Trilbies

Trilby hats offer a modern interpretation of classic brimmed headwear, distinguished by their shorter brims and tapered crowns. Their versatile profile makes them easy to dress up or down, pairing effortlessly with both casual and refined looks. Explore trilby styles crafted to deliver contemporary sophistication and everyday versatility.

  • Bailey 1922

    Billy Braided Trilby

    price$85.00
    8 colors
  • top seller
    Bailey 1922

    Mannes Braided Trilby

    price$85.00
    12 colors
  • 50% off
    Bailey 1922

    Billy Trilby

    original price$85.00 sale price$42.50
    7 colors
  • top seller
    Bailey 1922

    Hooper Toyo Braid Trilby

    price$90.00
    2 colors
  • 25% off
    Bailey 1922

    Hooper Toyo Braid Trilby - Sale Colors

    original price$90.00 sale price$67.50
    1 color
  • 50% off
    Bailey 1922

    Mannes Trilby

    original price$85.00 sale price$42.50
    6 colors

Frequently Asked Questions about Trilbies

How is a trilby different from a fedora?

The main difference is the brim trilbies have shorter brims (usually under 2 inches) that angle upward, while fedoras have wider brims that can be snapped up or down. Trilbies are more compact and contemporary; fedoras are more classic.

What materials are trilbies made from?

Polished wool, standard wool, paper straw, and polypropylene blends. Wool versions suit cooler months; straw is for summer. The compact shape works well in all these materials.

Are trilbies easier to wear than fedoras for hat beginners?

In some ways, yes the smaller brim is less dramatic and won't overwhelm your face or outfit. Trilbies draw less attention than wide-brim fedoras, making them an easier entry point for someone new to hat wearing.

What outfits pair best with trilbies?

Trilbies work well with smart-casual and creative-casual outfits button-downs, blazers, tailored jeans, and ankle boots. They add a stylish accent without the statement of a larger hat.

What face shapes work best with a trilby?

The short brim suits oval and longer face shapes well. Round faces may find that the short brim doesn't provide enough width to balance. If your face is wider, consider a fedora with a wider brim instead.