Bailey Fedora Hats and Dress Felt Hats

Bailey of Hollywood has a complete Collection of fine felt hats for that special night on the town. Our customers are fond of these hats. We offer both wool felt and fur felt hats from Bailey.

A popular hat is the Bailey Tino Litefelt Hat - a soft, packable, and water repellent item with a 2" brim and center dent crown, available in a variety of colors to suit your style.

Bailey Jett Pork Pie Hat
Sale Price: $72.95    Price: $83.00

Bailey Jett is a special hat for that special occassion. Bailey Jett is a wool felt hat with a silk finish. The crown is pork pie style trimmed with a matching grosgrain hat band. There is a s ... Read more »
Bailey Tino Litefelt Hat
Sale Price: $58.95    Price: $74.00

Bailey Tino Litefelt Hat is our Best Selling 100% Wool Felt Hat. The hat is soft, packable, and water repellent. The Tino has a 2" brim and a center dent crown. Feather is removable. ... Read more »
Bailey Duke Fur Felt Hat
Sale Price: $175.00    Price: $195.00

Bailey Duke is a fur felt classic hat with a small 1 1/2" brim that is worn snapped down in the front. Bailey Duke has a center crease crown, is fully lined and has an interior leather swea ... Read more »
Bailey Abner Hat
Price: $63.00

Packable, water repellent, and able to snap back to its original shape, the Bailey Abner- made from Litefelt- has an aero pinch crown and a stingy 1 1/2" snap brim. The Abner also features a ... Read more »
Bailey Aldrich Trilby Hat
Price: $55.00

The Bailey Aldrich- Like nothing else you've seen before, the Bailey Aldrich is a soft flexible braided glazed-ribbon fedora with a wild printed text/camo pattern and trilby shape. The stingy bri ... Read more »
Bailey Augustin Fur Felt Velour Fedora Hat
Price: $169.00

Bailey Augustin Fur Felt Velour Fedora Hat - Soft velour finish, teardrop crown, 1 1/2" stingy brim. Genuine fur felt hat trimmed with a grosgrain hat band. Full satin lining and interior ... Read more »
Bailey Barr Hat
Sale Price: $82.50    Price: $100.00

The Bailey Barr Felt Hat has a center dent crown and a 2" Brim. Made of 100% Virgin Wool with a unique suede finish; lightweight, packable, and luxurious. The hat has a matching grosgrain ha ... Read more »
Bailey Belvis Trilby Hat
Price: $55.00

The Bailey Belvis is a very modern lightweight linen trilby fedora. The 1" stingy brim gives it a contemporary look while the contrasting crown design and wide hat band add a touch of the un ... Read more »
Bailey Bobby Hat
Price: $60.00

Bailey Bobby is made from cotton blend braid material with an all-over plaid print. The hat has a teardrop crown and a stingy 1 3/4" brim worn snapped down in front. There is a small oval me ... Read more »
Bailey Bragg Felt Hat
Price: $88.00

The Bailey Bragg features an asymmetrical pinch, making this hat great for casual wear. It has a stingy 1 1/2" contour snap brim and coordinating grosgrain band. The material is a soft fur-w ... Read more »
Bailey Brandt Downbrim Hat
Sale Price: $95.00    Price: $106.00

Bailey Brandt has a 2 1/2" brim worn turned-down all the way around. Crown is center-dent style. Brandt is made from Bailey Lanolux(R)- 100% virgin wool with a suede finish. After the ini ... Read more »
Bailey Briar Hat
Sale Price: $58.95    Price: $83.00

Bailey Briar is a Litefelt(R) hat with a 3" down brim, teardrop crown, and leather hat band. Soft and packable, with memory, Litefelt(R) hats spring back to their original shape. Bailey use ... Read more »
Bailey Brigham Packable Fedora Hat
Price: $55.00

The Bailey Brigham Hat is a packable braided poly-blend fedora with a teardrop crown and directional arrow pattern that gives this hat a unique spiral effect. Soft and crushable with a woven inte ... Read more »
Bailey Bronc Hat
Price: $75.00

The Bailey Bronc is a stylish offering for Autumn/Winter from the popular Wind River Collection. The Bronc is made from 100% wool that has been distressed for an artistic, worn effect. The has ha ... Read more »
Bailey Campbell Wool Felt Fedora Hat
Sale Price: $49.95    Price: $55.00

