By Katie Yeadon |  Photos by Sarah Conroy

These sophisticated yet rugged pieces are perfect for increasingly wintry temps, from stylish fleeces, scarves and gloves to dapper Peter Millar shoes. Not sure about what size clothing to buy your guy? Opt for a decidedly mature backpack for the man on the go or a smart pair of Randolf sunglasses.

Normal Brand Shirt, $109, Fun in the Sun (funsunsports.com)

Randolf Sunglasses, $159, Mister Guy (misterguymens.com)

Peter Millar Shoes, $250, Mister Guy

True Grit Fleece, $145, Fun in the Sun

Normal Brand Backpack, $199, Fun in the Sun

Barbour Gloves, $99, Outdoors, Inc. (facebook.com/outdoorsincstl)

Smathers & Branson Flask, $65, Mister Guy

Shinola Watch, $900, Nordstrom (nordstrom.com)

Barbour Scarf, $79, Outdoors, Inc.