Shop the Best Spring Dress Shoes While You’ve Still Got Time

What’s the difference between the spring dress shoes and, well, every other dress shoe out there? Folks, the best spring dress shoes combine unique, transitional style; an easygoing sensibility; and the kind of versatility that works on a rooftop patio and eight hours in the office. At this time of year, you’re looking for shoes with texture, a light weight, and just a bit of flair — all the better to show off underneath the rolled hem of your favorite chinos or light wash denim and a classic white shirt.

You want something to take you from the end of spring right on into summer. Between a pair of dress shoes and some crisp sneakers, your footwear needs should be set for the months ahead. But enough idle chit chat — our picks for the best spring dress shoes can be found below.

Astorflex Coastflex – $145
best mens spring footwear astorflex coastflex

Perhaps the epitome of a casual-yet-classy spring dress shoes, Astorflex makes the deceptively simple and stylish Coastflex with sustainable production and all-day comfort in mind. We like these with rolled light tan chinos and an indigo denim shirt. Just don’t wear them in the rain.

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Jack Erwin Cooper Leather Boat Shoes – $125
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Jack Erwin has once again nailed that tricky balance between too dressed up and too laid-back. The Cooper is a city-ready boat shoe that works in business casual settings or at the bar. And yes, boat shoes are still cool, no matter what anybody says. 

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Johnston and Murphy Conard Cap Toe Dress Shoes – $159
best mens spring footwear j amp m conard cap toes

It’s tough to mess up the classic cap toe dress shoe when it comes to spring styling potential. Wear these handsome Johnston and Murphy shoes with rolled dark denim, a light blue Oxford, and a navy blazer for a timeless, everyday look.

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G.H. Bass Venetian Weave Weejuns – $110
best mens spring footwear g h  bass weejuns

When you feel like dialing things back a bit — perhaps for the weekend or a happy hour —  it’s hard to misstep (pun intended) with classic Weejuns that incorporate a visually interesting Venetian weave. These are the perfect complement to your short-sleeve, camp-collar shirt.

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Allen Edmonds MacCrae Dress Loafers – $425
best mens spring footwear allen edmonds loafers

Allen Edmonds crafts beautiful shoes with investment-level good looks and the price tag to match. The MacCrae Dress Loafers belong on your feet for your next spring or summer evening out.

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Are t shoes a little too dressy for your warm-weather wanderings? Check out our favorite spring shoes for a little lighter fare or the best high-tops.


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