Men's Hats

140 Products
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Steampunk Trinket Leather Top Hat with Ammo Hatband

Steampunk Trinket Leather Top Hat with Ammo Hatband

Style #70616
Now $279.30(was $399.00)

Crown yourself in fashion fusion where 19th century meets edge punk. Our handcrafted headwear draws elements from the steam-powered American West into the future, for a striking top hat that adds drama, fantasy, and conversation to your dress-up outfits or blue jeans. Fashioned in the USA from the…

Traveler Crushable Leather Outback Hat

Traveler Crushable Leather Outback Hat

Style #83712
$69.00

You'll get noticed in this hat that features the distinctive simplicity of crushable leather with a braided leather hatband. The Bark Color has a sueded finish. This hat is a great essential accessory for any adventure. Handmade in Australia.

Vintage Shearling Sheepskin Aviator Hat with Leather Trim
 
 

Vintage Shearling Sheepskin Aviator Hat with Leather Trim

Style #70521
Now $89.00(was $165.00)

Our paneled aviator sheepskin hat is just what the winter ordered. A rugged leather exterior with a pebbled texture fends off wind and cold when you're hiking the trail, commuting to work, or taking a walk. The inside offers the natural insulation of warm shearling wool, while the antique buckle…

Crushable Aussie Mesh Breezer Safari Hat
 
 

Crushable Aussie Mesh Breezer Safari Hat

Style #72732
$39.00

Our Aussie Mesh Breezer hat lets you enjoy walking, gardening, and everything outdoors in cool comfort. Made of double barrel cotton duck and polyester mesh, this summer-friendly hat boasts a mesh crown that keeps you ventilated in all temperatures. The Aussie features a 3" brim, a 1" band, and a…

Rancher Crushable Oiled-Leather Cowboy Hat

Rancher Crushable Oiled-Leather Cowboy Hat

Style #70611
$99.00

Our comfortable oiled-leather hat tops your outfit with the spirit of adventure. With its "broken-in" distressed leather that crushing, folding, and packing never alters, this lightweight, waxy leather hat is your casual three-season companion that blocks the sun, keeps you warm, and travels well…

Summit Felt and Leather Safari Hat
 
 
 

Summit Felt and Leather Safari Hat

Style #70642
$139.00

The Summit Hat captures the great outdoors in the outback style re-imagined as a bold two-tone design. Styled for comfort and the active life, our striking handmade hat shades you with a wide 3" leather brim and a standard felt crown that's finished with a leather band and buckle. And on the…

Sierra Crushable Wool Safari Hat
 
 
 

Sierra Crushable Wool Safari Hat

Style #78108
$59.00

It's a jungle out there. Our Sierra Safari Hat will see you through all manner of adventures – in the backwoods or otherwise. Lightweight and breathable in 100% wool, it can handle all manner of battering. Roll it up, fold it, stuff it in your backpack, and wear it in the rain. Our Sierra rebounds…

Stetson Antique Leather Baseball Cap
 
 

Stetson Antique Leather Baseball Cap

Style #67628
$49.00

A well crafted leather baseball cap is a rare find, and here at Overland we could hardly wait to add this gem to our inventory. To all lovers of quality leather, we proudly offer the definitive leather cap from Stetson, the name that always delivers. The Stetson Antique Leather Baseball Cap boasts…

Panama Gambler Straw Hat

Panama Gambler Straw Hat

Style #67411
$125.00

Top your work or weekend wear with our dapper Panama Gambler hat. Extra fine panama straw woven in Ecuador makes this Gambler a classic. The Gambler features a ribbon band finished with a bow and signature pin, while the 3" brim works hard to keep you cool and shaded all summer long. A twill…

Goorin Bros. Fatima Straw Fedora Hat

Goorin Bros. Fatima Straw Fedora Hat

Style #74812
$46.00

The Fatima's tall, creased crown and wide brim says it all. The Fatima Straw Fedora is a bestselling topper this season for its breathable lightweight and cool stature. Beautifully crafted of paper blend textile with faux leather trim, this comfortable, warm-weather hat offers plenty of shade while…

Soaker Crushable Mesh Breezer Panama Hat

Soaker Crushable Mesh Breezer Panama Hat

Style #70652
$77.00

The Soaker is the seasonal headwear that's on your side. American handcrafted in soft, lightweight, mesh that's crushable and breathable, the tall, airy crown keeps you cool and ventilated while the wide, lined brim shades you from the rays. In rain, clouds, or sunshine, this crushable and water…

Lambskin Leather Trapper Hat with Beaver Fur Lining

Lambskin Leather Trapper Hat with Beaver Fur Lining

Style #73282
Now $179.00(was $335.00)

We fashioned the traditional aviator into a long leather hat and lavished it in sheared beaver fur for winter headwear that's tough to beat. The smooth finish of distressed French lambskin leather contrasts the beaver fur for headwear that protects you with style. The earflaps snap under the chin…

