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Best Fall Shoes For Men | Gentleman’s Guide

Last week we brought you gents a guide to the top Fall trends for 2018 (read it here). This week we wanted to break down one of those essentials, your shoes. With so many different styles, we have rounded up the best fall shoes for men!

Brogue Boots

For a stylish statement, the Brogue Boot is a must have! Unlike a typical leather boot, the Brogue is traditionally characterized by multiple-pieces and sturdy leather pieces with decorative details. Many times they can be multicolored, making them a true statement shoe. Take a look at some of our favorite pairs!

Leather Chukka

With Fall in full swing, the colder months are just getting started and rain and snow are on their way. Switch out your suede chukka boots for a leather pair. Do make sure you properly waterproof them so your shoes so no watermarks, snow, or salt ruin them.


You’d think loafers would be associated with the summer months, but on the contrary, loafers can be a shoe worn for all seasons. For Fall, look for a suede pair in navy, tan, or burgundy. Once again, make sure you waterproof your loafers so they can withstand the changing weather.


Sneakers are always a great way to dress down any outfit. Fall can be a very casual time, but being casual doesn’t mean looking sloppy. You want to choose a very structured material, like leather, when you wear sneakers in the fall.


The Fall season is all about weddings, so you need a dapper looking shoe that isn’t going to come untied and slow you down! The Oxford is the shoe you need! With many different materials, colors, and details, you’re sure to find a statement in this shoe. Here are a few of our favorites!