The Tuesday Steal: These Durable Huckberry Chukka Boots are a Bargain for Your Spring Boot Rotation

Building an #OOTD from the ground up, especially in the anything-goes days of spring, where weather can turn on you at a moment’s notice, often requires a pair of the best boots for the men. A pair built with versatility and dependable style in mind, a pair that can work as well with faded light wash jeans as they do with stretch chinos — a pair like the Rhodes Footwear Harrison Chukka Boots, my friends.

This time around, you’ll find them at Huckberry and in the Huckberry Sale section, always a wise place to start your search for rugged, hard-working (and discounted) gear for guys.

In my experience with Rhodes Footwear boots at Huckberry and via other Rhodes boots reviews on this very Brooklyn style blog, I’ve found that comfort is key, a respect for heritage design is top of mind, and a balance between rugged work boots and more casually stylish everyday boots is top of mind.

My friends, that’s precisely what you’re getting with the Rhodes Footwear Harrison Chukka Boots — and they just so happen to be marked down about $100 right now in the always-reliable, always-fun-to-shop Huckberry Sale section. The specs speak for themselves, but I’d say a closer look is in order, wouldn’t you?

Best leather chukka boots for men.

The Rhodes Footwear Harrison Chukka Boots boast the classic three-eyelet build of the chukka boot, set atop resoleable Goodyear welt construction featuring contrast stitching. And one of the best pairs of chukka boots for men gets its durability and good looks from the use of handcrafted waxed bovine leather, the kind that’ll take on a beautiful patina over time.

Leather-lined insoles will also mold to your feet and provide instant comfort right out of the box — from the very first wear of the Rhodes Footwear Harrison Chukka Boots, which you might just grow to learn are your new favorite chukka boots.

Best chukka boots for men.

The Vibram outsole should give you some serious spring in your step (plus added traction on cobblestone city streets as you search out an Old Fashioned). The Rhodes Footwear Harrison Chukka Boots also feature a profile that’s neither too casually rugged nor too dressy to wear with jeans — like the best men’s chukka boots on the market, they’re about as wearable as it gets with plenty of pairs of pants in your rotation.

Throw in the fact that you’re saving nearly $100 on the Rhodes Footwear Harrison Chukka Boots, and the purchase might nearly be made for you. Dress ’em down with a denim Western shirt and black jeans, dress ’em up slightly with a lightweight stretch cotton blazer and olive chinos, and get ready to get plenty of wear out of the reliable-as-can-be Rhodes Footwear Harrison Chukka Boots, folks.

The Sunday Sale: Save Nearly 30 Percent On these Rugged Chukka Boots from Huckberry

Best chukka boots for spring

When the time finally comes to stow away your hard-working winter boots in favor of something more lighter and easier to wear, well, you’re going to want to be prepared. What’s a guy to do? For starters, you’re likely aware (if you read the blog on the regular!) that you can head over to Huckberry to stock up on all your spring style essentials.

Beyond that, you’re going to find precisely what you need within the affordably priced, well-stocked and yet fast-selling Huckberry Sale section. And let’s take it one step further: You’re going to find the Rhodes Footwear Tyler Chukka Boots — some of the best chukka boots for men — within that sale section, and up for grabs at a discount right now for more than 25 percent off.

Best men's chukka boots for spring.

That knocks the price of the Rhodes Footwear Tyler Chukka Boots down to $131 from $175, a downright steal in terms of the right blend of quality and affordability. Crucially, like other Rhodes Footwear styles (including a pair of rugged Chelsea boots), the Rhodes Footwear Tyler Chukka Boots hit all the right marks in terms of spring-ready boots, from the versatile ankle boot chukka design to the sturdy yet comfortable rubber wedge sole.

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Beyond that, the Rhodes Footwear Tyler Chukka Boots boast a refined toe shape that puts them right at home with either the best men’s blue jeans or your favorite chinos and an Oxford shirt, while the waxy leather will develop its own unique patina over time.

The sole itself on the Rhodes Footwear Tyler Chukka Boots is also slip-resistant, while the overall look is about as versatile and high-quality as it gets for the price. Again, the Rhodes Footwear Tyler Chukka Boots can be yours for just about 25 percent off, and that’s as worthy a deal as any this season. Lace ’em up and we’ll see you out there.

The Thursday Buy: The Rhodes Winslow Boots from Huckberry are the Most Versatile Boots to Wear This Season

Now’s the perfect time to lace up your new favorite pair of boots — if you’ve taken care of shopping for the boots in question, that is to say. If not, well, you’re just in time to stock up on some of the best men’s boots, a pair that’s as stellar, rugged and stylish as they come. That’d be the Rhodes Winslow Boots, one heck of a pair of stylish leather lace-up boots that check all the right boxes this season and well beyond. Checking off the boxes, after all, is something of a Huckberry specialty, and the good folks at the San Francisco-based retailer set out to make a set of workwear-inspired boots with plenty of knowledge and a sturdy vision in mind. You see, the Rhodes Footwear line is a lot like the rest of Huckberry’s standout offerings, including the best waxed trucker jacket on the market.

