All Products

  Made in the USA Introducing the Firehole Crushable Wool LiteFelt Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up…

Related Products: Small Brim Western Hats | Packable Litefelt | Cowboy Hats | Usa Cowboy 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: Bailey Fedora | Straw Trilby | Crushable Straw | Straw Stingy Brim

  Made in the USA Destined to be your new favorite outdoor hat, the Montana Wool Felt Campaign Hat by Bailey. Not just for park rangers, the Montana is a trendy headwear piece featuring a leather hat band with etched coordinates and a moisture wicking sweatband. Wonderfully…

Related Products: Campaign Hat | Montana Peak Hat | Montana Peak | Montana

  Made in the USA   The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon…

Related Products: Homburg | Godfather Hats | Homberg Hats | Godfather

  The traditional 6 panel baseball cap has a fused buckram skeleton that forms the rounded athletic crown. Complete with spandex woven into the cotton twill baseball cap, the FlexFit Mid-Pro Baseball Cap is extremely comfortable with a little stretch. Limited supply at this price. Don't be…

Related Products: Fitted Baseball Caps | Sized Baseball Caps | Closed Back Baseball Caps | Extra Large Baseball Caps

  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: Straw Trilby | Billy | White Straw Fedora | Bailey Billy

  Made in the USA Introducing the Bailey Draper III Fur Felt Fedora Hat. For those that love their fur fedoras you can't go wrong with this piece and the gorgeous colors it comes in. The fur is a mix between rabbit and beaver and is soft to the touch.    Approx. 4 1/2"…

Related Products: Fur Felt Fedora Hat | Fur Felt | Beaver Felt Fedora | Bailey Fedora

  Please Note: This style fits towards the smaller end of its generalized letter size. See 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 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

Related Products: Derby | Bowler | Extra Large Size Hats Bowler | Bowler Xxl

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

Related Products: Red Hats | Trilby | Hat Bands | Grey Trilby

  Made in the USA   We love the retro vibes the New York Hat Company is giving us this spring and the same is true with the 1900 Lambskin Leather Ivy Cap. Made of genuine lambskin leather, this cap features a classic ivy paneled design, a flat bill and elegant stitching that adds…

Related Products: Leather Newsboy Cap | Leather Ivy Cap | Leather Hats | Leather Scally Caps

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

Related Products: Black Straw Fedora | Summer Fedora | White Fedora | Xxl Straw Fedora

  Made in the USA   The New York Hat Company's Lambskin Leather Fedora Hat is a sleek and stylish trilby sending us back to the days of Frank Sinatra and 1940s' private eye films. The 100% leather design from lambskin adds a slightly modern twist, while the lightweight body and satin…

Related Products: Leather Fedora | Black Leather Fedora | Leather Hats | Leather

  A 6-panel, low profile fitted baseball cap is one of the most comfortable caps around. Spandex has been woven into the garment washed cotton crown enabling the baseball cap to stretch without disrupting the classic shape. The inner sweatband is also elasticized for an easy fit. There are 6…

Related Products: Fitted Baseball Caps | Low Profile Fitted Baseball Caps | Fitted 7 3/4” Baseball Caps | Cotton Fitted Cap

  Made in the USA   Bailey's Guthrie 7X Shantung Straw Western Hat is made in the USA of high-quality, stiff 7X shantung straw in a classic cattleman design. Its lightweight design features a cattleman crown with three ventilation eyelets per side, a narrow two-ply grosgrain ribbon…

Related Products: Small Brim Western Hats | 3" Brim Western Hats | 3" Brim Western Straw Hats | Bailey Straw Hats

  Made in the USA Introducing the Roderick Wool Felt Western Hat by Bailey. The hat band is the true focal piece of this hat, the black leather hat band is decorated with a white stitching throughout the band. The side of the band is adorned with a little metal belt buckle to give…

Related Products: Extra Large Cowboy Hats | Size 7 7/8 Cowboy Hat | Cowboy Hats | 7 3/4 Cowboy Hat

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Wool Felt Western Hat by Bailey. This is the classic western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece. …

Related Products: Size 7 7/8 Cowboy Hat | Long Oval | 7 3/4 Cowboy Hat | Long Oval Cowboy Hats

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

Related Products: Bailey Fedora | Packable Litefelt | Mens Felt Hats | Mens Hat Bands

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

Related Products: Trilby | Bailey Crushable | Grey Straw Fedora | Summer Fedora

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

Related Products: Oversize Newsboy | Linen Newsboy Cap | Lightweight Newsboy Cap | Black Flat Cap

  The traditional 6 panel mid-profile baseball cap has a fused buckram skeleton that forms the rounded athletic crown. Spandex has been fused with the polyester calocks tricot (mesh) to allow for maximum stretch and comfort. Each panel has a tonal thread sewn eyelet for ventilation. The inner…

Related Products: Fitted Baseball Caps | Fitted 6 3/4” Baseball Caps | Elastic Baseball Cap | Fitted 7 3/4” Baseball Caps

  The traditional 6-panel baseball cap has a fused buckram skeleton that forms the rounded athletic crown. Spandex has been woven into the brushed cotton twill baseball cap to allow for maximum stretch and comfort. Each panel has a tonal thread sewn eyelet for ventilation. The inner…

Related Products: Closed Back Baseball Caps | Fitted 6 3/4” Baseball Caps | Fitted Caps | Sized Baseball Caps

  A 6-panel, low profile fitted baseball cap is one of the most comfortable caps around. Spandex has been woven into the garment washed cotton crown enabling the baseball cap to stretch without disrupting the classic shape. The inner sweatband is also elasticized for an easy fit. There are 6…

Related Products: Low Profile Fitted Baseball Caps | Fitted Baseball Caps | Closed Back Baseball Caps | Elastic Baseball Cap

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

Related Products: Black Straw Hats | Straw Trilby | Xxl Straw Fedora | Packable Fedora

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

Related Products: Rain Hats | Vegan Fedora | Cotton Fedora | Bailey Fedora

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

Related Products: Porkpie | Telescope Crown | Pork Pie Hat | Pork Pie

  The Reffell Leather Ivy Cap is constructed of top grain smooth leather and boasts a metal plate with a Bailey insignia. This is an ivy cap made from soft, supple leather featuring a smooth lining and comfortable sweatband. Perfect for any time of the year!   Approx. 10 1/2" Front…

Related Products: Leather Scally Caps | Ivy Caps | Leather Driving Cap | Scally Cap

  Made in the USA   The Be Bop Coconut Straw Pork Pie Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a popular telescope crown and snap brim,…

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

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an…

Related Products: Wool Felt Fedora | Felt Fedora | Trilby | 2" Brim Felt Fedora