I’m continually surprised by the number of bad boots. Think about it: this footwear goes from concept to production, with hundreds of steps along the way. People form companies. Tanneries make the leather. Marketers create websites. Businesses churn out low-quality products.
Countless things can go wrong with a boot, and I’ve seen them all: iffy arch support, slippery soles, lousy lasts… and then there are the issues that you can’t pick up on when you’re trying boots on in a store, like leather that creases too fast or heels that detach after just a few weeks. And no matter how many boots I own — and I own well over a hundred pairs — I always gravitate toward a small group of favorites.
Enough is enough. I’m sick of seeing men doing their feet a disservice. So today, I will unveil the best boots for men to buy in 2024. Out of every boot I own, these are my ten all-time favorites.
What Makes The Best Boots? My Criteria For Selecting These 10 Boots
Before the list of the best boots, I wanted to start off by sharing the criteria I used in making my selections.
The main factors I looked at were value, comfort, quality, fit, and aesthetics. Together, these five variables make up a fair representation of the best boots. Let me quickly explain my thought process behind each of these:
- Value: When it comes to boots, you almost always get what you pay for. With that said, you can consider value instead: this speaks to what you get compared to what you pay. If I say a boot has great value, the brand could be charging more for the quality they’re offering.
- Comfort/Fit: Of course, the best boots must be comfortable. Whether you wear them for a few hours or the entire day, you want your boots to be soft yet supportive, ideally with a measure of shock absorption. Oftentimes, you won’t even notice you’re still wearing the most comfortable boots!
- Quality: The best boots are more or less synonymous with the highest quality boots — at least, to a certain point. The boot needs to be built to stand the test of time using premium materials, not cheap glue and plastic.
- Aesthetics: Finally, I considered the aesthetics that a boot provides. This is all about appearance, and sure, it may be a bit surface level — but the best part about building out your collection is having a boot for every occasion!
Do you want to learn more about my criteria when I rank boots? Check out our boot review process for a more in depth understanding.
Now that you know what I had in mind when compiling this list of the best boots, I’m officially ready to unveil my #1 pick with you: The Thursday Boot Company’s Captain Boot.
[Related: My list of The Best Leather Briefcases for Men]
1) Best Boot: Thursday Boot Company’s Captain Boot
A comfortable, durable, and versatile cap toe boot handcrafted with quality leather from US hides and featuring Goodyear welt construction. The Captain is built to last — and match with anything.
- Versatile dress/work boot hybrid
- Wide variety of leathers
- Just $199
Out of my eye-wateringly huge collection, the Captain is the boot I always recommend. It simply has the best combination of value and versatility on the market. The average guy doesn’t want to spend over $300 for a pair of boots, but that’s what every solid option on the market costs — except Thursday.
Tired of the premium price of your average resoleable boot, the guys who started this brand went with a direct-to-consumer model that let them to cut out the markups of brick-and-mortar stores and produce a stellar boot for just $199.
The Captain’s M.O. is that it’s the ideal midway point between dainty dress boots and chunky work boots. The result of this design philosophy is a slim-but-not-too-slim boot that dresses up just as easily as it dresses down.
It also has a 360-degree Goodyear welt that’s subtle and close to the vamp. So while it’s very water-resistant and easy to resole, it doesn’t have the chunkiness you often get with a full Goodyear welt. They improve traditional work boots with a layer of sneaker foam called EVA, which absorbs shock and feels closer to a sneaker than hard-as-nails work boots.
The Captain boot is a wholly unique product that combines dressy and casual in a way no other boot had before they came along. The cherry on top: it’s so popular that it comes in over a dozen leathers, so you’re guaranteed to find something you like. It’s inarguably the best value boot on the market and, in my opinion, the best boot, period.[Further Reading: How to Size Thursday Boots]
Runner Up: Oak Street Bootmakers’ Trench Boot
Oak Street might make America's best luxury city boot. Sturdy and durable but not too heavy or casual, it also has a deceptively wide toe box for extreme comfort.
- Made in USA
- Wide toebox for comfort
- $442 – $480
The runner up for the best boot overall is the Trench boot from Oak Street Bootmakers.
