Thursday Boots Wingtip Review: The Brand’s Most Dressy Boot

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by  William Barton | Last Updated: 

Can Thursday Boot Company really pull off a dress boot? They’re known for their rugged everyday wearers, but this is a whole different story.

In this Thursday Boots Wingtip review, you’ll learn everything you need to know before picking this dress boot up.

Review Feature Image/Icon Image source: Thursday Boot Company

Thursday Wingtip

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Bottom line: The Thursday Wingtip is a unique style that’s not for everyone---it’s the brand's most dressy boot, and the toe is very long and narrow, which makes for an attractive boot with slim jeans, chinos, or even a suit. The quality is on par with other Thursday offerings, so if you’re interested, just double check the photos to better understand how these look on foot before buying.

Ratings:

At a Glance Feature Image/Icon  Design At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon
At a Glance Feature Image/Icon  Quality of Materials At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon
At a Glance Feature Image/Icon  Craftsmanship At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon
At a Glance Feature Image/Icon  Fit & Sizing At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon
At a Glance Feature Image/Icon  Value for Money At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon At a Glance Feature Image/Icon

Pros:

  • I like the Color #77 chiaroscuro effect on the full grain leather
  • The toe box is quite long and narrow, which I feel makes it an excellent match for slimmer, more dressy jeans and trousers
  • It’s Goodyear welted with a rubber stud sole, so it has decent durability and walkability

Cons:

  • As a dress boot, it’s narrow, so if your feet are wide, I don’t recommend this

Not to toot my own horn, but I absolutely crushed it on the dance floor at the last wedding I went to. 

Here’s the evidence:

How to Dance at a Wedding

When you have a great pair of dress boots, it’s hard not to have the kind of confidence that allows you to put on the best performance of your life. 

But seriously, I basically destroyed my dress boots that night. See that move in the middle? Yeah, that’s what did them in. 

So I needed a new pair and decided I’d try Thursday’s most dressy boot: the Wingtip

Now that I’ve been wearing them for a while, I have some opinions on who these boots are great for, and who might want to skip them. 

Thursday Boot Company Wingtip Overview

Thursday Wingtip flatlay

The Wingtip is Thursday’s dressiest boot—I’m reviewing the Color #77 version, but it’s also available in a darker brown patina version (Dark Oak) and a black version (Black). 

Unlike other Thursday Boots, the Wingtip is much longer and more narrow. It features broguing throughout the toe box, heel, and vamp. The Color #77 version is made with all smooth full grain leather, but the Dark Oak and Black versions have a mix between smooth full grain and pebbled leather for a little extra textured effect. 

The Wingtip has a 360 degree Goodyear welt, which is a bit unusual for a dress boot: most dress boot makers use a Blake stitch, though Goodyear welts are known to be more water resistant and durable. 

And unlike most dress boots, the Wingtip features a rubber studded sole, which is much better in rainy weather and makes for a more comfortable, though less “classic” boot. 

Thursday Boots Wingtip

The Thursday Wingtip has a super slim shape---it’d be tough to manage if you have wide feet, but the profile looks rich.

The Wingtip is one of those boots that easily looks three times what it actually costs. 

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Things to Consider Before Buying the Thursday Wingtip

model walking in thursday wingtip dress boot

If your feet are wide, I don’t recommend this boot. Thursday boots tend to be more slim and narrow anyway (though they do have some models in EE widths for the wide-footed), but the Wingtip takes that slimness to a new level. 

I have standard D-width feet, and while I can’t say the Wingtip is as comfortable as Thursday’s Captain, they still fit well. But if there’s a little wiggle room for guys with wide feet in the Captain and President, it’s not here in the Wingtip. 

Also, in reading through other reviews, I noticed that some people were put off by how long these boots are in the toe. They’re about an inch longer than other Thursday boots, so they have an elongated look. 

I really like it, and I think it looks fantastic styled with crisp blue jeans or a suit, but it’s not for everyone. My hope is that the pictures in this review give you a solid idea of what they look like styled. 

Thursday Boots Wingtip Review

First Impression

author william barton wearing Thursday Wingtip boot sitting on stairs

I picked up the Wingtip in Color #77, which looks similar to Museum Calf leather—a type of full grain leather with a marbling patina crafted in the dying process. 

