Fashion & Beauty

The Best Fall Hats for Your Face Shape

A cute fall hat can instantly turn a bland outfit into a stunning fashion ensemble IF it’s the right fit. Learn what hat styles best flatter your face shape so you can rock this chic accessory this fall!


Hats are such a fabulous wardrobe accessory, especially in the fall!. At first, I was a little hesitant to start wearing hats. Maybe because it was new or different. Or not that many people wore them. But over the years, my “hat confidence” has grown and now I love finding new ways to style and wear them. Hats, just like sunglasses, come in many shapes, styles, and colors. And just like sunglasses, there are certain hat shapes, styles, and colors that are more flattering on certain face shapes. While there are many face shapes that don’t fit neatly into one category. most can be identified as circle, square, oval, heart, or diamond. In this blog post, I share tips to help you find the best fall hats for your face shape.


Circle

Circle face shapes usually are symmetric, have subtle cheekbones, and very few angles. The face is normally a shorter length and the cheekbones are the widest part of the face.

Find hats with angularity and tall crowns to balance the fullness of a round face. Hats with irregular brims are flattering because they contrast the symmetry of this face shape.

Fall Hats for Circle Face Shapes

Textured Rancher, $60 | White Cowboy Rancher, $70 | Short Brim Fedora, $39 | Black Rancher with Suede Trim $79 | Link Trimmed Fedora $69 | Grey Wool Fedora, $84


Square

No ones face is actually a true square shape. This term is referred to faces that have a pronounced square jawline. Usually this face is symmetric with striking cheekbones and very few curves.

Find hats that play down the angles and have smooth round shapes. Hats with wide brims, round crowns, and floppy or slouchy features offer a flattering contrast to the sharp jawline.

Fall Hats for Square Faces

Bow Back Baseball Cap, $48 | Leopard Print Cloche, $36 | Camel Beret, $36 | Slouch Beanie, $19.95 | Burgundy Knit Cloche, $28 | Velvet Newsboy Hat, $48 | Slouchy Knit Cabbie, $38 | Slouchy Lieutenant Cap, $38 | Fisherman Cap, $45 | Beret with Faux Leather Band, $75 | Wool Felt Baker Boy Hat, $70 |


Oval

Oval, sometimes called long, face shapes are easy to recognize because they are longer than they are wide. The cheekbones are the widest part of the face and the jawline is curved with no sharp angles.

Almost any hat style will flatter an oval face shape. Try to stick to hats with short crowns because a tall crown will only add height to the already elongated shape. Wide brim and flared hats will add contrast to soft round features especially when worn across the middle of the forehead.

Fall Hats for Oval Faces

Burgundy Knit Cloche, $28 | Leopard Print Cloche, $36 | Wool & Cashmere Baseball Hat, $65 | Slouchy Knit Beanie, $19.95 | Textured Baseball Cap, $38 | Black Rancher with Suede Trim, $79 | Grey Wool Fedora, $84 | Slouchy Lieutenant Cap, $38


Heart

Heart shaped faces can sometimes look like a circle or square shape. The forehead and cheekbones are usually the widest part of the face with a slender angled jawline.

Hats with front-only brims look great with a heart shape because it doesn’t add width to the sides of the face. Hats with a prominent crown can also help balance the width of the face.

Fall Hats for Heart Faces

Felt Bucket Hat, $48 | Wool & Cashmere Baseball Cap, $65 | Slouchy Knit Beanie, $19.95 | Bow Back Baseball Cap, $48 | Black Rancher with Suede Trim, $79 | Short Brim Wool Fedora, $39 | Link Trimmed Fedora, $60 | Cowboy Rancher, $70


Diamond

Diamond face shapes are characterized by high wide cheekbones. Usually the chin and forehead are narrow which accentuate the diamond shape.

Hats with wide brims provide a nice contrast to the diamond shape. Styles that are wide, slouchy, and floppy also add width to the top of the forehead. Try wearing the hat so it sits on the back of the head to maintain proportions between the forehead and jawline.

Fall Hats for Diamond Faces

Textured Rancher, $60 | Grey Wool Fedora, $84 | Camel Beret, $36 | Black Rancher with Suede Trim, $79 | Beret with Faux Leather Brand, $75 | Slouchy Lieutenant Cap, $38 | Velvet Newsboy Cap, $48 | Slouchy Lieutenant Cap, $38 | Felt Baker Boy Hat, $70 | Fisherman Cap, $45


While it’s important to find a hat that both fits and flatters your face shape, its more important that you feel confident about the way you look in your new fall hat. These tips are just ideas, not strict fashion rules, so feel free to play around with the styles you like best. Because the best fall hats for your face shape are the ones that make you feel beautiful both inside and out. And for tips on finding sunglass styles for your face shape, read this blog post.