Every product was carefully curated by an Esquire editor. We may earn a commission from these links. Here’s how we test products and why you should trust us.Church's / Sebago / John LobbWe love Sebago’s classic leather loafers, but a leather sole will get destroyed in the rain. Luckily, the brand makes a version of its beloved penny loafer with a water-resistant “Polaris” sole that can actually withstand rainfall and puddles. We like the old-school look of these, especially the unique notch at the heel, and they come at a great, affordable price.ColorsBlack, dark brownSizesUK6-12Upper MaterialLeatherAnother classic, well-priced option is these nappa leather loafers with a subtle rubber lug sole. You still get that extra traction, height, and bit of distance from the ground without too much of a chunky look.ColorsBlack, dark brownSizesEU40-46Upper MaterialLeatherAdvertisement - Continue Reading BelowDr. Martens’ tassel loafers are a fun choice if you want something that looks a little younger and spunkier than your classic loafer but still stays true to its spirit. The yellow stitching is a nice touch, and the heavyweight leather gives them a bit of a rugged look.ColorsBlack, dark brown, cashewSizes6-14Upper MaterialOiled leatherLeaning more luxury, these benchmade leather penny loafers from British brand Church’s have a gorgeous apron toe, which gives them a sharper, smarter look. The glossy black leather also gives them that extra bit of shine to make them stand out.ColorsBlackSizesUK7-11Upper MaterialLeatherAdvertisement - Continue Reading BelowWhen it comes to designer loafers, we’re always going to recommend Gucci. The iconic Gucci horsebit loafer has been a favorite of ours at Esquire for a long time, but we probably wouldn’t take them out in the rain. These loafers, however, take that sleek silhouette and add a rubber lug sole to the bottom, giving them some extra protection from the elements.ColorsBlackSizes5-14Upper MaterialLeatherIf you’re looking for a minimalist, low-profile style, Morjas makes a penny loafer that has major Scandi-cool vibes. You can choose from six colorways of full-grain or smooth leather, and there’s also a black suede option for non-rainy days.Colors6SizesEU40-46Upper MaterialLeatherAdvertisement - Continue Reading BelowLike Church’s, John Lobb is a benchmade British brand, so you can expect absolute luxury from them. These standard penny loafers have a substantial lug sole, which makes them especially good for foul weather.ColorsBlackSizesUK6-11Upper MaterialLeatherIf you want a pair for under $200, go with these Johnston & Murphy penny loafers made from waterproof leather with a cushioned foam footbed that makes them extra comfortable.ColorsBrown, blackSizes8-14Upper MaterialWaterproof leather
8 Pairs of Water-Resistant Loafers for All the Nasty Weather Ahead
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