Weather the Season in Style with the Best Men’s Boots for Fall

best mens boots for the fall Thursday Boots President in Grizzly Wheat

Autumn is here, and that means we’ve reached the finest season for menswear (some would say, at least). Our guide to the best men’s boots for fall centers around picks for every taste, whether you prefer sleek black boots, handsome wingtip boots, refined Chelsea boots, or something in between. They all have a few things in common, though: standout styling potential, excellent construction, and affordability for the quality. Ready to start shopping? We know we are.

Nisolo Chelsea Boot in Brown, $238

Best Mens Boots for Fall Nisolo Chelsea Boot in Brown

Chelsea boots earn you major style points, but what about points when it comes to sustainability? Nisolo centers its brand around sharp footwear that looks great, wears well, and features sustainable, ethical production. Perfect for fall … or any time of year. 

Florsheim 125th Wingtip Boot, $275

Florsheim 125th Wingtip Boot

It’s not everyday that a brand celebrates its 125th anniversary — that’s what Florsheim is up to this fall. And what better way to nod to the occasion than by taking an archived style and bringing it forward into the 21st century? These beautiful, Horween Essex Veg Tan leather boots will sit nicely under everything, from slim navy chinos to rugged black denim, and that makes them deserving of our list of fall’s best boots. 

Thursday Boots President in Grizzly Wheat, $199

Thursday Boots President in Grizzly Wheat

Goodyear welt construction and agreeable pricing make the President worthy of a spot on our roundup — and the standout, Grizzly Wheat-colored, full-grain leather makes these boots worthy of any outfit. At that price, you can pick up these guys and another pair of Thursday Boots too.

Johnston & Murphy Grayson Zip Boot in Black Calfskin, $198

Johnston & Murphy Grayson Zip Boot in Black Calfskin

For those who prefer their boots with a bit of edge, Johnston & Murphy’s Grayson Zip Boot has just what you need. The crisp, black color and sleek design should definitely add some rock n’ roll to even your most laidback getups. Try these with blue denim and a white Oxford, for starters.

Allen Edmonds Normandy Boots, $350

Allen Edmonds Normandy Boots

On the opposite end of the spectrum comes a pair of rough-and-tumble boots fit for every fall trip you take outside of the city — or in the city, for that matter. The handsomely crafted Normandy Boots boast Goodyear welt construction and the sort of styling potential that would sit exceptionally well under faded dark blue or grey denim.

Cat Footwear Abe Canvas Boot, $150

Cat Footwear Abe Canvas Boot

Channeling both a sleek silhouette and plenty of rugged appeal, the Abe Canvas Boot from Cat Footwear is versatile. The leather-and-canvas combo should break in quite nicely over time, while twill lining adds some fall-ready durability — these boots were made to be worn on a stroll through the park or to your local farmer’s market.

That’ll wrap up our guide to fall’s best boots, but we think you should circle back and cross each pair off your list.