I think the varied patina gives these boots a really distinctive look, and it’s one of the main things that drew me to the Wingtip in the first place. 

The Wingtip also has a squared toe, which is less common and unique among Thursday boots. 

Thursday Boot company Wingtip closeup

I’ve been loving pairing these boots with crisp slim tapered jeans—it completely elevates a casual look, so even if you’re just wearing jeans and a tee, the whole outfit still looks classy. 

There’s a lot of broguing detail throughout the entire boot: the heel, the vamp, the toe, the ankle—it’s ornate. I think the amount of detailing calls for simplicity in the rest of your outfit. I’d stick to solid colors when wearing the Wingtip and avoid too many patterns. These boots should be the star of the show in any outfit you put together.

Thursday Boots Wingtip

The Thursday Wingtip has a super slim shape---it’d be tough to manage if you have wide feet, but the profile looks rich.

The Wingtip is one of those boots that easily looks three times what it actually costs. 

Check Best Price
If you click this link and make a purchase, we earn a commission at no additional cost to you.

Leather Quality and Care

model lacing up Thursday Boot Company Wingtip

The Color #77 leather is a hand-finished full grain that measures about 2.5mm (when you include the 1mm lining). 

If you’ve had experience with any other Thursday boots, this leather is completely different—it’s almost like the Wingtip doesn’t fit with the rest of Thursday’s offerings (not a bad thing, just different). 

The leather is stiffer, which works well for the dress boot style (it’s not uncomfortable, though). Of course, the most distinctive aspect of the leather is the marbling patina effect. You either like it or you don’t. 

I think it looks great, and while I think the color variation takes this boot out of the running for more formal events, I think it makes for a visually interesting boot for the office and for Saturday night outings. 

closeup Thursday Wingtip

As with any dress boot, I don’t expect the leather to be super rugged or anything, but this leather can definitely withstand some rain and slushy sidewalks. I wouldn’t choose these boots for inclement weather, but if you happen to get caught outside during a downpour, I doubt your boots will get ruined. 

Caring for the leather on these is easy: I use Saphir Renovateur, which is my top-of-the-line leather conditioner. I use this on my dress boots specifically because it adds a nice subtle shine but doesn’t darken the leather. 

Sole

Thursday Wingtip sole detail

Most dress boots have a leather sole—it’s considered the best formal choice and more classic. But the Thursday Wingtip features a rubber studded sole.

The rubber studded sole offers a lot more grip and traction, especially if the ground is wet, plus it has more shock absorption so your feet won’t get as tired if you’re on them all day. 

The only downside I can see to the rubber soles is that true dress boots all have leather soles, which provide the low profile and perfect sound when you’re walking on a hard surface in your office. 

But otherwise, rubber soles tend to be more durable and comfortable. So it’s really up to you to decide whether you need a leather sole or not. 

The insole is made with Poron and there’s a cork midsole layer as well. When I resoled my Captains, I got to take a close look and compare Thursday’s cork layer to other boot brands like Red Wing

Thursday Wingtip profile view while walking

Cork midsoles offer a decent balance of shock absorption, durability, and comfort. The type of cork Thursday uses is a little chunkier, so it can break apart and clump up more easily, but it’s still a step up from purely synthetic midsoles. A very fine cork midsole can last five years or more, and I’d say that my experience with Thursday’s cork midsoles peg their durability more like three years (I’ve had my Captains for five years and here’s what they look like now). 

The Wingtip is comfortable out of the box, but you’ll still get that effect of your foot breaking in the footbed over time and getting a custom-fitted feel. 

Of course, with the Goodyear welt you can always get these resoled (though I’m not sure it’s very cost-effective to do so). 

Thursday Boots Wingtip

The Thursday Wingtip has a super slim shape---it’d be tough to manage if you have wide feet, but the profile looks rich.

The Wingtip is one of those boots that easily looks three times what it actually costs. 

Check Best Price
If you click this link and make a purchase, we earn a commission at no additional cost to you.

