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Best Fedora Hats

For some people, a hat is more than just an accessory for warming the head, keeping it dry, or covering it during a bad hair day. For hat lovers, it is a fashion statement that leaves the head bare without one. Hats complement a wardrobe and even revamp your look. They’re so stylish that they are even an indicator of social status in some countries.

One of the most iconic hats of all time is the fedora. Widely associated with gangsters and the Prohibition, it was mostly popular between the 1920s and the early 1950s. While it went out of trend for some decades, it eventually resurfaced. Today, it continues to be a fashion piece worn by men and women of all ages. Celebrities have been able to pull off a fedora look without problems because this style of hat does not age. If you’re looking for a cool fedora to add to your hat collection, take a look at these great finds.

Buyers Guide

  1. What is a fedora?

    Answer: A fedora is a hat with a soft brim and indented crown. It is typically creased lengthwise down the crown and pinched near the front on both sides. Positioning of pinches can vary from teardrop crowns and diamond crowns to center dents.

  2. Who wears a fedora?

    Answer: In the early 20th century, fedoras were worn by both sexes. During the 1920s through the 1950s, they were popular among business executives, gangsters, detectives, journalists, and the Hollywood stars who played them. Today, fedoras are worn by men and women of all ages.

  3. Why did fedoras go out of style?

    Answer: Fedoras went out of style in the second half of the 1950s because of a shift towards more informal clothing styles. However, they went back in style in the 2000s, and today are worn by both men and women.

Our Top Picks


Simplicity Manhattan Structured Gangster Fedora Hat

  • Synthetic
  • 0.7 inches high and 14 inches wide
  • Teardrop shaped
  • Teardrop shaped

Stay stylish and trendy wearing this striped fedora. With a structured narrow brim with a short crown, it looks great on both men and women. Its teardrop shape adds personality to your look, making you a standout from afar. Made with a soft cotton blend that is lightweight, breathable, and comfortable, this fedora is perfect for any season of the year. Its stylish herringbone band features the iconic dorfman crest, while its satin lining helps prevent hat hair. This hat looks great for both casual and formal events including costume parties, picnicking, and lounging at the beach.


Bailey of Hollywood Braided Fedora Trilby Hat

  • Hand washable
  • Nice craftsmanship
  • Comfortable and stylish
  • With a polyester sweatband

Turn heads around wearing this trendy fedora. It features a teardrop crown with s pinched front, a custom color-mixed braid, and a 1.625-inch snap-brim and contrast rope grosgrain fashion band that’s finished with a comfort sweatband for a relaxing all-day support. Crafted stylishly, it flatters every face shape and creates any type of look you want. The fedora’s interior boasts of a soft and luxurious custom-woven polyester sweatband that offers an easy-to-wear shape and sleek appearance, making it a great addition to any fashionable wardrobe.


Peter Grimm Fedora Hat

  • Fashionable and iconic
  • Durable natural fiber
  • Comfortable to wear
  • Unisex fit

Look fabulous wearing this fedora. Made popular once again by fashion trendsetters and bloggers, it is tightly hand-woven from 100% natural Toyo straw for a durable weave that will last for many adventures to come. It’s a spin on the original natural straw Cuban hat, featuring a short, 1.5-inch upturned brim and a narrow, 4.5-inch crown with a striped band and iconic Peter Grimm rabbit logo. This fedora has a built-in soft sweatband ensuring comfortable all-day wear. It fits men and women, and comes in 3 convenient sizes.


Borges and Scott Teardrop Fedora Hat

  • 100% wool felt
  • Water resistant
  • Unisex
  • Crushable for travel

Be fab and classy wearing this plain black fedora. Made of 100% wool, it boasts of a modern teardrop crown that follows the shape of the head more closely, resulting in a more contemporary look. It has a sweat-wicking internal sweatband for a comfortable fit, and water-repellent properties that allow it to  withstand occasional showers but not heavy rains. Flattering on most head shapes, this fedora’s snap brim can be worn up or down. Handmade in Ecuador, it is very breathable.


Fancet Straw Fedora

  • Made of paper straw
  • Comes in various sizes
  • Packable and foldable
  • Stylish on both men and women

Stand out wherever you may be wearing this classic straw fedora. With an adjustable grosgrain tape built inside its sweatband, it fits most head sizes nicely. Its packable, foldable, and crushable material allows it to hold its shape so you can conveniently tuck it away in your suitcase or backpack. Breathable, lightweight, and ventilated, it does not overheat in hot weather, and the brim can also provide some sun shade. Occasional creases can easily be removed with a steam iron.


Melesh Classic Trilby Fedora Hat

  • Made of polyester wool and cotton
  • Lightweight and comfortable
  • With a non-removable band
  • Great for all seasons

Upgrade your daily look with this fedora. With a hat circumference of approximately 23 inches, it is suitable for most adults. Made of polyester wool and cotton, it is lightweight, keeping your head warm even in cool weather. The fedora’s strap can easily be adjusted, and its non-removable band makes it comfortable to wear. It’s the perfect hat for many activities like fishing, gardening, and camping.

Fedoras are one of the hats that have stood the test of time because of their unique and classy look. Even if they were once a dressy headwear, today, they can be paired with any casual clothing like t-shirts, jeans, blazers, and even jackets.