These are beautiful leather boots with really robust construction. They’re made in Chicago with leather from the city’s famous tannery, Horween Leather Company. It’s a really sturdy, versatile, and resoleable boot with extra thick leather in the upper and sole, and it has the kind of design simplicity that lets the construction and materials speak for itself.
It’s also totally made in America (even the packaging is sourced domestically), but at about $460 it’s not cheap, so it’s hard to recommend for everyone. They go on sale several times a year, though, and if you’re happy to get one with a leather sole then the boot is about twenty bucks cheaper.
2) Best Chelsea Boots: Koio’s Trento
With a flexible, lightweight construction that remains water resistant and resoleable, this sleek Chelsea hits all the right notes — in three colorways to boot.
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- Flexible, lightweight construction
- Comfy leather soles
- Sustainably produced leather
The Trento is simply a boot that gets it right: stellar materials, versatile design, and no unnecessary features.
What we love about this model is its commitment to old fashioned construction. While a lot of folks prefer hardy Goodyear welts and luggy Commando soles, Koio went with the classic combination of Blake stitch and leather soles. What that means is comfort: a more flexible, lightweight boot than most of the ones that populate the market today, yet it’s still completely resoleable.
Comfort is the name of the game here. While this city boot isn’t as well suited for trudging around a forest as some, the all-leather construction makes for a Chelsea that will do a great job conforming to the foot over time and giving you a boot that feels custom fitted to your feet.
The only problem is selecting a leather: do you want a smooth black leather to wear with a suit or one of their more smart casual suedes?
Runner Up: R.M. Williams Comfort Craftsman
The world famous Australian classic, this boot is endorsed by Hugh Jackman himself and is made with a supple yearling leather that combines the best of calf and cowhide.
- Made in Australia
- Yearling leather is a great balance of soft and tough
- Versatile aesthetic
Chelsea boots are a fundamental part of any guy’s wardrobe; the best is R.M. Williams.
It stands out in the market for two main reasons. RM Williams specializes in whole cut boots, meaning the upper is just one piece of leather that wraps around the foot and is stitched together at the ankle. This makes for a supremely comfortable fit that does a better job than other Chelseas at molding to the foot, becoming almost “sock-like” with time.
The second reason is that RM Williams uses “yearling leather,” sourced from one-year-old calves. This gives it the best of both worlds. It’s tough and hardwearing like cowhide but soft and with a fine grain like calfskin.
Not everyone likes the slightly square toe, but they’re insanely comfortable (I sometimes forget to take them off when I get home). They last forever, and Hugh Jackman does their commercials, so ~$550 may be perfectly justifiable for you.
3) Best Moc Toe Boot: Grant Stone’s Brass Boot
With world class leathers, muscular construction, versatile good looks, three widths, and a variety of premium uppers and soles to choose from, this is our favorite moc on the market.
- More versatile than most moc toes
- High quality, Italian vegetable tanned leather
- $330 – $380, depending on leather
Next up is the best moc toe boot, an absolutely classic casual style that elevates any informal outfit. Grant Stone’s Brass Boot is completely unique very versatile. Grant Stone is better known for making really nice but dressier footwear. The Brass Boot is their first attempt at a work boot style boot.
That might not mean it’s perfect for electrician work so much as it means it’s roomy, sturdy, muscular, and goes great with casual outfits. But this moc toe is just a little sleeker than your average moc, and I’ve even seen guys say they can wear them with button-downs and a blazer just as easily as with old jeans and a t-shirt.
The Brass Boot’s the leather is spectacular quality (this golden one is Italian vegetable tanned leather that will age beautifully), and it’s a great pick for guys who don’t own a lot of boots and want one pair that pairs well with almost anything.
Runner Up: Red Wing’s Classic Moc
- American made
- Iconic aesthetic
The runner up is Red Wing’s Moc Toe, the moc toe of moc toes. My Charcoal ones are my oldest pair of boots. They’re absolute classics. Everyone from Ryan Gosling to Drake has a pair, usually in the golden Oro Legacy leather that matches practically everything.
I prefer the Brass Boot because of its leather quality. To drive the point home, I think the silhouette is more versatile. You simply cannot dress up a Red Wing moc toe — but Red Wing’s is cheaper at $299, plus they make it in the USA.