Bailey Campbell Wool Felt Fedora Hat - fully-lined stingy brim hat with a pinch front and a 1 1/2" snap brim. Hat is trimmed with a grosgrain nat band in a complementary color. Bailey Camp ... Read more »
Bailey Chet Wool Braid Fedora Hat
Price: $65.00

Bailey Chet Wool Braid Fedora Hat - Bailey Chet is a trendy hat skillfully constructed from wool braid. Hat is Black with splashes of plaid color. Teardrop crown with a 1 5/8" brim. Comfo ... Read more »
Bailey Cosgrove Fedora Hat
Price: $54.95

Bailey Cosgrove Fedora Hat - Bailey Cosgrove is a wool braid fedora hat with a teardrop crown and a 1 5/8" brim that can be snapped-down in the front or worn turned-up all the way around. T ... Read more »
Bailey Curtis Hat
Sale Price: $64.95    Price: $73.00

Bailey Curtis is a Litefelt(R) hat in the Casual Felt Hat Collection. The brim is 2 1/2" worn turned-down all the way-around. The crown has a low-profile and with a pinch. Bailey uses lea ... Read more »
Bailey Dalton Safari Hat
Sale Price: $49.95    Price: $57.00

Bailey Dalton is a water repellent hat. Dalton has a pinch crown, a 2 5/8" brim that is worn turned-down all the way around, and a leather hat band. Included in the Bailey Windriver(R) Col ... Read more »
Bailey Derby Wool Felt Hat
Sale Price: $72.50    Price: $91.00

Derby Style Hat by Bailey. Premium Wool Felt Hat is made 100% Virgin Wool. Smooth felt finish with a 2 1/8" roll brim and binding on the edge of the brim. Hat is fully lined and has an inter ... Read more »
Bailey Draper Genuine Fur Felt Fedora
Sale Price: $230.00    Price: $250.00

Bailey Draper Genuine Fur Felt Fedora - Bailey Draper - New Design inspired by the ever-stylish Mad Men - Quality blend of beaver and rabbit fur to create a beautiful light and soft hat. Made in ... Read more »
Bailey Empire Hat with Fur Earflaps
Price: $95.00

The Bailey Empire Hat with Fur Earlaps is Traditional Wool felt Cowboy shape with 3 1/2" brim combined with the Winter-warmth of fur earlaps. This is one Cowboy Hat you won't have to put awa ... Read more »
Bailey English Derby
Price: $192.50

Bailey English Derby is a fur felt hat with a stingy rolled brim. The crown is derby/bowler style, fully lined and trimmed with a grosgrain hat band. This hat was a standout on the runways. Th ... Read more »
Bailey Fairbanks Hat
Sale Price: $62.00    Price: $75.00

The Bailey Fairbanks is an outdoorsy shape in water-resistant, 100% Wool Felt. Large sizes rest easy- this hat has the feature of coming in XXXL! (Comes in smaller sizes, too, of course.) Soft, p ... Read more »
Bailey Fur Porkpie Hat
Sale Price: $172.50    Price: $187.5.00

The Bailey Fur Felt Pork Pie Hat has a classic telescope crease in the crown. This hat has a small 1 3/8"" brim that can be snapped down or worn turned-up. The hat is fully lined and ha ... Read more »
Bailey Gangster Wool Felt Hat
Sale Price: $69.95    Price: $88.00

The Bailey Gangster is a 100% Wool Felt Hat. The hat has a 2 1/2" brim and a center dent crown. The feather shown is removable. The hat is fully lined and has an interior sweatband. Made in ... Read more »
Bailey Gauntlet Hat
Price: $75.00

The Bailey Gauntlet Hat is a new contemporary offering from Bailey for Autumn/Winter. The Gauntlet has a pinch front center dent crown and a 2" rolled brim. The hat also has unique satin-bou ... Read more »
Bailey Godfather Hat
Sale Price: $68.95    Price: $70.00

Bailey Godfather is a Wool Felt Classic Hat included in the Bailey Heritage Collection. The original name for the Godfather style hat was the Homburg. The Bailey Godfather has a 2 3/4" bri ... Read more »
Bailey Hat on Hat
Price: $75.00

For Autumn/Winter, Bailey has introduced the Hat on Hat, a new contemporary style. The Hat on Hat is made up of two wool felts: one Charcoal Grey and one Black. The two materials are pieced toget ... Read more »
Bailey Hawke Fedora Hat
Price: $65.00

