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Home › Footwear › Boots › Boot Guides

Best Dress Boots for Men in 2026 | Balmoral, Chelsea, Custom, and More

David Garcia
Updated Mar 12, 2026

This post may contain affiliate links that at no additional cost to you, I may earn a small commission from.

Dressing up with boots can seem like a risky endeavor, but there are real benefits to picking boots over oxford shoes! Boots aren’t just for factory workers: they offer more support and stability than shoes and reduce the risk of foot pain and ankle sprains, regardless of where or how you’re wearing them.

While some people think boots with suits make you look like a Keanu Reeves wannabe, there are plenty of brands putting out sleek, refined models that pair effortlessly with formalwear.

The trick, of course, is that you pick a boot that’s well made and aesthetically appropriate: a boot with resoleable construction and leather that’s long lasting but doesn’t look like it belongs on a work boot. After painstaking research and years in the trenches trying out boots from every one of these brands, I’m confident you’ll find what you need in this list. 

Table of Contents

Toggle
  • My Top Picks for Dress Boots
  • My Criteria For Buying Dress Boots
  • Best Dress Boot: Allen Edmonds Park Avenue 
  • Best Balmoral Boot: Beckett Simonon Elliot
  • Best Dress Chelsea Boot: Carmina Simpson Chelsea
  • Best Value Dress Chelsea Boot: Thursday Boot Company Cavalier
  • Best Boots for Weddings: Taft Jack Boots
  • Best Dress Chukka Boot: Crockett & Jones Camberley
  • Best Waterproof Dress Boot: Allen Edmonds Hamilton
  • Best Dress Cowboy Boots: Tecovas Earl
  • What Is a Dress Boot?
  • The Different Types of Dress Boots
  • Wrapping Up

My Top Picks for Dress Boots

  1. Best Dress Boot: Allen Edmonds Park Avenue
  2. Best Balmoral Boot: Beckett Simonon Elliot
  3. Best Dress Chelsea Boot: Carmina Simpson Chelsea
  4. Best Value Dress Chelsea Boot: Thursday Boot Company Cavalier
  5. Best Boots for Weddings: Taft Jack Boots
  6. Best Dress Chukka Boot: Crockett & Jones Camberley
  7. Best Waterproof Dress Boot: Allen Edmonds Hamilton
  8. Best Dress Cowboy Boots: Tecovas Earl

My Criteria For Buying Dress Boots

When shopping for a dress boot, I look for these hallmarks:

  • Sleek silhouette, the boot should have a streamlined profile. If it looks bulky next to a suit, it’s not dressy enough.
  • Low-profile sole, leather is the classic choice, but slim rubber options like Dainite work too. No chunky lugs.
  • Calfskin leather has a finer grain, smoother texture, takes a shine beautifully. Box calf is the premium tier for extra sheen and uniformity.
  • Blind eyelets, hidden on the underside of the lace panel for a clean, uncluttered look.
  • Closed lacing (Oxford style) where the quarters are stitched under the vamp, giving a sealed front. This is the dressiest lacing configuration.
  • Balmoral pattern (optional) with a single seam around the boot’s perimeter replaces the heel counter, creating an especially streamlined look that pairs naturally with suits and even formalwear.
allen edmonds park avenue boots

[Related: My list of The Best Leather Briefcases for Men]

Best Dress Boot: Allen Edmonds Park Avenue 

Anyone who has worn a suit for work knows (or should know) that the go-to dress shoe, the one everyone gets when you’re leaving college to head to your corporate job, is the American-made Park Avenue Oxford from Allen Edmonds. With over two million pairs sold in the 40 years since its debut, now that it’s a boot, it’s a no brainer that the Park Avenue Boot is the best dress boot.

Best Dress Boot
Allen Edmonds Park Ave Boot
Allen Edmonds Park Ave Boot

A boot version of the world's most iconic dress oxford, the Park Ave has all the design cues of formal shoes with the ankle stability they miss.

