9 Best Men’s Boots for Every Fall Adventure

From duckboots to Chelseas, Huckberry Head Footwear Buyer Mike Idell offers his expert advice and boot quiz for picking out your next favorite pair
November 1, 2018Words by Huckberry Staff

Huckberry Head Footwear Buy Mike Idell
Mike Idell, Huckberry’s head footwear buyer


Hey, Mike here, Huckberry’s head footwear buyer. Every fall, after our new exclusive boots show up on the site, everybody asks me the same simple, yet impossible question—which pair’s my favorite?

I never give a straight answer because 1) our team helps design every pair, and 2) each boot has a little something different for everyone. At the same time, I get it. A new pair of boots is an investment, and you wanna be sure you get the ones you really want. Especially since with our lineup of boots, it’s a long ride until you have an excuse to buy another pair.

So I worked with our editorial team to whip up a custom quiz to help you figure out which boot is best for your next adventure. Plus, below that, I’ve written my insider take on each one. Remember, nearly all the boots on this guide are exclusive to Huckberry, so head on over to our shop for more info.

Now, let’s get down to business:



 

 

Rhodes Dean Boot


Rhodes Dean Boot

Mike’s Take:
 The Rhodes Dean Boot is handmade in Portugal, made of premium leather, and resoleable—they really are a best-in-class value.

History: Rhodes Boot is a newcomer. They’re not trying to steal the show from the pricier boots out there, but they’re good for just as much wear.

Type: Work boots

Only at Huckberry: Yes


SHOP THE DEAN BOOT
SHOP ALL RHODES BOOTS

 


 

Huckberry All-weather Duckboot
 

Huckberry All-weather Duckboot

Mike’s Take: We created the All-weather Duckboot because we wanted sneaker comfort in a classic duckboot style that’s truly waterproof.

History: This boot’s brand new. It’s an idea we’ve always been looking for that we thought needed to be out there—a sneakerboot in leather with a style we could really get behind.

Type: Rain boots

Only at Huckberry: Yes
 

SHOP THE ALL-WEATHER DUCKBOOT
SHOP ALL HUCKBERRY PRODUCTS

 



Astorflex Bitflex
 

Astorflex Bitflex

Mike’s Take:
Yeah, rockstars wear the Astroflex Bitflex, and they’ve been cool for 50 years. But more importantly, just look at the guy in the airport racing to tie and untie his boots and tell me slip-ons aren’t the way to go.

History: Astorflex is a sixth-generation family shoe-making business in Italy. They source all their leather from sustainable European tanneries. And their owner, Fabio, still builds boots by hand from start to finish.

Type: Chelsea boots

Only at Huckberry: Yes


SHOP THE BITFLEX BOOT
SHOP ALL ASTORFLEX SHOES

 



Danner Mountain Pass
 

Danner Mountain Pass

Mike’s Take: 
We teamed up with Danner Boots on an exclusive colorway of the Mountain Pass. I wouldn’t go so far as to say this is the original hiking boot, but they definitely influenced much of what came after.

History: Handmade in Portland to this day, these hiking boots have quality materials and durability that’s outta another era. Here at Huckberry, a lot of people’s parents have Danner boots that go back 30-40 years.  

Type: Hiking boot

Only at Huckberry: Yes
 

SHOP THE MOUNTAIN PASS BOOT
SHOP ALL DANNER BOOTS

 



Rancourt & Co. Wolf Boot
 

Rancourt & Co. Wolf Boot

Mike’s Take: Made-in-Maine and tough-as-nails, the Rancourt Wolf Boot can be dressed up or down. The low-profile Vibram sole pulls more than its weight when the weather goes south.

History: Handcrafted in Lewiston, Maine, since 1967, Rancourt Wolf Boots are run by a father-and-son team (second and third generation Rancourts), and each pair still takes around three hours to hand sew.

Type: Dress boots

Only at Huckberry: Yes
 

SHOP THE WOLF BOOT
SHOP ALL RANCOURT & CO. SHOES

 



Lems Boulder Boot


Lems Boulder Boot in Buckeye

Mike’s Take:
These foldable, super cushy Lems Boulder Boots are perfect for travel. You can roll ‘em up and stash them in your carry-on like an extra sweatshirt.

History: Lems Shoes was founded in 2008, based on the idea that boots should fit the natural shape of the foot.

Type: Hiking Boots

Only at Huckberry: Nope, but we’ve got the best price


SHOP THE BOULDER BOOT
SHOP ALL LEMS SHOES

 



Red Wing Heritage Iron Ranger


Red Wing Heritage Iron Ranger

Mike’s Take:
From maybe the most recognizable name in boots, the Red Wing Iron Ranger is ready to punch the clock—day in, and day out.

History: Made in Red Wing, Minnesota since 1905—this is USA workboot royalty.  

Type: Work boots

Only at Huckberry: Nope, but we’ve got the best price


SHOP THE IRON RANGER BOOT
SHOP ALL RED WING HERITAGE BOOTS

 



Astorflex Greenflex




Mike’s Take: 
This is the perfect version of a Desert Boot—a staple in every guy’s closet. They’ve been around since British soldiers wore ‘em in WWII and haven’t gone out of style since.

History: Another Astorflex story: Their owner, Fabio, goes across the street to eat at his wife’s restaurant at least once a day (we went there with him). Also, back in the day, they used to include a box of pasta with every pair of boots they sold (yes, seriously).

Type: Chukka boots

Only at Huckberry: Exclusive colorways
 

SHOP THE GREENFLEX BOOT
SHOP ALL ASTORFLEX SHOES

 



Tricker’s Low Leg Logger Boot


Trickers Low Leg Logger - Exclusive

Mike’s Take:
 These are British-made boots that dress up easily but shouldn’t be underestimated in the field, kinda like the Barbour jacket of boots.

History: Tricker’s have been made in England since 1829. These guys made the first waterproof boots for farmers and have been known for their quality and comfort for almost 200 years.

Type: Work boots

Only at Huckberry: Yes


SHOP THE LOW LEG LOGGER BOOT
SHOP ALL TRICKER’S BOOTS

 

For more fall boots, check out Adventure Sports Network’s 2018 roundup



>>Next: 7 Best Approach Shoes for Fall
 


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