Canadian brand Wings + Horns has partnered with Seattle's Ebbets Field Flannels, maker of throwback hats and jerseys, to recast the standard ball cap in an unexpected material. With a handsome leather strap and close fit, this toasty wool topper is tailored for the months between the wild card race and spring training. Wearable with everything from sweats to suit jackets, the cap pairs an unlikely fabric with a ubiquitous form and makes something singular, a unexpected take on the newsboy cap. (Just don't wear it with herringbone – that would be too much of a good thing.) [Wings + Horns Baseball Cap, $82; shop.wingsandhorns.com]