I won’t even try to convince you baseball caps work in winter. It’s far too cold out for them by then. Beanies are your best bet. But, in spring, summer, and even fall, baseball caps are perfect, ideal, and acceptable, in that order. You can get away with normal cotton or nylon ones — the kind’s bikers and baseball players wear — in the warmer months, but woolen ones are a necessary upgrade in autumn.
But don’t cling too hard to them, even if you’re someone who claims to be immune to the cold. Take advantage of the window we’re entering: when it’s warm enough that your ears won’t freeze but cold enough to warrant some kind of hat. These fit the bill (pun intended), and most make a colorful statement to boot.
Baseball Caps for Fall
Charmar Cap
A Kind of Guise
The brand says this cap’s campfire-inspired, but I’d argue it looks a bit more like an old, well-worn flannel. Either way, it’s autumnal for sure and made from 100-percent wool.
Wool Five-Panel Baseball Cap
Worried about overspending on something you won’t end up wearing? Go with Madewell’s five panel cap. It’s under $40 bucks and available in three colors.
Wool Sports Cap
Norse Projects
Norse Projects’ Wool Sports Cap looks reminiscent of early varsity jackets, when they were gray sweaters with crimson Hs on them. This is obviously an N, but it’s knit just the same.
NY Black Yankees Wool Hat
Ebbets Field Flannels
The New York Yankees cap is the best-selling hat in all of baseball. This isn’t that Yankees, but rather the Black Yankees from the Negro Leagues. Ebbets Field Flannels made this one to honor them.
Houndstooth Baseball Cap
This classic Houndstooth cap comes via J. Crew, for under $50 bucks, too, if I may add.
Joe McCoy Wool Baseball Cap
The Real McCoy’s
The coolest thing about this baseball cap by Japanese repro brand, The Real McCoy’s, is the message stitched onto the back, as if it were done by someone’s grandma ahead of a big game: “Go #50! Please remain on bleachers ’til game is over.”
Baseball Cap
Another made-in-Japan option, H.W. Dog’s retro-tinged Baseball Cap comes with a leather adjuster on the back and woolen, vintage “D” on the front.
Jacquard Baseball Cap
If you’re going to do it, why not do it big? Missoni’s Jacquard Baseball Cap is doing it big. Its all-over pattern is muted enough, however, as to blend in with other outfits. It doesn’t look as zany on as you’d think.
Six Panel Wool Cap
Yes, Viberg makes boots, but the brand’s T-shirts and hats hold their own. They’re made with the same commitment to quality and durability, and, of course, classic design.
Houndstooth Baseball Cap
Officine Générale
Officine Générale further blends prep and ivy styles — they’re already interchangeable in many ways — with this Houndstooth patterned, logo appliquéd Baseball Cap.
Honus Cap
From afar, this is a fine, fairly simple cap. Up close, you notice a few things: it’s made by Visvim, cut from 100-percent wool, and fitted. There are two sizes, small/medium and large/extra-large.
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