Men's Hats and Caps for Fall and Winter

Lightweight wool blend flat cap. Herringbone pattern brown and navy blue cap. Sewn peak, 1.5". Cotton inner band. 20% wool, 80% polyester.

Lightweight wool blend flat cap for fall wear. Shades of grey and brown tweed patchwork flat cap. Sewn peak, 1.5". Cotton inner band. 50% wool, 50%...

Cedar leather-look weathered cotton baseball cap. Six-panel cap with button top. Curved brim. 2.75", with stitching detail. Antique T-slide closure...

Teardrop crown and pinched front fedora. Narrow 1.5" brim. Tie print band with side bow and Scala pin accent. Crushable, packable, water repellent,...

Black berber trooper hat with black and red buffalo plaid earflap. Quilted satin lining. Earflaps with tie. 100% polyester

Classic style beret hat Soft pure wool. 11" diameter round crown. One size, fits up to 59 cm, (23 1/4") 100% wool.

Handcrafted wool felt bubble pinch crossover hat. Teardrop crown with pinched front. Leather cord and braided leather band. Brass concho displays h...

Stylish rancher style wool felt hat. Packable, crushable. Naturally water repellent. Dented and pinched crown. Gently curled up brim edge, 3.75" wi...

Western style soft wool felt hat. Packable, crushable. Naturally water repellent. Dented and pinched crown Gently curled brim, 3" wide. Leather ban...

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

Wool felt fedora designed by Carlos Santana. C-crown with pinched front. Classic fedora brim, 1.75" wide, turned up back. Navy blue ribbon bound br...

Black cotton trooper hat with contrast color decorative stitching detail. Faux fur lined earflap and front bill. Quilted lining inside crown. Earfl...

Structured wool felt fedora hat. Classic fedora crown with center dent and front pinch. 2.25" wide brim. Grosgrain band with side bow. Feather and ...

Aged look leather cadet cap. Flat crown top. Curved 2" bill. Double metal STETSON eyelets. Stetson logo on side. Antiqued slide buckle closure with...

The Cowardly Lion from the Wizard of Oz. You will have lots of courage in this fun hat. Ear flap with tassels. Hand knit by Peruvian artisans. One ...

Ribbed knit beanie hat. Cuffed beanie with warm sherpa fleece lining. One size. 100% acrylic

Ribbed knit beanie hat. Cuffed beanie with warm fleece lining. Angela & William hats logo leatherette patch. One size. 100% acrylic

Men's wool newsboy cap. Four assorted herringbone pattern wool patches make this eight panel newsboy cap. Button top. Snap bill, 2" wide. Quilted s...

Men's wool flat cap. Flat top panel. Sewn bill, 2" wide. EPOCH pin detail. Quilted flannel inner lining. 100% wool.

Water repellent cotton blend safari hat. Bound, stitched brim, 2" wide. Slightly downward sloping. Double metal eyelets with mesh on both sides. De...

Weathered leather flat cap by Stetson Hats. Perforated leather sidewall. Perfect lightweight transitional, fall and spring weather men's cap. Sewn ...

Soft leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STETSON pin det...

Soft oily timber leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STE...

Stunning weathered leather flat cap by Stetson Hats. Sewn brim, 1.5" with. Plaid inner band. STETSON pin detail. 100% leather

Weathered leather newsboy cap by the Legendary Stetson Hats. The worn look takes you back in time to the newsboys of the busy New York streets. Eig...

Corduroy men's flat cap for fall weather. Plaid lining. 1.5" sewn bill with contrast color underbrim. Embroidered STETSON® lettering detail. 15% ny...

Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

Classic outback style wool felt hat. Packable, crushable. Naturally water repellent and sun protective. Pinched front and C-crown. Gently curved br...

Classic molded wool felt ascot cap. Round, 1.75" padded bill. Packable. Wool felt is naturally sun protective and water repellent. 100% wool felt hat.

Wool felt safari style winter hat. Blanket bound 3.25" wide brim. Narrow ribbon tie. Dented and pinched front fedora-like crown. 100% wool felt hat

Brown wool felt safari hat with turned up brim. Distressed worn edges.  Fedora-like dented and pinched crown. Wide brim, 3.5" with curled up edge. ...

Structured wool felt safari style hat. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. SCALA pin and feather detail. Dented and pin...