All Products

  Made in the USA   Featuring an elongated teardrop crown (aka C-Crown), the Criss Wool LiteFelt Long Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon…

Related Products: Packable Fedora | Satin Lined Fedora | Bailey Fedora | Packable

  Forget the practical wide brim for great sun protection, forget the elastic sweatband that makes this hat so comfortable to wear - wearing the sur la tete Milan Boater makes me feel like Madeline - ready to take on the world. Channel your inner Madeline by wearing the sur la tete Milan…

Related Products: Boater | Sun Hats | Boater Hats | Straw Boater

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

Related Products: White Panama Hat | Panama White Straw Hats | Derby | Bowler

  Made in the USA A classic outback style with a touch of western flair, the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian…

Related Products: Straw Outback | Packable Cowboy Hat | Bailey Raindura | Outback Straw Hat

  Please Note: This style is designed to sit atop the head tilted to one side similar to a fascinator. This style is not meant to fit over your entire head as a traditional hat would.    Please fasten your seatbelt. Make sure your seat is in its full upright position ... sound…

Related Products: Pillbox Hat | Pillbox | Navy Blue Felt

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

  Please Note: This style is designed to sit atop your head similar to a fascinator. This hat is not meant to fit over your entire head as a traditional hat would.    You'll prowl around town like a panther when you wear the sleek sur la tete Panther Pillbox. The 100% wool felt…

Related Products: Pillbox Hat | Pillbox | Wool Felt

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

Related Products: Try On | Houndstooth Flat Cap | Newsboy | Houndstooth

  Bailey's Foster Herringbone Plaid Wool Earflap Newsboy Cap is a 8/4 cap made of a wool blend. Convertible earflaps make this the perfect option for a cold and windy day. An attractive herringbone pattern with contrasting stripes are the stand out detail. The Foster is fully lined making for…

Related Products: Newsboy Cap | Newsboy Cap With Ear Flaps | Plaid Newsboy Cap | Ivy Cap Ear Flaps

  Made in the USA   Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to! …

Related Products: Gambler | Gambler Hat | Seagrass | Water Resistant Hats

  Made in the USA The Perry Lanolux Wool Felt Fedora Hat is crafted of 100% virgin wool with a luxurious sueded finish. Lanolux hats undergo an extra sanding process to create a lightweight and packable "Touch Me" finish for an unbelievably soft feel. Trimmed with a smooth leather…

Related Products: Blue Fedora | Bailey Fedora | 3xl Fedora | Extra Small Fedora

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

Related Products: Palm Straw | Navy Straw

  Made in the USA   Old fashioned style can be great, like the Chisolm Wool Litefelt Cattlemen Western Hat from the Wind River collection from Bailey. This classic western features a beautiful crushable/packable, water repellent wool felt body, with a comfortable padded DRI-LEX®…

Related Products: Bailey Cattleman | Crushable Made In Usa | Small Brim Cowboy | Packable Litefelt

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

Related Products: Cuban Fedora | White Panama Hat | Panama | Panama White Straw Hats

  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

Related Products: Packable Fedora | Green Fedora

  Made in the USA   Bailey 1922 introduces their hybrid design of a traditional western with modern day style with the Niall Wool Felt Western Hat. The classic cowboy's cattleman crown is paired with a modern flat brim, mixing conventional with contemporary. The simple and narrow…

Related Products: Cowboy Hats | Cognac Hats | Small Brim Western Hats | Flat Brim

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

Related Products: Optimo Straw | Black Straw Fedora | Brown Straw Fedora | Palm Fedora

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey 1922. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the…

Related Products: Leather Ivy Cap | Leather Newsboy Cap | Suede Newsboy Cap | Distressed Leather

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey presents their Tully Plaid Panama Straw Western Hat, a striking new addition to their 1922 timeless collection. The Tully is a genuine Panama hat meticulously handwoven in Ecuador using 5 distinct straw hues for a…

Related Products: New Arrivals

  Made in the USA   The Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

Related Products: Open Crown Hat | Open Crown | Flat Brim | Wool Felt

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished…

  Take a step back in time with this stunning classic from sur la tete Hats. The Chloe Wool Felt Cloche Hat from sur la tete has a dimensional brim, trimmed with sleek soft feathers, an elegant satin band, and bow that makes this the perfect women’s dress hat for the season.   …

Related Products: Cloche | Womens Hats | Red Hats | Hat Band Feathers

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

Related Products: Linen Newsboy Cap

  Introducing the Bailey Waits Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope Crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

Related Products: Pork Pie Hat | Crushable Pork Pie Hats | Porkpie

  Made in the USA   Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe.…

Related Products: Bailey Fedora

  Take a stroll along the beach or dine al fresco in style with the new Lily Linen Sun Hat by sur la tête! Made of a fresh linen and cotton blend in a sophisticated sand hue, the Lily Sun Hat compliments almost any look and is perfect for both leisure and travel. Its stylish upturned brim can…

Related Products: Breathable Sun Hat | Sur La Tete | Packable Travel Hats | Linen

  Stylish with great functionality is what the Zee Toyo Straw Western Hat from sur la tete is all about. Constructed of a lightweight toyo straw the classically shaped cowboy hat is detailed in a sleek black leather hat band.   Approx. 4 1/4" Teardrop Crown 3 1/2" Wired Shapeable…

Related Products: Wire Brim Straw Hat | 3" Brim Western Straw Hats | What Is Toyo Straw | Cowgirl Hats

  Made in the USA   The Nilson Fur Felt Fedora Hat is from Bailey is part of their Superior Fur Felt collection. Features a Japanese grosgrain ribbon hat band with an origami half bow. This is finished with a vintage flooring nail. This is a Bailey favorite, full of elegance and…

Related Products: Flat Brim | Fedora | Fedora Made In Usa | Small Brim Fedora