Falcon Hammered Leather Cowboy Hat

Falcon Hammered Leather Cowboy Hat

Style #70643
$239.00

An artistic fusion of Western and urban styles, the Falcon soars high above the ordinary. Hand-hammered leather on the robust crown and under-brim makes this topper a powerful design. From the smooth, shiny surface to the taut braided-leather band to the wide brim with dynamic curves, the Falcon…

Outback Shapeable Weathered Cotton Safari Hat

Outback Shapeable Weathered Cotton Safari Hat

Style #83732
$39.00

For outdoor adventurers, nothing beats the comfort and protection of our rugged Outback hat, made of durable, water-resistant weathered cotton. Out in the sun all day? This versatile hat offers a 3" brim for shade, as well as excellent UV protection (rated UPF 50+) and side eyelets for ventilation.…

Plantation Braided Raffia Panama Hat
 
 

Plantation Braided Raffia Panama Hat

Style #75121
Now $55.30(was $79.00)

Our braided plantation hat is just what the season ordered. Fashioned in rugged, lightweight raffia, a natural textile grown in Madagascar, this classic style offers some cool summer shade for gardening, morning walks, or shopping the outdoor markets. The faux leather band bordered in contrast…

Raging Bull Leather Cowboy Hat

Raging Bull Leather Cowboy Hat

Style #72737
$99.00

If ever there were a leather hat to handle the job, the Raging Bull would be it. Made of rich, full-grain leather, this rugged hat is wonderfully durable, featuring a smooth hand, thick body, and superb protection from the elements. A tied hatband adorned with five conchos adds western appeal,…

Aussie Distressed Leather Outback Hat

Aussie Distressed Leather Outback Hat

Style #72726
$89.00

Whenever you're heading outdoors, our classic Aussie is your trusted, everyday headwear. This rugged hat is made of full-grain Dakota leather with a distressed "downtime" style that adds a nice finish to your leisure wardrobe. Crafted with a 3" brim for summer shade, a chin cord for a snug fit, and…

Pilcher Cotton Breezer Safari Hat

Pilcher Cotton Breezer Safari Hat

Style #72730
$35.00

Function and style merge in this three-season, everyday hat that shades you while you're walking or working outdoors. The Pilcher Cotton Breezer hat offers a generous brim that shades you from the sun, while the mesh crown ensures cool ventilation. Our low-crown breezer is made of double barrel…

Soho Oiled Leather Fedora Hat
 
 
 

Soho Oiled Leather Fedora Hat

Style #70653
$99.00

The Soho is at your service for social occasions, travel, or an evening in town. This supple, oiled leather fedora adds the final touch to your casuals or office wear while offering some shade from the sun. The charming Soho is lightweight, resilient, and crushable, a 3-season topper with character…

Stetson Horizon Straw Cowboy Hat

Stetson Horizon Straw Cowboy Hat

Style #76634
$55.00

The Stetson Stallion Collection delivers this superb western hat for the cowboy with discriminating taste. Whether you're riding the trail or moseying into town, you'll always look good under the teardrop-style crown and 3.5" brim that shades you from the sun. Shantung straw with a scalloped…

Stetson Stratoliner Fur Felt Gambler Hat

Stetson Stratoliner Fur Felt Gambler Hat

Style #76639
Now $129.50(was $185.00)

The vintage style Stratoliner crowns you with character for all occasions. Thanks to North American hare fur felt, this western style hat is soft and comfortable. And because it's water repellent you'll never fret over a passing cloud. The pinch front crown is banded with an understated 3/8" ribbon…

Weathered Cotton Baseball Cap

Weathered Cotton Baseball Cap

Style #78113
$25.00

A classic baseball cap style with rugged appeal, our stylish Weathered Cotton Baseball Cap will fare you well during sports events and outdoor excursions alike. Supple and soft with an elastic front headband, this cap offers casual comfort, and the top-stitched bill provides respite from the sun.…

Steampunk Draco Leather Top Hat

Steampunk Draco Leather Top Hat

Style #70639
$399.00

Channeling the power of myth into outlandish fashion, our animated Draco hat sets the stage for imaginations to run wild. Impeccably crafted of premium leather, this daring top hat boasts an airbrushed dragon face with a glassy piercing eye, and a hatband with leather serpent scales and clawed…

Steampunk Victorian Skull N Roses Leather Top Hat

Steampunk Victorian Skull N Roses Leather Top Hat

Style #70651
$239.00

From the Overland Steampunk collection, the Skull N Roses top hat lets you broadcast your sense of mischief like a badge of honor. With a nod to 19th century style, this well shaped topper announces your arrival and crowns you with attitude. Handcrafted in premium American leather, Skull N Roses…