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Highlights

It’s a great showcase of all the dress shoe ideals: hidden eyelets, closed lacing, premium calfskin leather, a sleek last, and a leather sole to match.

In addition to being American made at their Port Washington factory, Allen Edmonds is at the top of their fit game here with a massive range of widths from AAAA to EEE. Plus, it comes in four colors that include a navy calfskin that would look fire with a grey suit.

The Park Avenue has an utterly unparalleled influence in formal footwear, and the Park Avenue boot will convince any dress boot skeptic.

allen edmonds park avenue boot

What I liked:

  • American made footwear
  • They’re resoleable with extraordinary longevity. 
  • Hit’s all my my dress boot criteria: hidden eyelets, closed lacing, and a leather sole make this the traditional choice.
  • Made with premium calfskin leather that wrinkles finely and ages like a fine wine.
  • Options for hard-to-fit-feet: From AAAA to EEE, there’s no one this boot won’t fit.
  • Matches a range of suit colors: with black, navy, burgundy, and a medium brown “Dark Chili,” there’s a colorway for anyone.
Best Dress Boot
Allen Edmonds Park Ave Boot
Allen Edmonds Park Ave Boot

A boot version of the world's most iconic dress oxford, the Park Ave has all the design cues of formal shoes with the ankle stability they miss.

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Downsides,not dealbreakers

  • At $495, this won’t fit every budget.
beckett simonon elliot boots

Best Balmoral Boot: Beckett Simonon Elliot

  • Origin: Colombia
  • Leather: Calfskin
  • Sole: Rubber Sole
  • Construction: Blake stitched
  • Price: $269

Allen Edmonds isn’t cheap, so if you want a picture perfect Balmoral boot for $207, consider the Elliot from Beckett Simonon.

A Balmoral boot has a seam that runs along the side of the boot that splits it into a top half and a bottom half, which is thought to make it look dressier. The design accentuates the sleekness of the design and it eliminates a heel counter — and with it, just about anything that could make you think of a work boot. Indeed, a Balmoral is the most formal kind of boot.

Best Balmoral Boot
Beckett Simonon Elliot Balmoral Boot
Beckett Simonon Elliot Balmoral Boot

Tall, elegant, sleek, and undeniably dressy, this balmoral-style boot is easily the market's best value dress boot. Use the code "STRIDE" for a 20% discount.

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Highlights

The Elliot has all the dress boot touches of blind eyelets, closed lacing, flat sole, and a slim design that cinches at the midfoot in an oh-so-satisfying way. It follows the shape of the foot, in other words, but retains a slightly pointed toe that’s capped off with broguing along the toecap. 

Besides the Balmoral aesthetic, the Elliot differs from the Park Avenue in that its construction is Blake stitched, making it lighter and more flexible. (It’s a bit less water resistant, though.) Blake stitches tend to be the construction method of choice for European footwear, further enhancing the continental appeal of the Elliot Balmoral.

beckett simonon elliot balmoral boots

What I liked:

  • This boot is just $259, and you can get 20% off with the discount code STRIDE.
  • As a Balmoral boot, this is considered as formal as a boot gets.
  • The low-profile rubber sole offers more functional grip.
  • The Elliot is Blake stitched for a more flexible fit.
Best Balmoral Boot
Beckett Simonon Elliot Balmoral Boot
Beckett Simonon Elliot Balmoral Boot

Tall, elegant, sleek, and undeniably dressy, this balmoral-style boot is easily the market's best value dress boot. Use the code "STRIDE" for a 20% discount.

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Downsides, not dealbreakers

  • It’s inexpensive because it’s made to order, and will take 2 or 3 months to arrive.
  • The Elliot comes straight from Colombia.
  • There’s just one width on offer.
carmina chelsea on feet sunlight

Best Dress Chelsea Boot: Carmina Simpson Chelsea

  • Origin: Spain
  • Leather: Boxcalf leather
  • Sole: Leather sole
  • Construction: Goodyear welt
  • Price: $685

Carmina is the premier luxury footwear brand in Europe, tracing their roots to the late 19th century. Today, the Carmina brand is managed by the descendants of founder Matias Pujada, and their highly skilled shoemaking has been preserved for generations. Their boot catalog is large, but they’re world renowned for their elegant, box calf Simpson Chelsea.

