Flip Your Lid: A Guide to Winter-Appropriate Ball Caps


Spring training is still months away so now’s the time to give your favorite baseball cap – that probably really brightly colored one that’s emblazoned with your favorite MLB team’s insignia – a seasonal rest, too. Yes, we know you are a diehard fan, even in the off-season, but unfortunately, wearing said hat right now is probably going to peg you more as an overgrown frat boy instead of the stylish dude you are – or are aiming to become.

This doesn’t mean you have to ditch the familiar, comfortable slugger-inspired lid altogether, though. Numerous brands currently offer sophisticated and borderline dressy versions of the baseball cap in dark, wintery colors, a mix of high-end materials from wool to leather and suede and with minimal decoration or logos. (If they do have a logo it is generally an extremely subtle tone-on-tone one). They’re great for both day and night and pair well with everything from overcoats to suiting.

Check out this all-star team of cold weather caps in a wide variety of prices and then make it your New Year’s resolution to don one. At least until Opening Day at your local stadium rolls around again, that is….

“KC” Hat in Black/3D by BALDWIN, $48

Wool/Cashmere Baseball Cap by BROOKS BROTHERS, $51

Suede Baseball Cap by CLUB MONACO, $79.50

Wool Blend and Leather Glen Plaid Baseball Cap by CLUB MONACO, $59.50

Matte Rubberized Couture Baseball Cap by ERMENEGILDO ZEGNA, $290

Larose Wool-Herringbone Baseball Cap by FRANK AND OAK, $170

Thomas Mesh Snapback in silver/black by GENTS, $44.25

Tim Tweed Baseball Cap by GENTS, $35.40

Nightrider Flat Brim by GENTS, $51

Jersey Front Baseball Cap by GENTS, $48

Grey Six-Stripe Snapback by GRUNGY GENTLEMAN x MITCHELL & NESS, $40

Acrylic/wool Glow-in-the-Dark Star Filled Night Snapback by MITCHELL & NESS, $32

Batman Baseball Hat in Black by TARGET, $14.99

Avery Snapback Hat by VANS, $28

Davis Five-Panel Hat in Palm Ditsy by VANS, $28