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Locate a hat shop in your area, and pay them a visit. Check out different hat styles that you might be interested in, and try on many hats. Bring a friend with you to get a second opinion on what looks good. You can also do this with hats you have at home. Try on hats in a variety of sizes until you find one that feels right. You might even ask a sales associate to help you find a hat that fits you properly. When you find a hat that fits, look at the size. Many hats will be sized as small, medium, large, or extra large. Some hats will have more specific sizes, ranging from 6 ¾ to 8+. Try to figure out both your general hat size, as well as your more specific hat size. It can be important to know both. This isn't an exact science. There will be some variation from brand to brand.
Visit a hat shop. Find a hat that feels comfortable. Note the size.