There are many of us men who prefer classic boots as an alternative to regular dress shoes. Whether it’s a question of style or ankle support, there are many options to choose from.

At Bespoke Unit, we’re also very fond of boots and have worn many pairs. Therefore, this guide will take a look at the 8 Best Dress Boots For Men that you can buy online:

  1. Beckett Simonon Douglas [Jodhpur]
  2. Ace Marks Hugo [Blucher Boot]
  3. Allen Edmonds Dalton Wingtip [Brogue]
  4. Beckett Simonon Bolton & Preston [Chelsea]
  5. Beckett Simonon Lopez [Chukka]
  6. Dr Martens 1460 [Durable]
  7. Giorgio Brutini Calloway [Cuban Heel]
  8. Timberland Earthkeepers Brook [Budget

Use the links above to jump ahead. We also cover formality in order to help you discover the more formal boot styles.

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What Are The Best Men’s Dress Boots?

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1. Beckett Simonon Douglas [Jodhpur Boots]

Beckett Simonon Douglas Tan Jodhpur Boot

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Overview

Perhaps not the style you were expecting, we absolutely love the Jodhpur boot as a dressy option. Thanks to a thin loop of leather and a subtle buckle, it’s a streamlined and elegant design. When worn with a suit, the ornamentation is hidden, which adds to the dressiness.

How To Wear

Depending on the colour, the Douglas Jodhpur boot can be extremely versatile. Whether with jeans or a sharp three-piece suit, they blend right in and offer original visual interest.

Best Colors

You can opt between black, tan, or brown full-grain calfskin leather. We’re particularly fond of the tan for casual wear and they can work well with lighter suits. However, opt for the black if you want something very formal and versatile with professional wear.

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2. Ace Marks Hugo [Blucher Boots]

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Overview

If you’re looking for a classic lace-up Blucher-style boot, then look no further than Ace Marks. These beautiful specimens have an elegant and dressy design thanks to their Italian craftsmanship. Overall, they’re perfect for formal wear.

How To Wear

As mentioned above, the Hugo boots have an alluring streamlined construction, which makes them an ideal option for formal wear. However, they can happily worn in more casual environments. If you pair them with jeans, you’ll see just how versatile they are!

Best Colors

If you’re looking for boots to pair with a suit, black would be your best bet. However, we can’t overlook the added versatility offered by opting for a dark brown too!

3. Allen Edmonds Dalton Wingtip [Brogue Boots]

Allen Edmonds Dalton Wingtip Boots
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Overview

The brogue style is a particular favourite of boot enthusiasts. As such, there’s a plethora of options available out there. Our favourites come from Allen Edmonds thanks to their superior construction and design. Furthermore, there are several options available for the connoisseur such as Dainite soles and Cordovan leather.

How To Wear

These are just as versatile as the Wolverine boots and can be worn for virtually any dress code. We think these look wonderful with a vintage-style tweed suit or as part of a business casual wardrobe. If you live in a humid climate, we highly recommend the Dainite sole for extra traction and weatherproofing.

Best Colors

Depending on your needs, you can choose between either brown or black whether. Whilst the brown will be more versatile for day-to-day wear, the black leather is ideal for dressier occasions. There’s also a stunning Cordovan shell option, which is a premium and elegant choice!

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4. Beckett Simonon Bolton & Preston[Chelsea Boots]

Beckett Simonon Preston Chelsea Boot

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Overview

Thanks to the Beatles, the Chelsea boot is an iconic style reminiscent of the 1960s. They’re also a very convenient boot as they can be kicked on and off. Beckett Simonon have two intriguing models to choose from: the Bolton and the Preston.

How To Wear

Above, we featured a photo of the Preston is tan. However, the Bolton has a very formal and elegant shape on across the uppers. Chelsea boots are an overall versatile boot style that’s great for anything between business casual wear all the way to business professional.

Best Colors

For more casual wear, we’d opt for the brown leather option. However, the black looks great and would be perfect for more formal dress codes including cocktail attire.

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5. Beckett Simonon Lopez [Chukka Boot]

Beckett Simonon Lopez Boots

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Overview

Although we refer to the Lopez as a Chukka, their design is actually a hybrid of the Blucher too. Inspired by the WWI heritage style, the result is an elegant alternative to the classic Chukka.

How To Wear

If you opt for darker calfskin leather, the Lopez can be formally worn with a suit. Nevertheless, the lighter colours go very nicely with jeans and chinos.

