Wingtip Boot Search: The Florsheim Hawley

Florsheim Hawley Rubber Sole Wingtip Boot – $136* ($170)

Like a great Summer Suit, there’s something about a pair of sturdy and versatile wingtip boots in the fall.  Most have character to burn, and they can be dressed up with many of the rough textures we’ll see once the weather turns cooler.  Our search for the best affordable wingtip boots is on, and feel free to send in suggestions via styleip.
*Use code LINK20 for the 20% off.  Ships free since it’s over $100 but returns will cost a shipping fee.

Not to get too colloquial, but these are just a little thick in the britches.  Thicker than you’d think they’d be.

Still, there’s no shortage of positives.  The leather is the real deal, the color is perfect, and plenty of people (including perhaps a certain Canadian college student) will love the Goodyear welt rubber sole.  They’re incredibly good looking for the mix of durability, quality, and price.  But they risk looking out of place with anything more dressed up than a washed pair of chinos or cords.  Thick, tweed trousers?  Maybe.  Slim flannel dress pants?  Probably not.

The toe box is a little tall and you’d never use the word “elongated” to describe the toe.  (Click here for a visual comparison between the Hawley & U.O.’s $88 cognac boot)  It’s not steel toe fat nor Doc Martens bulky, but it’s sturdy enough that it risks looking out of balance with extra slim or dressed up attire.

No doubt these are attractive.  But these are more like a sharp Range Rover than the new Ferrari FF.  And there is absolutely nothing wrong with that.

Best Wingtip Boot under $100 – Thanks to the color options, still the Florsheim Gaffney – $96.00 w/ LINK20
Best Dressed Up Wingtip Boot – Italian Made Ciro Lendini Wingtip Boot – $149.00