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Bailey Contemporary Style Hats

Bailey of Hollywood Contemporary Style Hats. Bailey has a dynamic Collection of fine hats with a modern flair. These hats feature smaller brim widths, shaped crowns, braid material and unique trimming.

DelMonico Hatter, U.S. Hat Retailer of the Year, has a full selection of Bailey Contemporary Hats to suit your style.

Bailey Mannes Hat
Sale Price: $51.00    Price: $60.00

Bailey Mannes is a multi-colored braid straw hat with a textured hat band that goes well with the color of the hat. The low c-crown shape measures 3 3/4"; it has a pinch. Bailey Mannes has ... Read more »
Bailey Spencer Litestraw Hat
Sale Price: $63.75    Price: $75.00

Bailey Spencer is a Litestraw(R) hat included in the Bailey Casual Straw Collection. Crown on this hat is teardrop style. The 2 3/8" casual brim can be worn turned-down all the way around. ... Read more »
Bailey Salem Packable Hat
Sale Price: $51.00    Price: $60.00

The Bailey Salem Hat is a classic braid fedora with a center dent crown and 2 inch snap brim. Flexible and soft, this hat is finished with a bright striped band for a cheerful and elegant summert ... Read more »
Bailey Wynn Hat
Sale Price: $68.00    Price: $80.00

Bailey Wynn is a Litefelt hat included in the Bailey Contemporary Collection. Litefelt hats are crushable, packable, water repellent and comfortable to wear. The Bailey Wynn has a 1 3/4 inch co ... Read more »
Bailey Darron Hat
Sale Price: $68.00    Price: $80.00

Bailey Darron Telescope-Crown Hat - New from Bailey and Made in USA, Darron has a telescope crown and a 1 1/2" brim that can be snapped-down in the front or worn turned-up all the way-around ... Read more »
Bailey Elliott Trilby Hat
Sale Price: $51.00    Price: $60.00

The Bailey Elliott is a straw braid trilby style fedora with a pinched front crown and snapped down 2" brim. This contemporary looking straw hat has a simple fabric hat band and is a light b ... Read more »
Bailey Gorman Hat
Price: $57.50

The Bailey Gorman Hat is a sharp looking flexible braid fedora with a vented center dent crown and 2 inch snap brim. This hat has a contrast colored brim edge and matching hat band trim for a bol ... Read more »
Bailey Mannesroe Hat
Sale Price: $51.00    Price: $60.00

The Bailey Mannesroe Hat is a flexible braid fedora with a classic center dent crown and 2 inch snap brim. This handsome hat is multi-colored, with a solid crown and multi-braid brim. The hat ban ... Read more »
Bailey Castro Hat
Sale Price: $59.50    Price: $70.00

The Bailey Castro Hat is a bold new fedora from Bailey. Made of a multicolored melange yarn braid, this cleverly braided hat has a center dent crown and 2 inch snap brim, and is trimmed with a ma ... Read more »
Bailey Chaplin Bowler Hat
Sale Price: $127.50    Price: $150.00

The Bailey Chaplin Bowler Hat is a brilliant warm weather version of the classic round crown derby. Made of lightweight panama straw with a flexible 2 inch bound edge brim, this hat features a wi ... Read more »
Bailey Birks Straw Baseball Cap
Price: $54.00

The Bailey Birks Straw Baseball Cap is a blend of military inspired design- with a flat, blocked crown and rounded front peak- and a traditional baseball cap style with a warm weather twist. Made ... Read more »
Bailey Crowe Pork Pie Hat
Sale Price: $80.75    Price: $95.00

The Bailey Crowe Pork Pie Hat shows sometimes simple is best with a stripped down version of the classic pork pie hat. This jazzy style has a traditional telescope crown and modern 1 1/2 inch sti ... Read more »
Bailey Inglis Litefelt Fedora
Sale Price: $80.75    Price: $95.00

The Bailey Inglis Litefelt Fedora is a clever modern fedora with a centerdent grad crown and wide unstructured 3 inch brim that slopes down in both front and back. Made from Litefelt, this hat is ... Read more »
Bailey Inman Litestraw Porkpie Hat
Sale Price: $72.25    Price: $85.00

The Bailey Inman Litestraw Porkpie Hat is a flattering telescope crown porkpie hat made from flexible, water resistant Litestraw with a durable outer coating and smooth finish. Expertly woven wit ... Read more »
Bailey Telemannes Porkpie Hat
Sale Price: $55.25    Price: $65.00

The Bailey Telemannes Porkpie Hat uses the mixed colors of braided synthetic straw Bailey has made popular in other hats and forms them into a fashionable porkpie style hat for a whole new look t ... Read more »
Bailey Templer II Hat
Price: $375.00

The Bailey Templer II Hat is a new fashion-forward hat from Bailey's fall 2016/17 collection. With a sharp pinch centerdent crown and a wide 3" moldable brim this hat is a modern take on the clas ... Read more »
Bailey Redd Hat
Price: $375.00

The Bailey Redd Hat is a high-end fashion forward fedora from Bailey's new fall line. This fedora features a tall teardrop crown which slopes down in the back to give a dramatic shape to the crow ... Read more »