10 Great Boots to Wear This Fall and Winter

Kick your boot game up a notch.

(Photo: Getty)

(Photo: Getty)

Every guy needs a good pair of boots–especially as fall temperatures dip into winter. Whether you’re rocking sleek Chelsea boots, comfy hikers or rugged combat boots, there’s plenty of choose from. Here’s a bevy of boots to keep you warm, dry and looking fly during the cold months.

The Chukka Boot: 
Nisolo Emilio Chukka 

(Photo: Nisolo)

The chukka boot, a.k.a. the desert boot, is a sleek and stylish classic that you can dress up or dress down depending on the occasion. This pair from Nisolo is perfect to wear day or night, and comes in a variety of colors.

Get it here for $198.

The Combat Boot:
Common Projects Leather Boot

(Photo: Common Projects/Mr. Porter)

Combat boots are as badass ass they are useful, and these slick black-on-black kicks from sneaker specialists Common Projects are made from smooth leather to ward off pesky autumn rain, and have reinforced stitching and lug soles that’ll hold up in rough weather.

Get it here for $700.

The Chelsea Boot:
Crockett & Jones Chelsea Black Wax Calf Boot

(Photo: Todd Snyder)

Cool and casual, the Chelsea boot is versatile and perfect for wearing to the boardroom as it is to the bar. These sleek slip-ons from Crockett & Jones have a calf leather upper, rubber sole, and elastic side panels for comfort.

Get it here for $695.

The Lace-Up Boot:
TAFT Dragon Boot

(Photo: TAFT)

These Goodyear-welted lace-up boots from TAFT are constructed with the finest waxed waterproof leather and best rubber sole possible, so they’ll do their job perfectly in any weather. Rain, snow, sleet, or sun, these shoes will keep you dry and make you look amazing.

Get it here for $349.

The Brogue Boot:
Frye George Adirondack

(Photo: Frye)

Frye’s weatherproof George Adirondack boot is a luxurious take on the classic hiker boot, with thick lug soles to beat the elements, smooth leather, waxed suede accents, and tailored brogue detailing. These bad boys are weatherproof with a leather lining, so they can definitely kick wintry weather to the curb. 

Get it here for $458.

The Hiking Boot:
Danner Mountain Light

(Photo: Danner)

With a full-grain one-piece leather upper to keep out water and debris, GORE-TEX liners to make it 100 percent waterproof, and a specially designed Vibram Kletterlift heel for shock absorption and traction on any surface, these handsome hikers are a must for wet and sloppy weather.

Get it here for $380.

The Classic Re-Boot:
Timberland Heritage 6-Inch Waterproof Boot 

(Photo: Timberland)

Timberland’s iconic 6-Inch boot has been upgraded with brown full-grain leather for the company’s 45th anniversary. The latest twist on classic Tims feature a signature padded leather ankle, waterproof construction, and PrimaLoft insulation for warmth.

Get it here for $190.

The Work Boot:Red Wing Blacksmith Boot

(Photo: Red Wing)

Crafted from high-quality leather and a Vibram 430 mini-lug outsole, this heritage boot brand is wearable in any season, and features a high 6-inch ankle that’ll keep out snow, rain, and dirt.

Get it here for $300.

The Snow Boot:
Sorel Caribou Wool Boot

(Photo: Sorel)

Sorel’s classic Caribou is buit for the wettest, coldest and sloppiest of winter days, and will pretty much last forever. Full-grain leather and seam-sealed waterproof construction keeps your feet dry, and a toasty wool inner boot keeps the cold out and the warmth in.

Get it here for $180.

The Trench Boot:
Viberg Service Boot

(Photo: Viberg)

These are an updated version of Viberg’s original work boot designed nearly 100 years ago in 1931, and a “similar pattern was used by multiple nations as a standard issue military boot during WWII,” the description reads. A Chromexcel leather upper and durable Dainite sole make this boot perfect for dressing up your cold weather outfits.

Get it here for $670.