4) Toughest Boots: White’s MP Sherman
- Handsewn stitchdown construction
- Very thick, tough leather
- Modeled after military police boots
- $650 – $670
It’s important to note that I’m not looking at boots that can withstand magma or lightning but rather boots that look great when worn out on the town and are still tough as nails when they need to be. For that, I had to go with White’s.
Made with a leather upper, midsole, and insole about twice as thick as you find in cheaper brands, the boots are so substantial you’d swear you’re wearing a cow on either foot. But it’s not just the weight that matters to purists.
White’s uses handsewn stitchdown construction, which is far more laborious and time-consuming for craftspeople than the standard Goodyear welt found on the other entries on this list. Many find it makes for a more comfortable boot overall, and when that’s combined with the timeless aesthetic and world-class leathers, White’s cannot be beaten.
Head to White’s for guys who appreciate craftsmanship, durability, and made-in-USA goods.
Runner Up: Truman Boot Company
- Made in Oregon
- Wide range of cool, unique leathers
An all-American brand founded in Pennsylvania and now based in Oregon, Truman Boot Company stands out in the marketplace for its chunky, rugged design and its very creative leather selection.
More bulbous and work boot-y than the MP Sherman above, Truman — depending on availability — has the most innovative leathers in the game, from bright red to sky blue, deep green, and more.
My own boots have the flagship Java Waxed Flesh, a roughout leather from Horween. This leather is ultra-durable and scratch-resistant, and it ages beautifully, lightening over time and revealing a golden nap underneath.
When I wear a pair of Truman boots, I feel indestructible and, well, cool. There, I said it.
5) Best Luxury Boot: The Alden Indy
- Extraordinarily comfortable
- Made in New England
- Worn by Indiana Jones
“Luxury boot” doesn’t necessarily mean “dress boot;” you can wear everything on this list casually. I’m talking about leather boots that are truly legendary in the industry for their history, their quality, and, sure, for their price. Both leather boots in this section come from companies founded in the 19th century, costing well over $500.
The first is the American-made Alden 403, better known as the Indy, because this is the boot Indiana Jones wears in all his movies. If that’s not the coolest hook ever, I don’t know what is.
It’s a really cool design that’s unique and eye-catching, yet subtle. The boot also has a storm welt for extra water resistance (handy when you’re swimming onto German U-boats), plus Alden makes them in New England from start to finish.
Founded in 1884, the company has a surprising history of making orthopedic shoes. That emphasis on anatomic correctness may be why they come in more widths than almost any other brand, from B (extra narrow) to EEEE (extra, extra, extra wide).
Podiatrists often recommend the Indy for people with foot pain because they’re such comfortable, supportive shoes, especially if you’re on your feet all day. And especially if you need to survive a nuclear explosion in a fridge.
Runner Up: Carmina’s Chelsea
- Made in Spain
- Luxurious French box calf leather
- Three layers of leather in the sole for softness underfoot
The next best luxury boot is Carmina’s Chelsea Boots. This Chelsea boot has a very rich history: Carmina makes them on the Spanish island of Mallorca, and the family’s history of shoemaking there stretches back to 1866. In fact, we visited Mallorca to find out how Carmina makes boots.
I appreciate Carmina for their elegant lasts. Carmina makes their uppers with box calf leather, a smooth, vibrant, French calfskin; the sole is three layers of leather, which many consider the ideal construction for softness and comfort; and there are many interesting touches from their precision craftsmanship like the sole’s high stitches per inch and closed channel stitching.
Wrapping Up My List Of The Best Boots
Well, there you have it: the best boots on the market, as reviewed by someone who owns well over a hundred pairs! I haven’t tried every boot on Earth, but I’m very confident in my picks for the best boots on the market right now.
I took into account value, comfort, quality, fit, and aesthetics to land on these ten, and while I believe any of these would be a great addition to a man’s wardrobe, I believe Thursday’s Captain Boot is the best overall.
But that’s just me. Everyone has their own preferences, and I’m confident that the perfect boot is waiting for you on this list. Whether you prefer Chelsea boots, hiking boots, cowboy boots, or ankle boots— just make sure you do your due diligence before buying a pair and make sure it is worth the money!