Image via Complex Original
Winter is officially here, and for most of us that means it's time to switch up our footwear options for the next few months. Thankfully, Christmas is right around the corner so this is the perfect time to ask for new boots so you can trek through the approaching nasty weather with easy and in style. We've rounded up some of the coolest boots out right now, from your classic Timberland style that's made a recent resurgence to some revamped chukka boots from Alexander Wang. Now that we've tackled your timepiece dilemma, here's our Holiday Gift Guide: 18 Boots We Want This Season.
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Breaking the Mold
When you think of a Chelsea boot, we're sure the first thing you think of is a classically sleek black pair, a la Saint Laurent. Well if you're looking to break the stereotype, Italian footwear label, Diemme has an outstanding option. These are super lightweight and extremely comfortable, which make them perfect to transition from your 9-to-5 to your 5-to-9.
Diemme Verona, $440
Buckle Up
The double monk strap has been around for years, but only recently has it enjoyed tons of attention in the menswear realm. A bunch of brands have created their own take on the footwear style and now we see a handful of unique takes from brands like Calvin Klein and Alexander Wang who both raisde the shoe collar with these sleek options.
(Left to right) Available at Calvin Klein Collection, $555 / Dior Homme Panel Detail Ankle Boot, $1,300
Just The Tip
When you're searching out a great boot for the season, it's always good to have a pair that can be worn both on the weekend and with suiting. Lucky for us, this is exactly why what the brogue boot is for. Choose from a basic color like black or brown or turn it up a notch with a crazy color from Florsheim by Duckie Brown.
(Left to right) Mark McNairy Country Brogue Boot, $425 / Similar colorways available at Florsheim, $475 / Dr. Martens Bentley Boot, $210
High and Dry
Looking to cop a pair of boots that you don't have to invest extra money on cleaner and repellent as well? We've got you covered with options from Native and Thorocraft, who both infused rubber material into these styles to make sure you keep dry and remain stylish no matter what Jack Frost throws your way.
(Left to right) Thorocraft "The Colby" Boot, $300 / Native Fitzsimmons, $90
Updated Classics
Most guys own a pair of reliable Clarks style desert boots, but there are brands that have taken the classic silhouette and pumped it up with some cool textures. Alexander Wang delivers in an embossed croc leather, and Nicholas Kirkwood give us a patent leather version that gives the your shoe collection a dose of high fashion.
(Left to right) Available at Alexander Wang New York, $525 / Available at Nicholas Kirkwood New York, $840
Less Is More
It's always good to have a pair of boots that aren't all about the details and more about quality and craftsmanship. All three brands included here are known for being veterans of the game, dominating their individual lanes of classic footwear. Don't worry about being trendy, these boots will be in style years from now.
(Left to right) Timberland 6-Inch Boot, $180 / Grenson Hadley, $455 / Red Wing Heritage Ice Cutter, $380
On the Hunt
What started off as footwear only meant to be worn in the wilderness has turned into a menswear staple on the concrete streets. The hunting boot looks good in the winter with a great pair of selvedge denim (just promise not to tuck your jean into the boot) or worn-in chinos. Eastland gives you a gum sole while Chi-town's Oak Street Bootmakers incorporates the trendy Vibram wedge sole.
(Left to right) Eastland Stonington 1955, $215 / Oak Street Bootmakers Hunt Boot, $386
Feel It In Your Sole
Tricked out soles have been a huge hit this year, so make sure you end things on a stylish note with a cool update to your typical boots. Whether it's the popular LunarGrand style from Cole Haan or a dramatic sole from Alejandro Inglemo, you'll definitely have the coolest boots for the winter if you switch up the sole.
(Left to right) Cole Haan LunarGrand Lace Boot, $278 / Kickers by Christopher Shannon Limited Edition Kick Hike CS, $180 / Alejandro Inglemo Eastern Mid, $715
