24 Winter Hats to Top Off the Season

Whether you’re looking for pure warmth or a bit more attitude, when the temperatures drop, make sure you have something stylish up top.
Photo illustration: Jeremy Allen/Bloomberg; products: vendors

You can wear the warmest coat and multiple magical layers of Uniqlo heattech, sure, but when winter gives you its worst, you're going to want to come correct. That means a nice scarf (here are 60) coupled with one of the stylish hats below.   

This hat style needs no introduction. It's the easiest to pull off and works with both casual and dressier looks, depending on the material. Choose slouchy wool to go with a laid-back weekend look and ribbed cashmere when the rest of your outfit is tailored for the office. 

Stripe beanie, J.Crew, $29.50, jcrew.com https://www.jcrew.com/mens_category/accessories/hats/PRDOVR~E3881/E3881.jsp Burgundy and off white bobble beanie, Topman, $20, topman.com  http://us.topman.com/en/tmus/product/shoes-and-accessories-1928535/mens-hats-beanies-4663971/burgundy-and-off-white-bobble-beanie-4865025?bi=0&ps=20 Ribbed cashmere beanie, Lanvin, $335, mrporter.com http://www.mrporter.com/mens/lanvin/ribbed-cashmere-beanie/566642?ppv=2 Baby alpaca rib knit cap,  Patrik Ervell, $120, eastdane.com https://www.eastdane.com/baby-alpaca-rib-knit-cap/vp/v=1/1581499877.htm?folderID=19224&colorId=49161 striped rib-knit beanie, Moncler, $190, barneys.com  http://www.barneys.com/moncler-striped-rib-knit-beanie-504240604.html#start=30 blue/black cashmere hat, Ovadia & Sons, $165, ovadiaandsons.com http://www.ovadiaandsons.com/shop/products/Blue%7B47%7DBlack-Cashmere-Knit-Hat.html

(1) Ribbed cashmere beanie, Lanvin, $335, mrporter.com; (2) Burgundy and off-white bobble beanie, Topman, $20, topman.com; (3) Striped rib-knit beanie, Moncler, $190, barneys.com; (4) Baby alpaca rib knit cap, Patrik Ervell, $120, eastdane.com; (5) Stripe beanie, J.Crew, $29.50, jcrew.com; (6) Blue/black cashmere hat, Ovadia & Sons, $165, ovadiaandsons.com

Source: Vendors

Yes, the flat cap look does have a bit of youthful Newsies energy to it, but when braving the flurries of winter with your collar turned up, it's really "dapper British gentlemen" that comes out most—and there ain't nothing wrong with that. 

 

Checked tweed flat cap, Lock & Co Hatters for Kingsman, $150, mrporter.com http://www.mrporter.com/mens/kingsman/-lock-co-hatters-checked-cotton-tweed-flat-cap/653834?ppv=2 Bristol ivy cap, Barneys New York, $125, barneys.com http://www.barneys.com/barneys-new-york-bristol-ivy-cap-504210619.html#prefn1=productAccess&sz=194&prefv1=isPublic&pageviewchange=true&start=193 Cashmere ivy cap,  Worth & Worth, $150, hatshop.com http://www.hatshop.com/shop/view/ivy-cap-gray-windowpane-w-blue#.Vl3SbLQqaS0 Duckbill ivy alder creek hat, Goorin Bros, $42, goorin.com http://store.goorin.com/mens-hats/shapes/flatcaps/alder-creek-cotton-flat-cap Harris tweed ivy cap, Allen Edmonds, $97.50, allenedmonds.com  http://www.allenedmonds.com/clothing/outerwear/hats/harris-tweed-ivy-cap/110119GY-62-STD.html?CAWELAID=520006330000353085&CAGPSPN=pla&catargetid=520006330000104600&cadevice=c&gclid=CjwKEAiAp_WyBRD37bGB_ZO9qAYSJAA72IkgMG5eZe6nxxqBbS0R-HGzLBcNl8u3AV49HlFLnRIpCxoCMTzw_wcB Newsboy cap, Brunello Cucinelli, $310, bergdorfgoodman.com  http://www.bergdorfgoodman.com/Brunello-Cucinelli-Wool-Newsboy-Cap-Gray-Scarves-Hats-Gloves/prod110130217_cat261801__/p.prod?icid=&searchType=EndecaDrivenCat&rte=%252Fcategory.jsp%253FitemId%253Dcat261801%2526pageSize%253D120%2526No%253D0%2526refinements%253D&eItemId=prod110130217&cmCat=product

