JB Stetson is no stranger to world of men's wool hats, I think you'll agree. The Hatteras II is one example of why I can't resist their tweed hats and caps. The 100% wool newsboy cap is presented in a herringbone pattern with sewn down brim and wool lining. Another of their caps I think you'll find impressive is called The Hiko, an ivy cap styled in the elongated manner of longshoreman's caps. Here Stetson uses a richly textured pure wool for the herringbone pattern (in black), and lines the cap with satin just because.

If you're looking for an ivy cap with earflaps, Scala offers a simply spiffy Italian-made tweed cap in herringbone. Not only does it have the requisite dropdown ear flaps, it's also got a nice jacquard lining for comfort. Of course, Scala has handsome ivy caps without ear flaps too (they're versatile that way). The Italian Herringbone Ivy is just such a lined men's cap with cushioned front, and it's a very handsome one at that.