The Suit Chelsea
Carmina Simpson Chelsea
Carmina Simpson Chelsea

Founded 1866, Carmina has a world class reputation for delicately lasted dress boots with surprisingly durable and flexible construction.

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Highlights

The Simpson last is famously elegant and shapely, bulging and tapering at all the right spots, and they’re made with extraordinary attention to detail on the Spanish island of Mallorca. This is the only boot on this list to utilize box calf leather, the most revered material for dress shoes; the black box calf is from Germany’s Weinheimer tannery, the others from France’s Tanneries of Puy. 

It’s surprising to many that these boots are Goodyear welted, a construction method that usually leaves a bulky look to the welt. But the craftsmanship is so high and elegance has been emphasized so much that the Simpson Chelsea looks indistinguishable from a more subtle, formal Blake stitch, while remaining surprisingly durable and water resistant. 

Finally, the sole is made with three layers of leather — insole, midsole, and outsole — for an incredibly soft and supportive feeling underfoot that only improves with time.

What I liked

  • There’s no arguing that Carmina makes the best formal Chelsea.
  • The Goodyear welt is slim and subtle, but still water resistant and easy to resole.
  • Carmina is a step above the rest with their emphasis on box calf leather, which has a more uniform finish and sheen.
The Suit Chelsea
Carmina Simpson Chelsea
Carmina Simpson Chelsea

Founded 1866, Carmina has a world class reputation for delicately lasted dress boots with surprisingly durable and flexible construction.

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Downsides, not dealbreakers

  • The best leathers on a boot handmade in Europe produce a product that costs almost $685. 
  • That’s a more minimalist look, but the wholecut Simpson is pricier at $625.
thursday cavalier boots

Best Value Dress Chelsea Boot: Thursday Boot Company Cavalier

  • Origin: Mexico
  • Leather: Unspecified
  • Sole: Studded rubber sole
  • Construction: Goodyear Welt
  • Price: $685

The mission of Thursday Boot Company is to provide “ridiculously high quality footwear at honest prices” and there’s no better way to describe them. Almost all of their boots, including this one, are somehow under $200 and have stayed there since the company launched in 2014. 

Best Value Dress Chelsea
Thursday Boot Co. Cavalier
Thursday Boot Co. Cavalier

These are boots meant to be dressed up. The sleek profile and leather soles pairs well with formal attire snd business casual styles.

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Highlights

They sell a few laceless boots, and at $190 it was easy to pick Thursday’s Cavalier for the best value dress Chelsea. Less casual than Thursday’s other Chelseas, the Cavalier is remarkably slim and streamlined. While its most popular variant is a casual suede called Sandstone — the one I own — it’s sold in several smooth leathers that dress up nicely like Black, Rich Mahogany, and Hickory.

Being built on their elegant dress shoe last, the Cavalier presents a really sleek silhouette and fantastically smooth, rich leathers. Finally, the outsole is an interesting take on a leather sole: holes have been punched through the leather and rubber studs protrude through, combining the grip of a rubber sole and the aesthetic of a leather one.  

What I liked:

  • Thursday Boot Company’s bang for buck is off the charts. A Goodyear welted Chelsea with full grain leather for under $200 is hard to beat. 
  • A bonus of Thursday’s popularity is they’re able to offer a wide variety of leathers that include full grain, snuff suede, and waterproof suede. 
  • These are Goodyear welted, but Thursday uses leather and soles that weigh a little less than competitors. This also means there’s no break in!  
  • No laces, no problem.
Best Value Dress Chelsea
Thursday Boot Co. Cavalier
Thursday Boot Co. Cavalier

These are boots meant to be dressed up. The sleek profile and leather soles pairs well with formal attire snd business casual styles.

