapeLighter, slightly coarser
WeatherSheds rain wellCan lose shape when soaked
PriceHigherLower
Best forA hat you will keep for yearsTrying out a new shape

Fit and wear

  • Measure around your head just above the ears and eyebrows. A hat should sit snugly without leaving a mark.
  • Match brim width roughly to your build: broader shoulders can carry a broader brim.
  • Handle a felt hat by the brim, not the pinch at the front, which wears out first.

Hats at the races

Autumn and winter is jump racing season in Britain, and the racecourse is one of the few places where men still wear hats as a matter of course. Trilbies and flat caps dominate at Cheltenham, while the summer's Royal Ascot calls for a top hat in the Royal Enclosure. See our guide to race-day style and betting for the rules, and how to wear a trilby for outfit ideas.