All Products

  Made in Italy Although superseded by the Panama hat in this century, the Skimmer was for many decades the man's straw hat of choice. The Italian Skimmer by Capas is Made in Italy from 4-ply Koberg straw. This is an authentic, high quality Skimmer hat often assiciated with barber shop…

Related Products: Boater Hats | Boater | Skimmer | Xxl Straw Hats

  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 | White Fedora | Xxl Straw Fedora | Summer Fedora

  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: Basalt | Wool Felt Fedora | Purple Hats | Crushable Fedora

  A new hat band can do wonders to freshen up any old hat, may we suggest the 3-Pleat Cotton Puggaree Hat Band by Capas Headwear. Featuring a multitude of great colors, this pug hat band is made of 100% cotton. Need to dress your hat up in something new? Look no further than the 3-Pleat Cotton…

Related Products: Hat Bands | Hatbands | Mens Hat Bands | Cotton 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: Small Brim Straw | Cuban Hats | Packable Straw Hat | Summer Trilby

  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: Straw Trilby | Toyo Straw Fedora | Xxl Fedora Hats | Crushable

  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 Scally Caps | Pink Flat Cap | Unique | Pink

  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: Brown | Stetson Beaver | Beaver | Beaver Fedora

  Featuring a soft and relaxed garment washed cotton twill construction, the LoPro Washed Cotton Strapback Baseball Cap by Otto is a comfortable, unstructured classic baseball cap. A low profile unstructured crown allows for a great fit and comfortable wear all day long. This baseball cap…

Related Products: Low Profile Fitted Baseball Caps | Maroon Caps | All Cotton Baseball Caps | Low Profile Cap

  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: Pork Pie Hat | Wide Brim Pork Pie Hat | Wide Brim Pork Pie | 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 | Wool Hats | 3 Inch Crown Fedoras | Felt Fedora

  Introducing the Bailey Wait 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: Waits | Pork Pie | Crushable Pork Pie Hats | Braided Pork Pie

  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: Linen | Linen Newsboy Cap | Linen Flat Cap | Oversize Flat Cap

  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: Safari Hat | Rain Hats | Rain Fedora | Bailey Fedora

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

Related Products: Extra Large Panama Hat | Grey Straw Hats | Wide Brim Straw Fedora | 3 Inch Crown Fedoras

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

Related Products: Poly Braid | Mannes | Grey Fedora | Grey Straw Hats

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan 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 unbelievably…

Related Products: Bailey Fedora | Tan Fedora | Snap Brim Fedora | Stingy Brim

  Please Note: This style runs large, see sizing details below or call us at 1-888-847-4287 for help with sizing. S = 7 M = 7 1/4 L = 7 1/2 XL = 7 3/4   Incredibly breathable and lightweight, the Seagrass Straw Ascot Cap by Capas Headwear is unique among straw caps. Featuring an open…

Related Products: Straw Cap | Seagrass Straw | Unique | Seagrass

  Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat  by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium LiteFelt® for a soft, packable and water repellent…

Related Products: Humphrey Bogart | Crushable Mens Fedoras | Grey Fedora | Mens Hats

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

Related Products: Pork Pie Hat | Pork Pie | Bailey Pork Pie | Straw Pork Pie

  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

Related Products: Summer Fedora | Bailey Fedora | Straw Trilby Hat | Bailey Straw Hats

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

Related Products: Dri-lex Sweatband | Long Oval Straw | Long Oval | Extra Large Cowboy Hats

  Looking for something simple and to the point? Not everyone is searching for the most colorful over the top hat of the season. Some people just want a simple baseball cap. We know that, so we want to make sure we fill your needs as well with this 6 Panel Baseball Cap. Comfortable,…

Related Products: Extra Large Baseball Caps | Fitted 6 3/4” Baseball Caps | Green Baseball Hats | Red Wool Hats

  Looking for something simple and casual? A quick grab when you are going for a walk around the neighborhood or challenging your friend to a game of tennis. A hat that is comfortable, adjustable, and to the point, the Cotton Twill Sport Visor is the perfect choice.   Approx. 2 1/2"…

Related Products: Visor

  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…

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

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

Related Products: Straw Fedora | Snap Brim Straw Hats | Small Head Hats | 2 1 2 Brim Straw Fedora

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

Related Products: New Arrivals | Boater Hats | Straw Boater

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

Related Products: Pencil Brim | Pencil Roll Brim | Small Brim Western Hats Gus | Gus Hats