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Downsides, not dealbreakers

  • Again, Thursday’s materials are lighter weight and they also have shock absorbing insoles, so they feel a little more like a sneaker than the average boot.
  • The casual suede Cavaliers come in wide, but not the smooth, dressier leathers.

[Related: My list of The Best Boots for Men]

Taft Jack boots featured

Best Boots for Weddings: Taft Jack Boots

  • Origin: Portugal
  • Upper material: Wool with vegetable-tanned crust toe box and heel counter
  • Sole: Studded rubber sole
  • Construction: Blake stitch
  • Price: $349

Attention, guys who want something flashy: without a doubt, you need to go to Taft.

Weddings can obviously go in a million different directions as far as dress codes go. But, as Big Love Parties, people tend to be a bit more playful with their style. And when spring rolls around, I am always astonished at how many friends (and friends of friends) I see at weddings on Instagram wearing boots from Taft.

Best Wedding Boot
Taft's Jack Boot
Taft's Jack Boot

With over 20 colorways — each more original than the last — the Jack is the ideal boot for guys looking to stand out in a sea of black calfskin.

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Highlights

There is no better brand if you’re looking for fun footwear — and no, they’re not leather boots. My own pair of Jacks have a less flashy grey wool upper with burgundy leather toe caps and counters, and I’ve worn them with a blue suit at many weddings.

But the six boots I put in that picture above aren’t even half of the 20+ available styles. No matter what color suit you’ve got, you can find a colorway of the Taft Jack that will match your palette perfectly while still catching the eye.

These boots are made in Portugal, have uppers made of wool or fabric, and are attached to rubber or leather soles with a Blake stitch construction. That makes them lighter and more flexible than Goodyear welts, though a little less water resistant (but easier to dance in).

If you want to do a one-and-done wedding outfit, you can scratch your nonconformist itch with the Jack, but the boots are also resoleable and a lot of the seemingly wild styles can work pretty well with jeans and casual outfits.

taft jack boots
Just some of the 20+ colorways available in the Jack.

What I liked:

  • Get ready for compliments when rocking your Jacks; no one has seen boots like yours before.
  • The Blake stitch is lightweight and flexible.
Best Wedding Boot
Taft's Jack Boot
Taft's Jack Boot

With over 20 colorways — each more original than the last — the Jack is the ideal boot for guys looking to stand out in a sea of black calfskin.

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Downsides, not dealbreakers

  • These are Blake stitched, so they’re not as great as Goodyear welts at handling rain.
  • The uppers are wool or fabric, with leather toecaps and heel counters. But they’re leather lined, so they aren’t shapeless or too bad in the rain.
  • You’ll find casual outfits to pair these with too, but versatile isn’t the right word for such standout boots.
crockett jones camberley boot

Best Dress Chukka Boot: Crockett & Jones Camberley

  • Origin: England
  • Upper material: Calf leather
  • Sole: Dainite rubber soles
  • Construction: Goodyear welt
  • Price: $950

There are few shoemakers in the world like Crockett & Jones, who sit alongside some of the highest end footwear manufacturers on Earth. Founded in Northampton in 1879, their quintessentially English heritage shows today, and their offerings are now made with durability and classic taste.

There’s another reason guys seek out this brand: James Bond wears them.

Best Dress Chukka
Crockett & Jones' Camberley
Crockett & Jones' Camberley

Made in England from the finest materials, channel James Bond in this distinctive suit boot he wore in "Spectre" — if you can swing $950

.

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Highlights

Coming to prominence in the 1940s, chukkas are ankle-high boots that are usually open laced and unlined, making them firmly casual. Like the idea of chukkas but want something more formal? Behold the Camberley, a chukka with an unforgettable double monk strap closure that has far more shape and dressiness than your standard desert boot.

An avid fan of the brand before he was cast in the role, Daniel Craig is actually the one responsible for the relationship between James Bond and Crockett & Jones. He sported the Camberley with a three-piece black suit at a funeral in Spectre, his penultimate film in the series. It has a chiseled toe and an upper made with a gorgeous European calfskin, all coming together atop a Goodyear welt with a thick leather insole and a proprietary Dainite-style outsole.

