Men's Hats and Caps for Fall and Winter

Embrace patriotic style with this timeless trooper hat, featuring a bold USA flag design on premium cotton canvas. The distinctive star-patterned c...

Command attention with this elegant Newsboy Cap from Scala Hats, crafted from a superior Melton wool-blend fabric. The timeless silhouette features...

Embrace the elements with confidence in this Cold Weather Boonie Hat, engineered for adventurers who refuse to let harsh conditions slow them down....

Elevate your wardrobe with this sophisticated newsboy cap that seamlessly blends heritage charm with everyday comfort. The rich herringbone wool-po...

A timeless flat cap crafted from a refined wool blend tweed, featuring a structured 1.5-inch sewn peak and soft cotton lining. This Dorfman Hat des...

This refined wool-blend flat cap features a classic chevron weave construction with practical knit earlaps for added warmth. The structured 2-inch ...

A timeless duckbill cap that marries heritage tweed aesthetics with contemporary comfort. The wool-blend construction offers natural warmth and tex...

Embrace timeless elegance with this authentic wool beret from Scala Hats. Crafted from 100% pure wool, this sophisticated accessory features an 11-...

This refined ivy cap combines classic herringbone weaving with a sophisticated wool blend construction. The structured 1.5" sewn peak offers timele...

A timeless flat cap featuring an elegant patchwork of grey and brown tweed, ideal for autumn and winter layering. This sophisticated style combines...

ProvatoKnit® center dent cattleman hat. Double hump crown with side dents. 4-Ligne grosgrain band with tails. Bound curled up brim, 3.5" wide. Stit...

Step into every moment with purpose wearing this sophisticated weathered cotton baseball cap. Built for those who refuse to compromise on style or ...

The Ceduna combines classic safari styling with practical functionality. This wool felt hat features a distinctive dented crown and pinched front d...

This Scala Hats classic features a distinctive teardrop crown silhouette designed for the adventurous traveler. Crafted from 100% wool felt, it del...

Teardrop wool felt fedora handcrafted in the USA. Under welt brim, 2.125" wide. Grosgrain ribbon band with side bow and BILTMORE pin. Biltmore sena...

This timeless fedora combines traditional styling with practical performance features. Crafted from 100% wool felt, it delivers natural water repel...

Crafted from premium 100% wool felt, this Rosebery outback hat delivers authentic style with practical performance. The crushable, packable constru...

Experience year-round style with this wool felt safari hat from Scala's distinguished collection. Featuring a refined C-crown with pinched front an...

Experience timeless elegance with this refined wool blend ivy cap, crafted for the discerning wearer. The luxuriously soft construction pairs seaml...

Embrace timeless Parisian flair with this charming wool beret from Angela & William. Crafted from luxuriously soft pure wool, this classic unis...

FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

Biltmore's Hunt Club line celebrates the freedom to hunt for adventures. 4X merino suede finish crossover hat combining western and safari hat styl...

Channel your inner courage with this whimsical hand-knit hat inspired by the Wizard of Oz's most lovable character. Crafted by skilled Peruvian art...

Stay cozy with this classic ribbed knit beanie that's got serious warmth credentials. The plush fleece lining keeps your head toasty, while the cuf...

This dapper newsboy cap brings vintage flair with a twist! Crafted from eight panels of mixed herringbone wool patches, each one tells its own stor...

Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

Experience timeless style with the Galway Weathered Leather Flat Cap. This distinguished flat cap features authentic weathered leather that develop...