7 Durable Men’s Shoes That Will Last Through the Winter

Winter weather can do a number on your favorite shoes, turning your hard-earned footwear investments into ragged relics. But with a discerning eye, you can pick up a pair of shoes that will last through the imminent season shift and many more to come.

For guys who like to keep it classic, the good news is that you don’t necessarily have to give up your go-to styles to suit up for winter weather. Staples such as the cap toe, Chelsea boot and chukka are available in winter-ready variations. Below, shop our picks from Rockport, Sorel and more.

 

Rockport Main Route Northfield Waterproof

A sporty-formal hybrid, this winter-ready oxford is equipped with waterproof seam-sealed nubuck leather and a rubber lug sole for extra traction on slick surfaces.

Rockport Main Route Northfield Waterproof
Rockport Main Route Northfield waterproof.
CREDIT: Zappos


Frye Woodson Hiker

A classic speed laced style is made extra durable with a Goodyear welt construction, leather lining and lug outsole for traction and stability.

Frye Woodson Hiker
Frye Woodson Hiker
CREDIT: Zappos


Vionic Chase Chukka Boot

This traditional chukka style is done in weather-treated suede to resist stain and rain, while a proprietary anatomic insole provides stability and comfort.

Vionic Chase Chukka Boot
Vionic Chase Chukka boot.
CREDIT: Vionic


Wolverine 1000 Mile Boot Original

This leather laceup looks even better as it ages, while sporting a cushioned footbed for an enhanced feel underfoot.

Wolverine 1000 Mile Boot Original
Wolverine 1000 Mile Boot Original
CREDIT: Wolverine


Lems Shoes Boulder Boot

The upper of this classic hiking style is done in leather that’s stain- and moisture-resistant, while its lightweight construction makes it easy to fold and pack for a weekend getaway. 

Lems Shoes Boulder Boot
Lems Shoes Boulder boot.
CREDIT: Huckberry


Rockport Essential Details II Waterproof Cap Toe

Offering a more traditional oxford construction, this sleek cap toe style features waterproof leather and shock absorption in the heel for added comfort.

Rockport Essential Details II Waterproof Cap Toe
Rockport Essential Details II Waterproof cap toe.
CREDIT: Zappos


Sorel Madison Chukka Waterproof

Stand up to the snowiest of days with this stylish chukka boot from Sorel, complete with a molded rubber outsole for long-lasting wear.

Sorel Madison Chukka Waterproof
Sorel Madison Chukka Waterproof
CREDIT: Zappos

Want more?

The 6 Best Men’s Shoes That Aren’t Brown

Our Guide to the Best Men’s Running Shoes to Gift This Year

I Tried Warming Socks for Winter, and It Changed My Life

More From Our Brands

Access exclusive content