When buying Crockett & Jones, you’re getting some of the best made boots in the world. 

James Bond crockett jones

What I liked:

  • Boots like this aren’t the kind to last just a few resoles before they get tossed out. These chukkas are heirloom quality, as many C&J’s have gone through decades of wear and tear.
  • As countless competitors have moved overseas, Crockett & Jones remains steadfastly in Northampton.
  • This design is very distinctive, but understated at the same time.
  • They’re James Bond’s favorite dress boots! 
Best Dress Chukka
Crockett & Jones' Camberley
Crockett & Jones' Camberley

Made in England from the finest materials, channel James Bond in this distinctive suit boot he wore in "Spectre" — if you can swing $950

.

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Downsides, not dealbreakers:

  • At $950 the price is high. Now, with materials and construction like this, all made in England, there are actually a lot of British brands that charge over a thousand dollars for similar products, like Edward Green. Crockett & Jones is often considered one of the better value English brands.
  • The Camberley isn’t offered in wide.  
allen edmonds hamiton boots
via Allen Edmonds on Facebook

Best Waterproof Dress Boot: Allen Edmonds Hamilton

  • Origin: USA
  • Upper material: Weatherproof European leather
  • Sole: Dainite rubber soles
  • Construction: 360º storm welt
  • Price: $550

A lot of people think if you want to be able to wear boots in the rain, they need to be waterproof. It’s not really true: while Blake stitched boots aren’t great in the rain, the majority of boots on this list are Goodyear welted, which can stomp through most any puddle. You just can’t stand in ankle deep water for extended period of time.

But if you live in an especially rainy area and want as much protection as possible while looking good and wearing an exceptionally well crafted pair of boots?

Best Waterproof Dress Boot
Allen Edmonds Hamilton Boot
Allen Edmonds Hamilton Boot

The USA-made Hamilton has blind eyelets and ornamental broguing that put it firmly in the dress boot category, plut it's a rare instance of a boot that's waterproof and resoleable.

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Highlights

Fully made in America, the Hamilton comes in five different colors — including a nubuck and a suede — and is a very rare example of a boot that’s waterproof and resoleable. The upper is attached to the sole with a fully sealed storm welt, a kind of extra water resistant Goodyear welt. This means the boot can still be resoled as many times as you like. In the leather upper, there’s more protection: a “weatherproof membrane” beneath the boot’s leather lining. 

The term “waterproof” isn’t really controlled and brands don’t want to get complaints from customers who want to stand in a lake and catch fish in their boots, so Allen Edmonds prefers the term “weatherproof.” But countless reviews on the site agree that the sealed storm welt and weatherproof membrane keep your toes dry in any weather, plus the Hamilton has blind eyelets and closed lacing, putting it firmly in the dress boot category. 

What I liked:

  • These are American made boots.
  • Widths from AAAA to EEE are available.
  • The Dainite performs well in wet weather for a flat, rubber sole.
  • This a dress boot that’s as waterproof as they come.
Best Waterproof Dress Boot
Allen Edmonds Hamilton Boot
Allen Edmonds Hamilton Boot

The USA-made Hamilton has blind eyelets and ornamental broguing that put it firmly in the dress boot category, plut it's a rare instance of a boot that's waterproof and resoleable.

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Downsides, not dealbreakers

  • These run $550.
  • The broguing on a boot and brown color to be too informal
tecovas nash boot
Image courtesy of Tecovas.

Best Dress Cowboy Boots: Tecovas Earl

  • Origin: USA
  • Upper material: Lizard leather
  • Sole: Studded rubber sole
  • Construction: Goodyear welt
  • Price: $525

Tecovas exploded onto the scene in 2015 with a familiar story: a consumer goods company selling directly to the consumer through the internet, enabling lower prices by avoiding the markups of brick and mortar retail stores. These kinds of brands are a dime a dozen but fortunately, as I learned in our Tecovas boots review, they actually make spectacular boots.

