The Best Fall Boots For Men

Transform your wardrobe for cooler weather.

Fall boots

Boots are what this cooler weather calls for. Comfortable, ready for cool weather, and able to take on a cold storm if that happens.

Also? Boots are sexy. You want to wear them. They’re great for dates.

We shopped so you don’t have to… here are our picks for your feet this fall.

Clarks Men’s Bushacre 2 Chukka Boot

Clarks Men's Bushacre 2 Chukka Boot
Clarks Men's Bushacre 2 Chukka Boot

It’s pretty hard to go wrong with this boot. It’s comfortable (from comfort-brand Clark’s), easy to slip on and tie, looks good, is completely affordable, and comes in a choice of colors that might tempt you to go a little wild. Well, that is if you consider Loden Green suede “wild” because the many colors here are so awesome, muted, and perfect for boots that you are going to have a hard time choosing.

Thursday Boot Company Captain Men’s Lace-up Boot

Thursday Boot Company Captain Men's Lace-up Boot
Thursday Boot Company Captain Men's Lace-up Boot

Can’t decide if you want some bad-ass motocycle boots or something you can wear to a wedding? These bad boys walk the line between those two extremes so well that you come out the other side looking like some sort of elegant James Bond-meets-Mad Max mashup that’s sexy AF. You might want to get a nice date-shirt to go with these because there will be dates.

Comfort, class, and tough-guy sexy scariness all from a pair of boots? You betcha! This is the stuff.

Danner Men’s Mountain Light II Hiking Boot

Danner Men’s Mountain Light II Hiking Boot
Danner Men’s Mountain Light II Hiking Boot

Does your fall involve trails? Hiking while you peep at leaves? Paths that might not be raked or dry or anywhere near civilization?

That’s a great way to live.

And this is a great pair of shoes to live in while you do it. Comfortable, waterproof, all leather so the fit will keep improving, these boots are great for a Maine trail or a Portland wedding… or just to complete your sexy lumberjack look.

Ariat Work Men’s Groundbreaker Work Boot

Ariat Work Men's Groundbreaker Work Boot
Ariat Work Men's Groundbreaker Work Boot

You work hard, and don’t need to get hurt while you do it. You head into the brush on a regular basis and don’t need to get bit by a snake while you are there. You are, essentially, a modern cowboy with your always-outdoors-doing-hard-work lifestyle. You probably already own a pair of these, if that’s your life for real. But a new pair of boots won’t do you any harm and your date will be pleased to see you in something clean for once. These are all leather and they will get the job—however manly—done.

Dr. Martens 1460 Originals Eight-Eye Lace-Up Boot

Dr. Martens 1460 Originals Eight-Eye Lace-Up Boot
Dr. Martens 1460 Originals Eight-Eye Lace-Up Boot

Can over 2K Amazon reviewers be wrong about these Doc Martens? They are a classic for a reason. They kick ass, they are comfortable, and they last forever.

They also come in so many colors you can have a different pair for every persona you sport. Even if you have more characters in your multiple peronality disorder than Fortnite.

You have always wanted a pair of these. Here you go! Pick your color and go into fall wearing these!

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