(1) Harris tweed ivy cap, Allen Edmonds, $97.50, allenedmonds.com; (2) Cashmere ivy cap, Worth & Worth, $150, hatshop.com; (3) Duckbill ivy alder creek hat, Goorin Bros, $42, goorin.com; (4) Bristol ivy cap, Barneys New York, $125, barneys.com; (5) Checked tweed flat cap, Lock & Co. Hatters for Kingsman, $150, mrporter.com; (6) Newsboy cap, Brunello Cucinelli, $310, bergdorfgoodman.com

Source: Vendors

Everyone may be a hat person, but not everyone can pull off a fedora. If you can, good for you. And if you're game to try, even better. Select one in a neutral color with a moderate brim to bring a bit of boldness to the New Year.   

 

Felt hat, Club Monaco, $98.50, clubmonaco.com  http://www.clubmonaco.com/product/index.jsp?productId=69099816 Runabout hat, Stetson, $175, stetson.com http://www.stetson.com/hats/runabout The Astoria, JJ Hat Center, $75, jjhatcenter.com http://www.jjhatcenter.com/collections/felt-hats/products/the-astoria-in-olive?variant=5272686916 Dark blue felt hat, Borsalino, $365, borsalino.com  http://us.borsalino.com/en/man/fall/winter-2015/16/felt-hats/superior-quality-fedora-hat-wide-brim-4.html Fishing hat, A.P.C., $200, apc.fr  http://usonline.apc.fr/men/accessories/fishing-hat-woadm-h24003#Dark%20brown&49 Rabbit felt rollable in sand, Stoffa, $200, stoffa.co http://stoffa.co/collections/hats/products/hat-rabbit-felt-rollable-sand

(1) Fishing hat, A.P.C., $200, apc.fr; (2) Dark blue felt hat, Borsalino, $365, borsalino.com; (3) Rabbit felt rollable in sand, Stoffa, $200, stoffa.co; (4) Runabout hat, Stetson, $175, stetson.com; (5) The Astoria, JJ Hat Center, $75, jjhatcenter.com; (6) Felt hat, Club Monaco, $98.50, clubmonaco.com 

Source: Vendors

Looking to stay extra warm this season? Select one of these fur-trimmed trappers, aviators, or ushankas.

(1) Quilted trapper hat, Banana Republic, $59.50, bananarepublic.com; (2) Vermont sheepskin hat, Lock & Co Hatters, $298, lockhatter.co.uk;(3) Sarek hat, Fjallraven, $80, fjallraven.us; (4) Fur-trimmed aviator hat, Crown Cap, $95, barneys.com; (6) Sheepskin trapper, UGG Australia, $205, uggaustralia.com;

(1) Quilted trapper hat, Banana Republic, $59.50, bananarepublic.com; (2) Vermont sheepskin hat, Lock & Co. Hatters, $298, lockhatter.co.uk;(3) Sarek hat, Fjallraven, $80, fjallraven.us; (4) Mad bomber hat in buffalo plaid, L.L.Bean, $49.95, llbean.com; (5) Elmer fudded baseball cap, Crown Cap, $140, barneys.com; (6) Sheepskin trapper, UGG Australia, $205, uggaustralia.com;   

Source: Vendors

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Moti Ankari is the associate market editor for Bloomberg. Follow him on Twitter and Instagram, or contact him at mankari@bloomberg.net.