Shop for Big Size Hats

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling…

Related Products: Blue Straw Fedora | Straw Trilby | Trilby | Billy

  Please Note: Sizes run small, see sizing breakdown below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2   Made in the USA   Timeless craftsmanship meets comfortable functionality with Hidden Falls Wool Felt Fedora Hat. Perfect for…

Related Products: Stetson Crushable | Green Fedora | Fedora Made In Usa | Stetson Crushable Hats

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

Related Products: Summer Flat Caps | Summer Newsboy Caps | Cotton Newsboy Caps | Summer Scally Caps

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

Related Products: Polypropylene | Beige Fedora | Lightweight Fedora | Bailey's Stingy Brim

  Made in Italy   UPF 40+ Sun Protection   A handsome addition to Stetson's exclusive European line, the Linen Herringbone Trilby Fedora Hat, features fine materials and world-renowned craftsmanship. This fedora is crafted of linen fabric and finished with an ultra-fine…

Related Products: Lightweight Fedora | Stetson Trilby | Trilby | Linen Fedora

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

Related Products: Blue Fedora

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

Related Products: Linen Flat Cap | Linen Driving Cap | Linen Newsboy Cap | Linen Caps

  The Denney Toyo Straw Blend Fedora Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so…

Related Products: Black Straw Fedora

  Bailey has introduced an earflap newsboy for fall, making sure you are set for cold weather. The Rishton Earflap Wool Blend Newsboy Cap is made of an autumnal toned chevron pattern, this pattern continues onto the retractable flannel lined earflap. The earflaps tuck inside the cap when not…

Related Products: Wool Ear Flap | Wool Flat Cap | Ivy Cap Ear Flaps

  Celebrating over 100 years of fine American hat making, Bailey Hats presents the Arley Herringbone Wool Blend Newsboy Cap, part of their eponymous 1922 line of classics. Featuring an 8-panel design and sewn duckbill, the Arley brings two enduring styles - the newsboy and duckbill flat caps -…