Fit and Sizing

Thursday Wingtip dress boot profile

Because the Wingtip is longer than other Thursday boots, the same sizing applies: you should order a half-size smaller than your sneaker size. But unlike other boots like the Captain, I think if you have wider feet, these just aren’t the boots for you. 

The Wingtip is quite comfortable, though it does fit a bit snug at first. The leather does stretch a little as they break in, so don’t worry if they’re feeling a little tight when you first try them on. 

I always recommend wearing your boots in the house for an hour or two before going outside. If your foot is tingling, then the boots are too tight. If it’s just snug, however, they’ll loosen a bit as you wear them and should fit perfectly afterward. 

Read my guide on how to find the perfect fit for your Thursday boots

Break-in Period

Thursday Wingtip style when walking

Thursday boots really don’t have much of a break in period and the Wingtip is no exception. They’re pretty much comfortable right away, though the sides were a bit snug at first. 

After my second wear, I didn’t feel any discomfort at all, but my feet felt squeezed the first two days. This is just because the leather needs time to stretch. I’m a size 10.5 in sneakers and got the 10 in the Wingtips and I’m happy with that choice. 

What do Other Reviewers Say?

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A lot of reviewers for the Wingtip give a shout out to Thursday’s customer service, which I can vouch for—they’re quite responsive and the one time I needed to figure out a shipping issue, my case-rep was thorough in figuring out the problem. 

Some guys felt the same snugness in the sides for the first few wears, but nothing that caused any major issues or blisters. 

Thursday Boots Wingtip

The Thursday Wingtip has a super slim shape---it’d be tough to manage if you have wide feet, but the profile looks rich.

The Wingtip is one of those boots that easily looks three times what it actually costs. 

Check Best Price
If you click this link and make a purchase, we earn a commission at no additional cost to you.

My Thoughts Overall On the Thursday Boots Wingtip

What I Like

  • The varied patina on the Color #77 is unique and stylish, plus the full grain leather is excellent quality.

  • The toe box is long and narrow, which makes it a great fit with slimmer, more dressy jeans and tapered suits. 

  • The Goodyear welt with a rubber studded sole makes this boot pretty rugged and easy to walk a lot in for a dress boot. 

What I Don’t Like

  • Because the boot is slim—even slimmer than most Thursday boots—guys with wide feet probably won’t fit into them. 

Who is the Thursday Wingtip for?

If you’re looking for a classy boot that can elevate even the most casual outfit, but you still want to be able to walk a few miles without getting blisters and sore feet, then the Thursday Wingtip is right for you.

The Verdict

This isn’t my first rodeo with Thursday Boot Company: I’m a fan of the brand, and I’m impressed with their Wingtip. It’s unlike any of their other boots. The leather is quite interesting and the shape and fit are more narrow and slim. 

I could see this being a perfect boot if you’re going to the office and want to step up your wardrobe, but you still want something that’s comfortable and can handle a little rain once in a while. 

I like it for Saturday nights when I want to get classy without going too formal. 

You should definitely try them on for an hour or two in your house before wearing them out, because if your feet are wide at all, the narrow fit might prove too tight on you. I still recommend ordering a half-size smaller than your normal sneaker size, though. Just note that the leather will still stretch a little as you wear these, so even if they’re a tad snug, they should relax a little. 

Overall, I’m a fan of the Wingtip—it’s a unique and dressy boot that’s still comfortable enough to wear for a full day.

Thursday Boots Wingtip

The Thursday Wingtip has a super slim shape---it’d be tough to manage if you have wide feet, but the profile looks rich.

The Wingtip is one of those boots that easily looks three times what it actually costs. 

Check Best Price
If you click this link and make a purchase, we earn a commission at no additional cost to you.

FAQs

Can you wear wingtips with a suit?

Yes, wingtips are generally more casual, so I wouldn’t wear a wingtip in a formal-formal setting. But for a wedding or work, a wingtip is a classic pairing with a suit.

Can I wear wingtips to a wedding?

Absolutely; wingtips are a fantastic option for weddings as they’re classy but a little playful. If the wedding is super formal (like black tie or white tie), stick to oxfords, but if it’s like most weddings these days, a wingtip is perfectly appropriate.