Rhodes debuted in the fall of 2018 with a focus on making subtly stylish, well-priced and expertly made boots, mostly of the dress and chukka varieties, but the latest and greatest launch is, again, workwear boots that offer something slightly lighter, slightly more casual and still plenty wearable all the same. The Rhodes Winslow Boots are an ideal pair of boots to buy right now if you want to ease into the colder months without reverting right away to snow boots, which is as it should be, after all. These toe the line (literally) between bulky work or snow boots and less substantial (but no less essential) chukka boots. Think of the Rhodes Winslow Boots like an excellent middle ground, and some of the best men’s boots for fall, right down to the small details.

Those small details, naturally, are what Huckberry has worked so hard to get right, and with the Rhodes Winslow Boots, that effort shines through. For under $200, you get a pair of boots made with rich full-grain roughout leather designed to only get better with age (these are some of the best boots for men, after all). The upper totals 5 inches, so they aren’t outrageously high — more like a mid-boot than an ankle or chukka boot, but again, no less useful for the fall and winter months.

The Rhodes Winslow Boots are also built atop a soft and springy Meramec outsole, which gives them less traction in the snow but provides a mighty smooth ride in plenty of other types of weather, or simply on blustery fall days with crunching leaves underfoot. The boots are also handcrafted in the footwear mecca that is Leon, Mexico, another place where plenty of the best boots for men are made, season after season. Because they’re a plain-toe boot with a wedge outsole, you’re going to get plenty of wear out of ’em with all of your favorite casual style essentials, from faded denim, a classic henley and the best waxed trucker jacket to a chambray shirt and tan chinos for a nice blend of high-low style. You can even wear them this holiday season (and they’d be great boots to wear for Thanksgiving) — just add a soft, slim-fit flannel shirt and tailored blue jeans to hit the mark, folks. The next time you need a pair of reliable-as-can-be leather boots, the Rhodes Winslow Boots are going to come through in the clutch.

The List: From New Boots to Flannel Shirts, These are the Best Fall Style Picks

Ready, set … go. I’m talking, of course, about the race to find the best gear for fall to buy for 2022, including some of the best fall boots for men as showcased above. It’s a race we’re running full-speed today, seeing as September is waning quickly and October is just about here. Warmer weather can sometimes stick around into October, especially in NYC, but I’m doing everything I can to break out my favorite fall style essentials, and you should do the same. Whether that’s the Rhodes Footwear Huxley Boots (more on those very soon), a stylish Timex watch, a pair of classic blue jeans or dark blue jeans, you’re going to be mighty pleased with today’s edition of The List. Happy fall, my friends.

Rhodes Footwear Huxley Boots — $220

Rhodes Footwear Chelsea Boots

Rugged-yet-versatile Chelsea boots for all your fall adventures.

Yes indeed, it’s high time we continued talking about Rhodes Footwear and the best men’s boots for fall. These are some of the best slip-on boots out there, with rugged construction and yet sharp styling potential — and it’s all thanks to Huckberry. Think of them like alternative boots to Blundstones, if you will.

Mott and Bow Slim Oliver Jeans — $118

Mott and Bow jeans review

Slim, sturdy dark denim to wear every single day this fall — right?

You know what works extraordinarily well any day this fall (and beyond)? Especially with your new favorite boots? That’s right: A pair of slim dark blue denim from the good folks at Mott and Bow.

Timex Navi XL Red Bezel Automatic Watch — $259 via UNCRATE

Your new favorite watch, quite possibly.

Now, this isn’t the first time we’re talking about this rugged Timex watch on the blog. It’s one of the coolest-looking and most affordable watches out there, and it’ll look great alongside dark blue denim and some of the best slip-on boots.

Schott NYC Perfecto Motorcycle Jacket — $900 via UNCRATE 

A stunning leather jacket to wear all the time this fall.

Looking for one of the best leather jackets … ever made? Then it’s the Schott NYC Perfecto Motorcycle Jacket you need, specifically this fine edition as sold by UNCRATE. It’s one of the best moto jackets for fall layering, complete with a cotton flannel lining.

Todd Snyder Lightweight Pocket Sweatshirt in Navy — $98

Lightweight Pocket Sweatshirt in Navy

Your new favorite sweatshirt for fall and winter, guaranteed.

The perfect sweatshirt to layer beneath your Schott moto jacket? Quite possibly. Two NYC brands in one look would make for mighty fine fall style, and this Todd Snyder + Champion sweatshirt is simply one of the best sweatshirts for men this season.