Best Colors

As mentioned above, the lighter the colour, the less formal the boot. If you want something versatile, dark brown works wonderfully with both suits and jeans. However, you may instead go for black if you want something particularly formal.

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6. Dr Martens 1460 [Durable Dress Boots]

Dr Martens 1460 Dress Boot
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Overview

Dr Martens have been making their iconic boots for decades. Although often associated with counter-culture, the 1490 is from their core collection. The leather uppers feature a smooth finish, black stitching and soles for a more subtle look. Furthermore, these were designed on the 59 last for a dressier and classic shape.

How To Wear

Dr Martens can be worn with just about anything from casual wardrobes to more business casual styles. Usually, they’re not compatible with more formal dress codes. However, this style of boot can be integrated more seamlessly into dressier styles.

Best Colors

Although they’re also available in white, black is the way to go with these boots. Unless you’re looking bring out your inner Saturday Night Fever, white is quite an unusual choice for Dr Martens!

7. Giorgio Brutini Calloway [Cuban Heel Boot]

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Overview

Finding quality Cuban heel boots can be challenging. However, we love these from Giorgio Brutini, which feature a 2″ heel and full inside zipper closure. Furthermore, the leather upper is made from Cabra kidskin, which makes it very supple.

How To Wear

Ideal for business casual dress codes and onward, these also look great with a suit. For instance, they’re a very elegant choice to be paired with cocktail attire or even a business professional suit.

Best Colors

Available in brown or black, we’re more fond of the latter. Because of their smooth design, they’re quite dressy and they’ll look better in the more formal black leather.

8. Timberland Earthkeepers Brook Park [Under $100]

Timberland Earthkeepers Brook Park Chukka
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Overview

Although retailing at $130, Zappos sell these at $91. This offers exceptional value for money as you have a full-grain leather upper and excellent construction as well as a anti-fatigue cushioned footbed.

How To Wear

Like the Forresters, these are Chukkas to wear in almost any scenario. Whether you’re looking for something to wear casually or even with business professional attire, they fit right in.

Best Colors

Depending on your needs, you can choose between either a black or brown leather. Whilst the black will be more formal, the brown will be more versatile if you intend to wear them casually.

Understanding Boot Formality

Allen Edmonds Dalton Wingtip Brogue Boot Dianite Sole

Unlike dress shoes, which are usually designed following distinctive styles, boots tend to be more subtle in their variations. For instance, most dress boots are usually lace-ups with an open-throat lacing system.

J&M Chukka Forrester Boots Side ViewMeanwhile, shoes often rely on the clear distinction between close-laced Oxfords and open-laced Derbies. Furthermore, there are other distinctive styles such as wholecuts, monk straps, penny loafers, brogues and tassel loafers.

You can read all about these and their differences by heading to our dedicated shoe style guide.

As for boots, the differences are more nuanced. Whilst you do get various styles such as Chelsea and Jodhpur boots, the differences are more limited due to practical constraints.

Therefore, it’s often more complicated in finding the right boots in terms of formality and searches may take longer.

What To Look For In A Formal Dress Boot

Allen Edmonds Dalton Wingtip Brogue Boots Paved StreetLet’s now explore the various characteristics to look for in a classic lace-up boot that affect formality. You can use the checklist below as a reference when looking for formal dress boots according to your needs:

  • Full-Grain Leather: Whilst pebbled leather and suede are quite casual, full-grain leather is considered the most formal.
  • Black Leather: This is considered the most formal leather colour. Meanwhile, brown and lighter colours are quite casual.
  • Toe Cap: A feature borrowed from classic Oxford shoes, toe caps add a sense of formality to a shoe’s design.
  • Sole Thickness: Thicker soles are evocative of utilitarian boots and chunkier in design. Therefore, thinner soles are more refined and feel more formal.
  • Wingtips: More ornate than a toe cap, wing tips are less formal alternative as they’re reminiscent of brogues.
  • Broguing: Boots that feature broguing details such as perfing, pinking and toe medallions are less formal due to their rustic origins.
  • Non-Black Colours: Even black boots that feature other colours in the stitching or their soles suddenly become less formal as they become flashier.

Hopefully, the above information should help you to find the more formal boots that best suit your needs. If you’re still unsure, you can also refer to our full guide to shoe formality.

What Next?

Now that you have discovered the best dress boots for men, why don’t you check out some of our related shoe guides for a wider perspective?

Dress Boots For Men Guide
Reviewed by Edward A., on .
"Just what I was looking for! I found the best dress boots for my formal needs right here."
Rating: 5.0 ★★★★★

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