Best Wingtip Boots – AskMen

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Slip on this selection of the best wingtip boots for every occasion

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The idea of ​​literally stepping into a new year in style has never been more important or easier to achieve, and that’s especially true when considering the best wingtip boots for men. Revamping your style in the throes of winter can be tough when you’d rather slip into a pair of the comfiest pants at home and lounge by the fire.

That being said, getting out and about in the world (and back to the office, and back to your favorite watering hole) requires something a little sturdier and more stylish than slippers, even if you’ve found your pair. favourite. The Wingtip boots are a historic throwback (the perforations were originally useful for navigating wet ground in the Scottish Highlands), but they’re surprisingly modern, functional and refined today.

RELATED: Best Winter Boots for Men

You’ll find rich leather options to pair perfectly with your favorite woolen winter suit, as well as choices that pair well with chinos and jeans. Wingtip boots are more stylish than work boots, so they also pair with office-ready looks and date nights. And when you want to go tougher with a comfy sherpa trucker jacket and skinny black jeans, wingtip boots have you covered. Simply put, when you’ve got the right pair – and we’re here to offer our suggestions accordingly, then get them on and get out there this winter.

Allen Edmonds Dalton Wingtip Dress Boots

Allen Edmonds

Maybe Allen Edmonds comes to mind when you think of stylish boots and shoes, right? They’ve been making fine, durable shoes in the USA for decades, after all. The Dalton Wingtip boots are an impressive pair, with a sleek profile, a rich variety of leather options, and the kind of design to wear with jeans or a houndstooth winter suit in equal measure.

$399 at AllenEdmonds.com

Johnston & Murphy XC Flex Cody Wingtip Boots

Johnston & Murphy XC Flex Cody Wingtip BootsJohnston and Murphy

When you want to toe the line (pun intended) between dressy and sharp-yet-comfortable, Johnston & Murphy often has you covered with its full line of dress shoes and sneakers. Here, they’ve translated that same tech into beautiful wingtip boots that feature the brand’s XC Flexconstruction rubber outsole for a smooth ride and grippy finish.

$198.95 at Amazon.com

Thomas & Vine Ryker Wingtip Boots

Thomas & Vine Ryker Wingtip BootsThomas & Vine

For under $100, step up your style in a sharp way with black leather wingtip boots reminiscent of a pair that might have been worn by notorious (fictional) British mobster Tommy Shelby in Peaky Blinders. The side zipper details are visually interesting and make them easy to put on when wearing thick socks or dress socks. All that’s missing is a gray tweed suit, an overcoat and a glass of whisky.

From $89.99 on Amazon.com

Wolverine BLVD Wingtip Boots

Wolverine BLVD Wingtip BootsWolverine

We’re willing to bet you’re pretty familiar with Wolverine’s famous work boots and plain-toe leather boots by this point, but what about the dressy-yet-still-rugged BLVD line? These are day-to-night boots to wear with everything from plaid wool dress pants and a cardigan to a rugged denim shirt and thermal henley (cold beer at your favorite bar sold separately).

$199 at Wolverine.com

Bruno Marc Dress Motorcycle Boots

Bruno Marc Dress Motorcycle BootsBruno Mark

You might not think the usual dressy wingtip boots are the kind of boots you can wear on the road, but this affordable pair from Bruno Marc is constructed differently. The flexible rubber outsole absorbs vibration and shock, and the sleek construction pairs well with skinny moto jeans in any color.

From $42.99 on Amazon.com

Thursday Boots Wingtip Boots

Thursday Boots Wingtip BootsThursday Boots

Thursday Boots is as popular a brand of men’s boots as any brand on the market, combining premium quality with affordable prices. This is always the case with these wingtip ankle boots, which can be worn with chinos and a chambray shirt at the office, or with a thermal Tunisian collar and black slim jeans at the weekend. The hand-finished full-grain leather is particularly impressive and should break well over time.

$235 at ThursdayBoots.com

Barbour Seaton Wingtip Boots

Barbour Seaton Wingtip Bootsbarbour

The Barbour name is nearly unmatched when it comes to fashioning rugged gear for road trips and windy weather in equal measure. That’s what makes these durable wingtip boots such a fitting addition to the brand’s waxed cotton outerwear. A mix of leather and textile on the upper gives them extra durability for town and country.

$230 at Nordstrom.com

John Wingtip English Boots

John Wingtip English BootsEnglish laundry

It is unique to see a pair of the best wingtip boots with a “longwing” design, where the wingtip detailing runs the full length of the shoe. In the case of these beautiful burnished wingtip boots, the effect definitely works, turning them into an eye-catching pair of dressy boots to wear with anything.

$200 at Nordstrom.com

Gordon Rush Sutherland Wingtip Boots

Gordon Rush Sutherland Wingtip BootsGordon Rush

Fine craftsmanship at a nice price can sometimes be hard to find, but with Gordon Rush, you get luxury quality without breaking the bank. The Sutherland Wingtip Boots, which are more of an ankle boot than a taller lace-up, bring that point back quite nicely, mixing a premium leather upper (and a traditional sharp black colorway) with a sub-$300 price tag.

$295 at Bloomingdales.com

TAFT Boots Wingtip Boots

TAFT Boots Wingtip BootsTAFT boots

Lacing your boots for the winter doesn’t have to be just about work. TAFT proves it very well with this fun and eye-catching pair of mixed wingtip boots, mixing a hard-wearing Vibram sole with a beautiful mix of rich leather and plaid wool detailing.

$236 at TAFTClothing.com

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