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  This item is FINAL SALE. Fancy yourself an Ivy Leaguer? Do you own all the right slacks and ties, yet lacking in your Ivy headwear? We have your covered, literally, with our new bulk item; the Ivy League. You pick your size and we will do the rest. You will receive a $100 value of…

Related Products: Big Apple Cap | Greek Fisherman | Big Apple | Wool Newsboy

FINAL SALE   * Fedoras in picture are examples. These are not the items you will be receiving in your kit. You cannot request a specific hat.   How you would look in a new fedora? Great, I am sure. How about having options of fedoras? One for the office, one for the weekend,…

Related Products: Derby | Straw Pork Pie | Pork Pie | Fedora

  FINAL SALE   * You cannot request a specific hat. Flex your mad hat skills with the three staples of any hat aficionado, the flat cap, beanie and fedora. We are bringing you this trifecta of hats with our newest bulk item offering from Village Hat Shop, the Triple Threat - Three…

Related Products: Straw Cap | Leather Caps | Fidora | Leather Flat Cap

  Summer, Winter, Autumn or Spring, whether skies are gray or blue, we've got you with the Men's Every Season Covered Pack! The Discover Hiker Cotton Outback Hat is perfect for any warm weather outing while the Classic Cotton Ivy Cap can be worn from spring until late fall. And the 100% wool…

Related Products: Summer Flat Caps | Grey Fedora | Summer Driving Cap | Torrey

  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: Black Straw Fedora | Crushable Straw | Straw Fedora | Bailey Straw Hats

  Please Note: Due to the handmade nature of Pith Helmets, be advised there might be minor imperfections in the construction of the hat. These imperfections do not hinder the look or wear of the helmet.    Made in Vietnam   This Indian style pith helmet, a.k.a. the Bombay…

Related Products: Pith Helmet | Pith | Big Head Pith Helmet | Pith Helmet Extra Large

  Please Note: Due to the handmade nature of Pith Helmets, be advised there might be minor imperfections in the construction of the hat. These imperfections do not hinder the look or wear of the helmet.    Made in Vietnam   This French style pith helmet is the original…

Related Products: Pith Helmet | Pith | Pith Helmet Extra Large | French

  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: Summer Fedora | Black Straw Fedora | Womens Straw Fedora | Mens White Hats

  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 | Small Brim Straw Western Hats | Bailey Guthrie

  Made in Canada   The Wool Military Beret with Lambskin Band is proudly made in North America by the same manufacturer who supplies berets for the American military (Green Berets) as well as for the Royal Air Force of Great Britain. Berets have been a part of the military uniform…

Related Products: Military Beret | Red Beret | Green Berets | Beret Made In Canada

  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 | Campaign | Montana Peak | Montana

  Please Note: Navy Blue grosgrain ribbon hat band on Natural/Navy is very dark Navy Blue.   Handwoven, Blocked & Finished in Ecuador   The Cuenca Panama Straw Bolero Hat from 3 Regions Trade Co. is based upon the historical working hat worn on the plains of Patagonia.…

Related Products: Wide Brim Panama Hat | Sun Hats | Wide Brim Bolero Hat | Bolero

  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: Small Brim Straw | Straw Trilby | Stingy Brim | Navy Straw

  Please Note: This style runs one size (1/8) too small. See below for fit or call us at 1-888-847-4287 for help with sizing.  6 3/4 = 6 5/8 6 7/8 = 6 3/4 7 = 6 7/8 7 1/8 = 7 7 1/4 = 7 1/8 7 3/8 = 7 1/4 7 1/2 = 7 3/8 7 5/8 = 7 1/2 7 3/4 = 7 5/8   Made in Mexico   Bailey…

Related Products: Extra Large Cowboy Hats | Black Straw Hats | Straw Cowboy Hats | Black Western Straw Hat

  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 | Brown Western Hat | Bailey Crushable | Bailey Western Hats

  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 | Packable Fedora | Stingy Brim | Cuban Hats

  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: Navy Blue Hats | Tino | Bailey Fedora | Wool Felt 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: Pork Pie Hat | Wide Brim Pork Pie Hat | Stiff Brim | Porkpie

  Made of 100% washed cotton twill, the VHS Bucket Hat is an everyday wardrobe staple. Simple and straightforward, the VHS Bucket Hat features a soft construction and classic two-inch brim for casual sun protection. Completely packable and crushable, the VHS Bucket Hat can be easily folded and…

Related Products: Bucket Hats | Small Brim Bucket Hat | Cotton Bucket Hats | Mens Bucket Hats

  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 Fedora | Fedora | Small Brim Straw | Snap Brim

  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: Classic Fedora | Felt Fedora | Wool Felt Fedora | Bailey Fedora

  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 | Wool Flat Cap | Houndstooth Newsboy Cap | Newsboy

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

Related Products: Packable Cowboy Hat | Crushable | Crushable Western Hats | Raindura

  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 | Bailey Derby | Extra Large Size Hats Bowler | White Bowler

  Handmade   Conner's Merrik Cotton Newsboy Cap is made from a lightweight and water resistant distressed cotton blend. Featuring a six-panel construction with sewn bill, the Merrik Cotton Newsboy Cap offers a low profile. Handmade to last - the Merrik Cotton Newsboy Cap by Conner…

Related Products: 6 Panel Flat Caps | Cotton Cap | Duck Bill Cap | Flat Caps Xxl

  Handwoven in Ecuador, Blocked & Finished in the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look…

Related Products: Optimo Crown | Roll Up Fedora | Bailey Roll Up | Panama Optimo

  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 Homburg | Homberg | Godfather Hats

  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 | Made In Mexico | Size 7 7/8 Cowboy Hat | 7 3/4 Cowboy Hat