Charlie 1 Horse Coyote Straw Sombrero

Charlie 1 Horse Coyote Straw Sombrero

Style #76635
$45.00

Define your space with this fantastic palm straw western hat. A seven-inch shapeable brim provides some serious shade and plenty of attitude, and the burnt finish gives this lightweight hat a weathered look. The elastic sweatband inside keeps your hat snug and comfy while the festive hatband…

Steampunk El Dorado Leather Top Hat

Steampunk El Dorado Leather Top Hat

Style #70636
$165.00

Distinction is the magic word that makes our El Dorado Top Hat a showpiece. For any occasion, this low-profile hat finishes your look with panache. Premium finished leather showcases a tall 4.5" crown with a leather and chain-link band that means business, for a hat that gets noticed and admired.…

Durango Leather Breezer Gambler Hat

Durango Leather Breezer Gambler Hat

Style #70610
$115.00

With its cool mesh and rugged western design, the Durango is a natural choice for everyday wear. Distressed leather is trimmed with an oiled leather appliqué for a lightweight, crushable hat that works hard to keep you shaded and cool. The detailed hatband and laminated edge on the shapeable…

Panama Safari Straw Hat

Panama Safari Straw Hat

Style #67409
$125.00

Our dapper panama is poised for sunny days. Made of 100% panama straw from Ecuador, this timeless safari features a 1" grosgrain ribbon finished with a bow and pin, and a 2.5" brim for shade and style. This warm-weather favorite has a twill interior sweatband that ensures comfort and fit. Made in…

Goorin Bros. Ari Ivy Cap
 
 
 
 

Goorin Bros. Ari Ivy Cap

Style #78090
$35.00

Easygoing style, lasting comfort. Made of soft washed twill, the Ari is a casual take on a classic ivy cap, making a perfect addition to your everyday wardrobe. Featuring six-panel construction and padded sweatband. 100% cotton. Imported.

Steampunk Victorian Vested Leather Top Hat
 
 

Steampunk Victorian Vested Leather Top Hat

Style #70617
Now $199.50(was $285.00)

Our vested topper simmers with nostalgia of the Old West with its imaginative vest design. The vested steampunk hat is bedecked with lace-up corseting, bold grommets, stitching detail, and a flap pocket, for a bold fashion that stamps its imprint on any wardrobe. A leather hatband with rear suede…

Stetson Lonesome Trail Crushable Wool Cowboy Hat

Stetson Lonesome Trail Crushable Wool Cowboy Hat

Style #76625
$79.00

No need to feel lonely when you're traveling with this trusty Lonesome Trail Stetson Hat. Its hardy 100% crushable wool construction rebounds from just about anything, plus it's water-repellent and super-protective from the sun. A thin leather hatband with subtle stud detailing adds character,…

Kenya Weathered Cotton Safari Hat

Kenya Weathered Cotton Safari Hat

Style #83731
$39.00

For the rugged outdoors person, we suggest our Kenya Weathered Cotton Safari hat to accompany you on all your adventures. This versatile hat with its distressed finish keeps you protected from wind, dust, rain, and—you guessed it—the hot sun (UPF 50+ ensures excellent UV sun protection). Eyelets…

Jasper Outback Wool Crusher Outback Hat

Jasper Outback Wool Crusher Outback Hat

Style #83752
$69.00

Looking good starts at the top, which is why you want to be wearing the Jasper Outback. Meticulously styled in crushable waterproof wool, this dashing headwear adds muscle to your daytime presentation. The pinched crown is proudly poised above a 3" brim that's finished with a two-tone leather braid…

Spanish Merino Shearling Sheepskin Trapper Hat
 
 
 

Spanish Merino Shearling Sheepskin Trapper Hat

Style #70519
Now $79.00(was $129.00)

One of the world's most luxurious natural insulators makes our shearling aviator hat the ideal protection. Whether you're trekking the Alps or waiting for the commuter train, choose the soft, warm, lightweight comfort of Spanish Merino shearling sheepskin. On the outside, a paneled trapper hat in…

Steampunk El Dorado Leather Top Hat with Buffalo Nickels

Steampunk El Dorado Leather Top Hat with Buffalo Nickels

Style #70602
$159.00

Hark back to the Wild West with this smooth black leather El Dorado Hat, showcasing three genuine Buffalo nickels on its matching hatband with tie. Wire inside the rim allows for custom shaping, or you can wear the brim flat for a classic, sophisticated look. Either way, you'll be nicely shaded…

B-3 Sheepskin Aviator Hat

B-3 Sheepskin Aviator Hat

Style #72000
$75.00

Winter just got a lot warmer—and more stylish. Our classic sheepskin aviator hat gives you everything you expect from a rugged and handsome winter hat. The double-faced sheepskin gives you a soft exterior that shapes comfortably to your head and a luxuriously insulating interior. The front cuff…

140 Products
Sort by: PopularityA - Z Z - A Price
View:
 
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