You’ve heard the term “suited and booted”. It’s been part of the menswear nomenclature for years, and for good reason. Summer and the days of flip flops, canvas sneakers, and slip-ons are over. Fall means cooler temperatures and more precipitation. It’s time to wrap up your ankles, insulate your toes and waterproof your heels. Whether your uniform is a gray flannel suit or denim overalls, your boots should be made of the best materials available — leather and rubber — while standing up to the elements in style. Here, we discuss a few options to keep you looking good and warm today, and well into the winter. Get ready to lace em’ up.

Wolverine 1000 Mile Boot | $310, Amazon This series of Wolverine boots are called 1000 Mile’s for a reason. Soft wearing and hard working Horween leather make this a great choice for the man of leisure who enjoys the clean and polished look.

→ Style Tip Although they’re made for the field, don’t be afraid to wear them even if you’re a city slicker. Just don’t tuck your pants into them.

WAXED CANVAS MAINE HUNTING SHOE $139, LL Bean The ultimate marriage of form and function. The combination of waterproof waxed canvas and the stacked heel give this iconic boot from Maine a great name. Wear them during monsoon season.

Red Wing Beckman

$320, Amazon Red Bull may give you wings, but these are the real deal. Red Wings are the quintessential “shit kickers”—but stylish. Made of the best leathers and materials Red Wings have a long heritage of working just as hard as the man that wears them. The Beckman is a classic example.

Lands End Canvas Crosby Moc Toe

$99, Lands End Canvas Boots at the office? You can, and you should. This is a great option for flannel suits and corduroy trousers. Clean, smooth and in a warm chestnut brown color they’re a great way to look good at the office while being appropriate for the season.

→ Style Tip Don’t be afraid of contrast. Wear your bean boots with a rugged tailored Tweed blazer or with a tie and button down shirt. Dressing up while you’re dressed down is always a good way to go.

→ Style Tip While a leather sole is great for most conditions these won’t do well on ice or in snow. Stick with rubber, waxed canvas and Vibram for inclement weather.

Longtime Favorites Check out our reviews of the Frye Dakota Mid-lace and the Red Wing 870.



Protect Your Boots from Winter Check out our guide to caring for your leather boots from the winter elements.