Whether you live in a full-time cold weather region or just want to be ready for the worst that old man winter might send your way, you can't go wrong with the Barbour Beaufighter Jacket ($600). Made from heavy-duty 8-oz. pure waxed cotton, the Beaufighter — named after a WWII RAF fighter plane — also features warm, soft quilted lining, polyester sleeve lining to combat stuck sleeves, detachable faux-fur trim on the hood for that Han Solo-on-Hoth look, and seven pockets, five exterior and two interior, for carrying all your goods.
With a classic design dating back to the early 1900s, the Mister Freedom Denim Peacoat ($590) is as much collector's item as it is apparel. Made from "sc301 okinawa" denim - selvedge fabric woven on traditional shuttle looms - the jacket is modeled after a merchant Navy sailor's jacket, and is finished with historically-accurate details like chain-stitched embroidery. Any more vintage and it'd have to come from a consignment shop.