Style Guide|Men’s Designer Hats|What to wear if you have a round face shape

Do you have a round face shape? Do you ever wonder what are the most flattering hat designs for you?

(If you’re not sure what your face shape is, take a look at this post for some helpful tips.)

Round face shapes : some examples

We have picked out some famous faces to show off characteristics of the round face shape. A round overall outline, wide forehead or wide cheeks are quite typical of the round face shape.

Looking at our famous faces, there are two hairstyle trends that stand out: Ed Sheeran’s longer hairstyle is brushed to one side, adding some flattering asymmetry. Meanwhile both Frank Lampard’s and Leonardo DiCaprio’s hair is styled upwards - adding height can also be flattering for round face shapes, as it can appear to lenghten the overall silhouette of your face.

Similarly with headwear, you should consider hats that add height, some asymmetry and/or have an angular/square-shaped outline - avoid hats with a rounded silhouette.

Here is our selection of hat and flat cap shapes from Karen’s extensive men’s collection that would work well for round or round-ish face shapes.


Handpicked hat designs for round face shapes

1. Flat caps

Here are some flat cap designs of note, which either add height or asymmetry.

The Helmsley has a contemporary, square outline. The signature unusual seams are asymmetric, although the silhouette is quite symmetrical.

Garvey features a dynamic curved seam and asymmetric darts. It is one of the shallower fitting styles, and works particularly well for round face shapes and/or shorter foreheads.

Garvey features a dynamic curved seam and asymmetric darts. It is one of the shallower fitting styles, and works particularly well for round face shapes and/or shorter foreheads.

The pleats at each side of Aston provide volume and a flattering square outline.

The all rounder Clive flat cap suits most face shapes, including round face shapes.

Murray has a pared-down aesthetic with a square silhouette which sits higher than other flat cap designs.

The Otley design could work well for round face shapes with its structured look. Especially good for larger men.

The Otley design could work well for round face shapes with its structured look. Especially good for larger men.

 

2. NEWSBOY STYLE CAPS

The Max newsboy cap suits many people, but is perhaps particularly good on rounder face shapes, with its squareish outline. The signature asymmetric seams add a contemporary note.

The deep-fitting style Jack has a small pleat at each side, giving a little extra volume and a square silhouette.


Alonso: a military style peaked cap

Alonso: a military style peaked cap with structure and a squareish outline.

3. Peaked caps

 

3. Trilby hats

The Thompson hat has a square silhouette in both crown and brim, making it ideal for rounder face shapes.

Brannigan: a tall trilby hat. This is a symmetric style but its height and angular aesthetic could be flattering for round face shapes.

Brannigan: a tall trilby hat. This is a symmetric style but its height and angular aesthetic could be flattering for round face shapes.

Sedley would add both height and asymmetry with its tall crown and slanted tailored design.

Sedley would add both height and asymmetry with its tall crown and slanted tailored design.


Have a try and see for yourself

I hope you found these tips useful. Please let me know any thoughts or questions in the comments below.

The best way to see what fits is still to have a feel, try a design and see how you like it in person at an upcoming show or by appointment in the London studio.

All our hats, flat caps and beret-caps are made in-house, in the London studio by Karen herself. Everything is made to order and to size, to ensure the perfect fit. All online orders can be returned for a refund or exchange.