12 Best Dress Boots for Men 2023

FRANKLY, IF we can wear

dad sneakers or slippers to black-tie events, we absolutely will not object. But in reality, it’s not so much about whether we can or can’t, but whether we’d look right doing so. So, when it comes to formal footwear, we understandably default to dress shoes to ground our fits of blazers and dress pants. But should you want to look really elevated—like an A-lister making an appearance on the red carpet—a handsome pair of dress boots will do even better.

The best dress boots for men often have a solid construction, fine leather or suede outsole, and a rubber heel; they often boast a slim, streamlined profile, and never look out of style. Often worn with a suit, the best dress boots can also get you through sleet and snow with ease, dressed up for the office or date night, or dressed down with chinos.

  • Captain Cap Toe Leather Boots

    Best dress boots on amazon

    Thursday Boot Company Captain Cap Toe Leather Boots

    $199 at Amazon

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  • Leather Chelsea Boots

    Best chelsea boots

    Charles Tyrwhitt Leather Chelsea Boots

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  • Pebbly Hill Chukka Boot

    Best chukka dress boots

    Rodd & Gunn Pebbly Hill Chukka Boot

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  • Riley Diversa Chelsea Boot

    best-looking dress boots

    MAGNANNI Riley Diversa Chelsea Boot

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  • Desert Boot

    Best desert dress Boots

    Clarks Desert Boot

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If you’re new to dress boots, start with classic chukka or Chelsea boots in either black or brown. Or take a look at our selection of the 12 best dress boots for men. They’ll have you smelling the leather and feeling and craftsmanship first, before you finally upgrade your footwear game and breathe life into your shoe rack to boot.

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