Bailey Hawke Fedora Hat - Bailey Hawke is a wool felt hat with a diamond crown and a 1 1/2" brim. The brim can be worn snapped-down in the front or turned-up all the way around. Hat is tr ... Read more »
Bailey Horatio Lanolux Fedora Hat
Price: $90.00

Bailey Horatio Lanolux(R) Fedora Hat - Lanolux(R) is a very soft-feeling felt developed by Bailey. Made in USA, Bailey Horatio has a teardrop crown and a 1 1/2" brim that rolls-up in the ba ... Read more »
Bailey Ice Wool Felt Top Hat
Sale Price: $64.50    Price: $70.00

The Bailey Ice is a wool felt Top Hat included in the Bailey Heritage Collection. The Ice has a 5" Tall Crown and a 2 1/8" Roll Brim. The brim is bound on the edge with a coordinating b ... Read more »
Bailey Jamie Wool Felt Fedora
Sale Price: $57.50    Price: $63.00

Bailey Jamie Wool Felt Fedora- New Introduction to the Bailey line for Autumn/Winter. Jamie is a smartly-trimmed wool felt hat with a 1 1/2" stingy brim that snaps down in the front. Baile ... Read more »
Bailey Jamison Hat
Sale Price: $63.95    Price: $78.00

Bailey Jamison is a Litefelt hat included in the Bailey Contemporary Collection. Litefelt hats are crushable, packable, water repellent and comfortable to wear. The Bailey Jamison has a small 1 ... Read more »
Bailey Litefelt Fedora
Sale Price: $67.95    Price: $78.00

The Litefelt Fedora is a 100% Wool Felt Water Repellent Hat. Litefelt hats are crushable and always spring back to their original shape. Fedora has a pinch crown and a 2 7/8" brim. Made in U ... Read more »
Bailey Mollien Hat
Sale Price: $55.95    Price: $65.00

The Bailey Mollien is a new contemporary two-tone braid hat from Bailey. The Mollien is made from a soft wool-blend tweed-patterned braids in contrasting colors. Brown/Lt. Brown has a Brown body ... Read more »
Bailey New Yorker Hat
Sale Price: $69.95    Price: $88.00

Bailey New Yorker Fedora Hat- Long a mainstay in the Bailey Heritage Collection. Calls to mind classic elegance, Mad Men, and Old Hollywood style. Wool felt fedora with a 1 7/8" brim that is ... Read more »
Bailey Packer Hat
Price: $50.00

Bailey Packer Hat - You can roll-up this hat for packing. Bailey Packer is a Litefelt(R) hat included in the Bailey Casual Felt Hat Collection. Bailey uses leading technology to produce Litefel ... Read more »
Bailey Perry Hat
Sale Price: $97.95    Price: $125.00

Bailey Perry is included in the Bailey Casual Felt Hat Collection. The Perry has a 2" snap brim and a center-dent crown. Lavalee is made from Bailey Lanolux(R), which is 100% virgin wool w ... Read more »
Bailey Phillips Fedora Hat
Price: $70.00

Bailey Phillips Fedora Hat - New from Bailey, the Phillips is Made in USA with an asymmetrical pinch crown. Calling the crown asymmetrical means that the pinches are not even on both sides. Bri ... Read more »
Bailey Harker Derby Hat
Sale Price: $94.95    Price: $99.00

The Bailey Harker Derby Hat- The Bailey Harker Hat is a handsome derby style hat in smooth brushed wool felt. The 1" super stingy brim turns up all around and is trimmed in a grosgrain ribbo ... Read more »
Bailey Clayd Fedora
Price: $63.95

The Bailey Clayd Fedora- The Bailey Clayd Fedora is a sculpted wool felt fedora with a unique grid texture along the telescope crown. A modern 1 1/2" stingy snap brim gives the hat extra att ... Read more »
Bailey Musser Fur Felt Fedora
Price: $324.95

The Bailey Musser Hat is a handsome traditional style fedora with a teardrop crown and modern 1 1/2 inch snap brim. Smooth silky fur felt keeps this hat looking extra classy, while the simple gro ... Read more »
Bailey Hornblower Pork Pie Hat
Price: $99.95

The Bailey Hornblower Pork Pie Hat- The Bailey Hornblower is a very handsome modern pork pie hat, with a classic telescope crown and 1 5/8" snap brim that can be worn up all around or snapped dow ... Read more »
Bailey Bram Fedora
Price: $63.95