Best Dress Cowboy Boots
Tecovas Earl Boots
Tecovas Earl Boots

Made with eye catching lizard leather, the Earl retains the cowboy boot's rakish spirit while conferring a dressier sensibility that pairs nicely with a suit.

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Tecovas Nash Boot Highlights

They sell a variety of ropers and Western boots, so why did I land on the Nash? Well, it’s a roper boot, meaning it’s two inches shorter than the typical 13-inch high cowboy boots that might have sprung to mind. That makes it easier to wear foramlly.

I also simply love the lizard leather. It’s cheaper than the caiman leather boots yet it looks more refined, due to the smaller scales that give the appearance of a more consistent, less rugged boot. In addition to the size of the scales, the leather’s consistency is due to the Earl boot’s usage of Varanus salvator (Asian water monitor) hides: the animal is large enough that they don’t need to stitch together multiple pieces of leather to make the boot’s vamp. All of this comes together to make a smarter, cleaner looking boot.

What I liked:

  • It’s a smarter cowboy boot that still tells a story. Dress it up!
  • It’s more versatile, easier to wear boot than 13-inch Western boots.
  • The leather and soft footbed make for a very easy break in.
  • A Goodyear welt and hardwearing leather mean that this “dressy” Western boot can handle any weather.
Best Dress Cowboy Boots
Tecovas Earl Boots
Tecovas Earl Boots

Made with eye catching lizard leather, the Earl retains the cowboy boot's rakish spirit while conferring a dressier sensibility that pairs nicely with a suit.

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Who Shouldn’t Buy Tecovas’ Nash Boots

  • Californians. Lizard leather is forbidden to send there!

Further Reading

best loafers for men
10 Best Loafers For Men | Dressy, Chunky, Causal, & More

J FitzPatrick also makes some of our favorite tassel loafers for men. Learn more →

hidden eyelets blind eyelets

What Is a Dress Boot?

The definition of a dress boot is somewhat prone to interpretation, but there are common elements. Not every boot in this article features every component on this list below, but this information should help you to make your decision when selecting a model.

Hidden Eyelets (a.k.a. Blind Eyelets)

If your boot has laces, they’ll have eyelets with a metal ring that makes it easier to pass the lace through. When the metal ring is hidden on the underside of the lace panel instead of sitting on the exterior, they’re called “hidden eyelets” or “blind eyelets.” Blind eyelets are the norm on dressier footwear because they offer a less cluttered, more refined aesthetic. 

Calfskin Leather

Dress boots tend to be made with calfskin. Because their skin hasn’t stretched with age or accrued marks and scars from their lives, calfskin has a finer grain and smoother consistency, and it’s great at taking a shine with the proper waxes and polishes.

It’s refined, but not delicate: because the skin’s fibers are closer together, calfskin is said to have more tensile strength than cowhide on an ounce-for-ounce basis. But it’s smoother and wrinkles more finely with wear, so it doesn’t have the same rugged, outdoorsy look of many bovine leathers.

For some guys, the crème de la crème is box calf leather, which is dyed and processed in a way that gives it extra sheen and uniformity. 

allen edmonds park avenue boot

Silhouette

Dress boots are sleek and streamlined. This one really is a must if you want it to pair well with a suit. The silhouette of a dress boot mustn’t be voluminous or bulky like a work boot or most moc toes. It should follow the shape of the foot closely and will sometimes have a more pointed toe. Chunky boots have their place, but since your suit isn’t baggy then your boots shouldn’t be, either. (Your suit isn’t baggy, right?)

