With Autumn approaching and temperatures dropping across the country, many living creatures are migrating to warmer places to spend their winters. Whales, Salmon, Sea Turtles and your grandparents are all travelling vast distances in search of better food and warmer climate. You should also be preparing for winter.  Picking up some rugged new kicks for the change of season always softens the winter doldrums.

Buying men’s boots is fun, stylish and rugged.  It’s the foundation of a man’s wardrobe and we should look forward to wearing them.  While summer shoes for men have come a long way in recent years, there is not style comparison when it comes to a cool pair of men’s boots.

I should preface by saying our recommendations for men’s boots are not what are commonly called shit-kickers.  Our recommendations are more for casual dress and not physical outdoor labor.   So here we go, our picks for the best men’s boots for 2021.


Men’s Horsepower Boot from Carbon2Cobalt  ($139)

best mens fall boots cobalt

Made of supple, oiled leather, this boot manages to be rugged and sophisticated at the same time. Antique-finished, three-point leather harness gives it classic motorcycle style, while the perforated trim and topstitching give it a bit of refinement. Padded EVA insole. Composite rubber outsole. Side zip entry. Imported in Black. Men’s Sizes: 8-12, including ½ sizes. Runs ½ size large. [188519] $139


The Canton, From Crevo Boots  ($99)

best mens leather boots crevo canton

The Crevo Canton is a genuine leather boot with a twist. The suede heel and wool padded collar and lug rubber outsole make it a great rugged fashion boot for Fall.  A one inch heel will allow you to order from the second row at the bar.   The rubber sole will keep your back aligned during frequent use.  The inside zipper allows you a quick extraction for those surprising and intimate moments.  Best of all is the price point on this boot, not a wallet buster.


The Ace by FreeBird – $199

list mens leather boots fall 2021 - Ace by FreeBird

From a bunch of badass ladies in Denver, FreeBird can also make some dope men’s boots. Meet ACE – the jack of all trades. This boot features an almond shaped cap toe and leather stitch details for a timeless look. ACE is constructed with an inside brass zip closure and versatile leather laces with a 1-3/4″ heel and rubber sole.  Vintage look reminiscent of James Dean, Sid Vicious and Westside Story guaranteed to stir it up at the pub with the ladies and the men.


Sorel’s Madson Moc Toe Waterproof Boots ($139)

men's fall boots sorel

Sorel has long been at the forefront of comfortable and functional boots.  Get the weather protection you need, without skimping on style. This moc-toe boot brings a casual-classic look, waterproof design, and sneaker-like comfort to every step of your day. Perfect for you martyrs up in the Pacific Northwest who enjoy wet & cold 7 month winters.  A molded rubber traction sole, keeps you from slipping on wet bar room floors. Available in waterproof nubuck leather, or waterproof full grain leather with suede collar and tongue top.  A one inch heel allows you to rise above the nonsense.


ROAN Native II from BedStu ($129)

best mens leather boots 2021 ROAN

Look and feel rugged this Fall in the NATIVE II from Roan (BedStu). This hand finished tan leather boot has a soft leather upper, a cushioned insole and a decorative harness with metal buckle.  Get your street hiking on in the NATIVE II. A full grain leather with exclusive hand finishing. A leather upper, composite outsole, cushioned footbed with a tan greenland boot with waxed leather harness. The ROAN Native II has a 1 1/4-inch heel, so you can be a man at work and six foot four and full of muscle.


The Scout by Harley Davidson

mens fall boots buying guide harley davidson

A perennial member of this list.  I’ve been rocking the Scout for about three winters now and never been happier with a pair of men’s boots.  The Scout is a fan-favorite men’s leather harness riding boot. Featuring a large metal Harley-Davidson shield on the outside and made with full-grain leather and a reliable Goodyear welted outsole.  Feel good answering the question – Who Makes Those Boots?  You can respond with a growl – Harley Davidson.   7″ Shaft and 1″ Heel with Rubber outsole.


Final Thoughts

There you have it lads, six pairs of rugged boots to improve your street style this Fall.  Buying a new pair of boots is the best way to keep from sliding into that seasonal depression nonsense that is often real.  Thanks for checking out our picks for Best Men’s Boots For Fall 2021.

Fall forward with a nice bourbon!

Thanks For Reading!



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