The Bailey Bram Fedora- The Bailey Bram is a crushable, packable plaid fedora made with 100% cotton ribbon stitched into a classic trilby fedora shape. A mix of the traditional and the modern, th ... Read more »
Bailey Manon Trilby Hat
Price: $67.95

The Bailey Manon Trilby Hat- The Bailey Manon is a truly unique trilby fedora. Classic trilby shape meets modern style with a short 1 1/2" brim that can be snapped down in front. The hat is const ... Read more »
Bailey Cenis Hat
Price: $58.95

The Bailey Cenis Hat- The Bailey Cenis Hat is an oil cloth trilby style fedora with a smooth water repellent finish. This comfortable and practical fabric hat keeps rain and snow at bay while loo ... Read more »
Bailey Leghorn Fedora
Price: $60.95

The Bailey Leghorn Fedora- The Bailey Leghorn Fedora is a brushed cotton corduroy hat with a comfortable classic shaped crown. The modern rolled brim is a very stingy 1 3/16", and can be snapped ... Read more »
Bailey Werter Fedora
Price: $55.95

The Bailey Werter Fedora- The Bailey Werter Fedora is a wool trilby shaped hat that is the perfect weight for Autumn and Winter. An unusual and interestng paneled design alternates solid wool wit ... Read more »
Bailey Chron Hat
Price: $54.95

The Bailey Chron Hat- The Bailey Chron Hat is a trilby style fedora with a pre-snapped 1 3/4 inch stingy brim. This fashionable fedora has a paneled construction and alternating solid wool and he ... Read more »
Bailey Whitledge Hat
Price: $54.95

The Bailey Whitledge Hat- The Bailey Whitledge Hat is a sophisticated fedora with paneled construction and 2" pre-snapped brim. Alternating solid wool and a handsome glen plaid pattern, this hat ... Read more »
Bailey Gamber Fedora
Price: $108.95

The Bailey Gamber Fedora- The Bailey Gamber Fedora is simplicity itself. A sophisticated simple center crease crown meets a modern 1 1/2 inch stingy snap brim for a perfect look in any season. Ma ... Read more »
Bailey Raf Fedora
Price: $112.95

The Bailey Raf Fedora- The Bailey Raf Fedora is a beautiful wool/cashmere blend fedora with a pinched center crease crown and stingy 1 1/2 inch brim. This soft comfortable hat is accented with gr ... Read more »
Bailey Sweigart Porkpie Hat
Price: $112.95

The Bailey Sweigart Porkpie Hat- The Bailey Sweigart Porkpie Hat is a telescope crown porkpie hat in luxurious wool/cashmere blend felt with a stingy 1 1/2" snap brim. This smooth soft hat featur ... Read more »
Bailey Stingy Brim Hat
Sale Price: $172.50    Price: $213.00

The Bailey Stingy Fur Felt Fedora- The Bailey Stingy Fur Felt Fedora is a gorgeous 100% genuine fur felt fedora with a classic center dent crown and its namesake stingy 2 inch brim that can be wo ... Read more »
Bailey Lesher Fur Felt Porkpie Hat
Price: $175.95

The Bailey Lesher Fur Felt Porkpie Hat- The Bailey Lesher Fur Felt Porkpie Hat is a 100% genuine fur felt hat with a touchably soft velour finish. A classic telescope crown and stingy 2" snap bri ... Read more »
Bailey Sergeant Wool Felt Top Hat
Price: $70.00

Bailey Sergeant Wool Felt Top Hat - Bailey Sergeant is a wool felt top hat with a 5" tall crown and a 2 1/4" brim. The brim is trimmed with a grosgrain binding at the edge matching the ... Read more »
Bailey Eco Tino Fedora Hat
Price: $60.00

Bailey Eco Tino Fedora Hat - The Bailey Tino fedora hat has been a top-seller at DelMonico Hatter; Eco Tino takes the popular Tino shape and using a eco-vegetable dye, produces the Hazelnut color ... Read more »
Bailey Dean Hat
Price: $95.00

The Bailey Dean Hat is a crushable and packable fedora made of lightweight wool felt. The pinch front crown has decorative outer stitching and the hat has a 2 inch casual brim for an easy feel an ... Read more »
Bailey Jackman Hat
Price: $92.50

The Bailey Jackman Hat is a perfect hat for travel. Made of lightweight soft wool, this fedora crown hat has a 2 1/2 inch casual brim and thin hat band. The hat is packable, crushable, and comes ... Read more »