Cowboy Hat Fitting Guide

Finding the right fit is key to enjoying your Tailor Hat to the fullest. Follow this simple guide to measure your head and find the perfect size that feels comfortable and secure.

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Hat Fitting Guide

The right hat starts with the right fit. A hat that looks great but fits poorly isn't a great hat. Here's how to get it right.

Your Tailor size

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How to Measure Your Head

  1. Use a soft tape measure. A string and a ruler work too.
  2. Wrap it where the hat will sit: about a finger-width above your eyebrows and the tops of your ears, around the back of your head.
  3. Keep it snug, not tight. Measure twice.
  4. Use the larger number if you get two readings, and check it against the chart below.

Cowboy Hat Size Chart

[Confirm Tailor's size range and whether letter sizes apply to any products.]

Hat sizeInchesCentimetersLetter
6 ⅝20 ⅞"53XS
6 ¾21 ¼"54S
6 ⅞21 ⅝"55S
722"56M
7 ⅛22 ⅜"57M
7 ¼22 ¾"58L
7 ⅜23 ⅛"59L
7 ½23 ½"60XL
7 ⅝23 ⅞"61XL
7 ¾24 ¼"62XXL

Long Oval vs. Round

Two heads can measure the same and need different hats. Most people have a regular or long oval head: longer front to back than side to side. A long oval head in a regular oval hat will feel tight on the forehead and back and loose on the sides.

Tailor hats are built on a [regular / long oval] block. [Note any shapes offered in other ovals.] If a hat presses on your forehead but rocks side to side, the oval is the problem, not the size.

How Tight Should a Cowboy Hat Be?

Snug enough to stay on in a breeze, loose enough that you forget it's there. You should feel even contact all the way around with no pressure points.

  • Too tight: red line on your forehead, headache after an hour, hat rides up.
  • Right: even contact, sits level, stays put when you nod.
  • Too loose: drops toward your eyebrows, slides when you turn, lifts in wind.

Where a Hat Should Sit

Roughly level, a finger-width above your eyebrows in front and just above your ears on the sides. Tip it forward slightly if you like, but if it's touching your ears or resting on your brow, it's too big.

Tailor's Adjustable Sweatband

[Describe how the adjustable sweatband works: how far it adjusts, how to tighten or loosen it, and what it can and can't fix.] It's built for fine-tuning, so you can dial in the fit at home instead of stuffing tape behind the band.

Between Sizes and Long Hair

Between sizes: size up and use the adjustable sweatband to bring it in. A hat that's slightly big can be tightened. One that's too small can only be stretched so far.

Long hair: measure the way you'll wear it. Hair worn down, in a low ponytail or a braid changes your measurement, sometimes by a full size.

When to Get Fitted in Person

If you have an unusual head shape, or have never owned a felt hat, get fitted. Our retail partners and our hat makers on the road can fit, shape and adjust your hat in minutes.