Beckett Simonon Nolan Brogue Boots — $229

Nolan Brogue Boots

Sleek, well-made wingtip boots for fall weather, my friends.

Yes, more of the best boots for fall, folks. These classic wingtip boots are in fact some of the most affordable made-to-order boots out there, so act quickly before fall weather hits.

Buck Mason Chambray Work Shirt in Medium Wash — $105

Buck Mason - M008 Medium Wash Chambray Work Shirt

A tough chambray work shirt to layer or wear all on its own.

What’s a better layer for fall than a rugged chambray shirt, especially this durable work shirt from Buck Mason? Made from 100 percent cotton, you should layer this atop a classic henley (more on that in a minute).

American Trench Retro Stripe Socks (Three-Pack) — $30

Get a three-pack of the best men’s socks to head on into fall, and know that American Trench doesn’t cut any corners when it comes to the best socks for men. These retro-inspired socks are comfortable, easy to wear and stylish as heck when peeking out from your rugged leather boots.

Free Fly Flex Henley — $65

Speaking of the henley you need right now, well, here’s this fine number from Huckberry and Free Fly. Wear this versatile henley any time at all this fall, but especially with that durable work shirt from Buck Mason.

Snake River Farms American Wagyu Ribeye — $179

Bear with me here a second, folks. When you gear up for fall, you should still consider the fact that you’ve got a bit of prime grilling season left. Head to the Huckberry Provisions Shop to get the latest from Snake River Farms.

Myles Apparel Farallon Fleece Jacket — $138

Myles Apparel review

The best men’s casual jacket of the moment.

Get one of the best shirt jackets for fall while it’s still around, then rest easy knowing the Myles Apparel Farallon Jacket is made from cozy, lightweight thermal fleece in a tailored, not overly bulky, fit. And, you can use the code MYLES10 to get 10 percent off right now.

FRYE Mayfield Lace-Up Leather and Canvas Boots — $189

FRYE boots review

Rugged, tough-as-nails boots from a heritage bootmaker.

Get quite the deal (more than 40 percent off) on these rugged leather boots, delivered to you courtesy of FRYE. Yes, that’s right — we just keep on talking about the best men’s boots for fall, and this pair (complete with waxed-canvas side detailing and Goodyear welt construction) definitely qualifies.

Marine Layer Saturday Pants — $125 

Let’s shift our attention ever so slightly towards weekend-ready comfort. These stylish five-pocket pants are built more like joggers for many a fall weekend relaxing or on the run to your favorite brewery, but that doesn’t mean they won’t work with FRYE leather boots.

Tanner Goods Utility Bifold — $100 via Cool Material 

Searching for a slim leather wallet that’ll fit stylishly in the pocket of your, say, slim five-pocket pants? Meet the rugged-yet-sharp Tanner Goods Utility Bifold as sold by Cool Material.

Topo Designs 3-Day Global Briefcase — $159

A durable, tough bag that was made specifically for long weekends.

Speaking of everyday carry essentials, why not load up for a quick fall getaway with the Topo Designs Global Briefcase, ehh? Consider it one of the best bags for a long weekend.

Everlane Washed Black Denim Jacket — $98

Everlane denim jacket

A classic faded black denim jacket in an agreeable fit — well-done, Everlane.

Cruise on over to Everlane to get one of the coolest denim jackets of the moment. The Washed Black color and tailored fit make this classic denim jacket perfect for transitional fall style, especially with a rugged Filson shirt.

Luminox F-117 Nighthawk Watch — $790

Luminox watch review

A rugged men’s watch made to stand up to anything and everything this fall.

There’s never a bad time to invest in one of the best men’s pilot watches, and with military-grade quality and plenty of experience, Luminox has come through with one of the best men’s watches for fall adventures … and darn near anything else, for that matter.

Billykirk No. 479 Carryall in Black — $550

You’ve got the best watch for fall, plus the best bag for long weekend trips … but what about a durable carryall bag for slightly longer fall getaways? Enter the Billykirk No. 479 Carryall.

Ibex Hero Jogger Pants in Grey — $150

Hero Jogger Pant

Cozy, sweat-resistant merino wool sweatpants from a standout brand.

This isn’t the first time you’ve seen these stylish jogger pants from Ibex on the blog, and it won’t be the last. Every guy needs comfortable sweatpants for chilly days — these are it.

Are you still with me, folks? Thanks for sticking around to read about 20 of the best fall style essentials for menstarting with some of the best slip-on boots and carrying right on through to other must- have picks, from stylish jogger pants to a rugged Timex watch. I have plenty of favorites from the above list, so it’s tough to narrow it down to my favorite, but I personally love the classic denim jacket from Everlane shown above, along with … those Beckett Simonon wingtip boots. Seriously, I can’t pick just one! To share your own favorites with me this week, be sure to give me a follow on Twitter. Cheers!