Upcycled Straw Hats

How to Choose a Hat for Every Face Shape

By Eric M Javits Jr7 Min Read

To choose a hat for your face shape, work with two proportions: brim width and crown height.

Long faces want width and a low crown; round faces want height and angles; square faces want soft curves; heart-shaped faces want a medium brim to balance a wider forehead; oval faces wear nearly anything.

Get those two proportions right and the hat frames the face rather than fighting it. the principle every silhouette in the wide-brim hats collection is drawn around.

Below: how to identify your face shape, the ideal brim and crown for each, and which hat delivers it.

How to Identify Your Face Shape

Pull your hair back and look straight into a mirror.

Compare three widths, forehead, cheekbones, jaw and the overall length:

  • Oval: length about 1.5× width; forehead slightly wider than jaw; softly rounded.
  • Round: length and width nearly equal; full cheeks; soft jaw.
  • Square: width and length similar; strong, angular jaw; straight sides.
  • Heart: wide forehead and cheekbones tapering to a narrower chin.
  • Long (oblong): noticeably longer than wide; forehead, cheeks, and jaw similar in width.

For a deeper walkthrough with measurements: ultimate guide to face shapes.

The Right Hat for Every Face Shape

Oval Face: Almost Anything: Mind the Proportion

oval face of a women

The oval face is the milliner's ideal because it is already balanced. Wide brims, cloches, fedoras, and buckets all work. The one guideline: keep the brim no wider than the shoulders and the crown no taller than the face is long, so the hat frames rather than overwhelms.

A dramatic wide-brim like the Giant Floppy, 11 inches, UPF 50+, is exactly the statement an oval face can carry.

Ideal brim: any

Ideal crown: medium

giant floppy hat for oval face

Round Face: Add Height and Angles

A round face gains from vertical line. Choose taller crowns, angular or asymmetric brims, and structured shapes, a fedora with a pinched crown, a wide brim tilted to one side.

Avoid rounded, close-fitting crowns and cloches that hug the head; they echo the roundness instead of counterbalancing it.

Full detail: choosing hats for a round face.

Ideal brim: medium to wide, worn tilted

Ideal crown: tall, structured

Pick: the Antigua, 5-inch brim, pinched crown, hand-blocked

antigua straw hat for round faces

Square Face: Soften the Angles

A strong jaw wants curves. Choose rounded crowns, softly sloping or floppy brims, and cloche silhouettes that draw the eye down and around rather than across.

Avoid sharp, flat brims and boxy crowns, which repeat the angles of the jaw.

Ideal brim: soft, curved, medium to wide

Ideal crown: rounded

Pick: the Bella Floppy, relaxed brim, packable, UPF 50+

bella floppy hat for square faces

Heart-Shaped Face: Balance the Forehead

A wider forehead and narrower chin are balanced by a medium brim that adds width at the jawline visually, and a crown that is neither too tall nor too narrow.

Cloches and medium-brim fedoras flatter; very tall, narrow crowns and tiny brims exaggerate the taper. Steer clear of oversized brims that make the chin look smaller still.

Ideal brim: medium, 3–5 inches

Ideal crown: medium, slightly rounded

Pick: the Sheniaâ„ĸ Bow Cloche, 3-inch brim, UPF 50+

shenia cloche hat for heart faces

Long Face: Add Width, Lower the Crown

A long face is balanced by horizontal line: wide brims and low, flatter crowns shorten the visual length. Avoid tall crowns and narrow brims, they extend the face further.

Floppy wide-brims, boaters, and low-crown fedoras all work; worn level rather than pushed back, they do the most good.

Ideal brim: wide, 4 inches and up

Ideal crown: low

Pick: the Bey Wide Brim Boater, 7-inch flat brim, low crown

bey straw hat for long faces

Face Shape and Hat at a Glance

Face Shape Ideal Brim Ideal Crown Best Styles Avoid
Oval Any (≤ shoulder width) Medium Wide-brim, fedora, cloche, bucket Oversized in every direction
Round Medium–wide, tilted Tall, structured Fedora, angular wide-brim Rounded close crowns, cloche
Square Soft, curved, medium–wide Rounded Floppy brim, cloche Flat sharp brims, boxy crowns
Heart Medium (3–5") Medium, rounded Cloche, medium fedora Tall narrow crowns, tiny brims
Long Wide (4"+) Low Boater, floppy wide-brim Tall crowns, narrow brims

Beyond Face Shape: Three More Proportions

  • Height. Petite frames suit narrower brims and lower crowns; tall frames can carry generous brims without being overwhelmed.

  • Hairstyle. Volume at the sides shortens a long face; hair pulled back lets a wide brim frame the face fully. Choose the hat for the hair you actually wear.

  • Occasion and season. The best-proportioned hat still has to suit the day, straw and engineered SquisheeÂŽ for sun (the UPF 50+ hats range covers every shape above), felt for the cold months. How the two interact: ideal hat style based on face shape.

Why Proportion Is a Design Principle Here

Eric Javits trained as a painter and sculptor before turning to millinery in 1985 and the fascination that drew him to hats was precisely this: the way a form can flatter and alter the face.

Every silhouette since has been drawn with that eye. It is why the brim widths across the range run from 2.75 to 11 inches, and why the crowns are shaped by hand over wooden blocks rather than pressed to a single mold, proportion is the product.

Summary: Choosing the Right Hat for Your Face Shape

Identify the shape, then choose the two proportions that balance it: width and a low crown for a long face, height and angles for a round one, soft curves for a square jaw, a medium brim for a heart-shaped face, and nearly anything, in proportion, for an oval.

Try the hat on level, then tilted; the mirror will confirm the choice.

The right hat for every face shape is the one drawn to flatter it and choosing well is simply a matter of knowing which lines your face wants.

FAQs: How to Choose a Hat for Every Face Shape

How do I know my face shape for a hat?

Pull hair back, look straight into a mirror, and compare forehead, cheekbone, and jaw width against face length. Equal width and length with soft edges is round; angular jaw is square; wide forehead tapering to the chin is heart; noticeably longer than wide is long; balanced and softly rounded is oval.

What hat suits a round face?

Hats that add height and angles: fedoras with taller, pinched crowns, structured wide-brims worn tilted, and asymmetric shapes. Avoid rounded, close-fitting crowns and cloches that repeat the roundness.

What hat suits a long face?

Wide brims of 4 inches or more with low, flatter crowns, boaters, floppy wide-brims, low-crown fedoras. Avoid tall crowns and narrow brims, which lengthen the face further.

What hat suits a square face?

Softly curved or floppy brims and rounded crowns, cloches and relaxed wide-brims that soften the jawline. Avoid flat, sharp brims and boxy crowns that echo its angles.

What hat suits a heart-shaped face?

A medium brim of 3–5 inches with a medium, slightly rounded crown, cloches and medium fedoras, which balances a wider forehead against a narrower chin. Avoid tall narrow crowns and very small brims.

Does brim width matter more than crown height?

Both matter, and they work together: brim width controls horizontal balance, crown height controls vertical. A long face needs a wide brim and a low crown; a round face needs a taller crown and a tilted or angular brim.

Fix one without the other and the balance is only half achieved.