Low Profile Soles

In the same vein, like dress shoes, a dress boot’s outsole should be flat without chunky, grippy lugs. Leather soles are the go-to for dressy footwear, but there are plenty of rubber soles that have a low profile, like Dainite. The point is to really have a sleek look; no beefy Commando lugs or similarly outdoorsy looking soles. 

closed lacing boots

Closed Lacing

This refers to the quarters being stitched together under the vamp. In other words, it looks like the front part of the boot has been stitched on last, on top of everything else. If you’re a rule follower (and look, dressy attire tends to have more rules), closed lacing signifies more formal footwear and is a definitive element of an oxford shoe.

beckett simonon balmoral boot elliot

A Balmoral Pattern (Sometimes)

See how instead of a heel counter (another layer of leather over the heel) there’s a seam that runs around the boot’s perimeter, dividing it into upper and lower portions? This is what defines a balmoral and it gives the boot a streamlined appearance. When combined with other dressy elements like a low heel, blind eyelets, and leather soles, it’s not hard to imagine this kind of footwear peeking out from under a suit or even a tux. 

Now that we’ve learned the typical signs of a dress boot, let’s look at what makes the cut.

allen edmonds park ave boot
Casing midtown Manhattan in my Park Avenue boots.

The Different Types of Dress Boots

Dress boots can range. That’s why I covered every kind of dress boot in this list! While the classic oxford cap toe is the seminal dress shoe — and that’s why an oxford cap toe boot is our number one pick — there are several other models that can make it under a suit.

In general, the most common are:

  • Cap-toe boot: One of the most common style of all boots with a panel over the toe. Cap toes were originally to protect a worker’s toes with an extra layer of leather, but I soon learned that, well, they just look cool. On a dress boot, cap toes are great for making a stunning polish stand out!
  • Plain-toe boot: Similar to the cap-toe, just without that leather panel on the toe. The plain-toe can be seen as more formal, as it’s simpler than the cap-toe equivalent. Others find such a lack of ornamentation to suggest that the plain toe boot is more casual. Just pick whichever you prefer.
  • Wingtip boots: These are defined by the broguing, little holes stamped into the upper, as you can see in the picture above. Some boots, like Beckett Simonon’s Elliot in our list, just have broguing along the cap toe, whereas others are completely ornamented. Originallly, broguing was meant to help water to run away from the boot’s upper and it was commonplace on English hunting boots. Today, it’s usually a decorative feature. 
  • Chelsea boots: A laceless boot that’s secured with elastic goring at the ankle, the chelsea boot can be an extremely versatile piece of footwear. Usually at home in business casual environs, some models are bulkier and uber casual while others are sleek and made with dressy box calf. It all depends on the last and the leather — just like lace ups! 
  • Jodhpur boots: Because they’re laceless they’re sometimes put in the Chelsea category but Jodhpurs instead secure the foot with a slim leather band that encircles the ankle. It’s invisible when you’re wearing them, and as these erstwhile riding boots are typically slim and minimalist, they can dress up nicely with the right leather.
  • Balmoral boots: As I touched on above, these have a seam running the length of the boot that cleanly divides it into two parts. As it eschews a heel counter, Balmoral boots do a great job of eliminating anything that might remind someone of a work boot and it’s considered the most formal kind of boot.  
  • Chukka boots: Distinguished by their shorter height and smaller number of eyelets, a chukka is an ankle boot that’s about as close to a shoe as you can get while getting some of that precious ankle support that boots are loved for. 

Of course, the field is wide and broad and almost every kind of boot can be sold with myriad variations, but we’re happy with this list as a primer for your options.

carmina chelsea with suit
In the Carmina Chelsea

Wrapping Up

Boots can provide a fantastic piece of formal footwear for anyone, plus they offer support and stability in ways that your standard oxford doesn’t. In this list, I presented some of the best, most unique options around, and provided some insight on what a dress boot is, their history, how to wear them and what can make them comfortable. Let us know in the comments which one you like best.

David Garcia

I'm a native South Texan attending TAMIU, a part of the Texas A&M system! Currently a freelance journalist trying to form a trail into more professional matters. I'm by no means a good writer, but sometimes these guys hire me so I guess I'm not half bad? I focus on menswear, but I'm just a little bit of a nerd of the history of everything.

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