The 13 Best Waterproof Shoes and Boots to Keep Your Feet Dry

Don't let unexpected showers ruin your day.

It's time to invest in a pair of waterproof shoes or boots. Rain is rolling in, and there's not always time for a complete outfit overhaul every time there's a hint of wet. Instead, opt for a shoe that's as stylish as it is functional to make your every day easier. From waterproof sneakers to full-on rubber boots, here are 13 shoes guaranteed to keep your feet dry. 

Vans SK8-Hi MTE

Vans's MTE line is made to battle all levels of weather (and serious walking), and the shoes are super insulating. Bonus: They're the same shape as the standard Sk8 His, so it doesn't look or feel like you're wearing something weatherized.

Tretor Gus Rain Boot


When it comes to rubber rain boots, Tretorn can't be overlooked. With its basic Chelsea boot-style design, it'll make your rainy-day look more "urban warrior" and less "trout fisherman." 

Universal Works x Novesta Star Hike

Disguising your rain boots as low-key high-top sneakers is a win-win. 

Converse Chuck Taylor All Star Waterproof High-Top Boot

Recommended Videos

Waterproof Chuck Taylors are your go-to weekend sneaker for unexpected weather. Plus, the all-over tan color is a standout. 

L.L.Bean 6" Bean Boots

The reason why Bean boots have stood the test of time is twofold: quality and versatility. Wear them with jeans, corduroys, chinos, or even a suit if you're feeling the Northeastern vibes. 

Nike Odyssey React Shield


If you really want to disguise your weatherproofed shoes, Nike's Odyssey React Shield sneaker is about as perfect as you can get. The waterproof upper is ideal for wearing in all kinds of weather. 

Dr. Martens Chelsea Boot

Thanks to Docs' laces-free design, your feet will stay dry regardless of whether it's a light sprinkle or a full-blown downpour.

Hunter Original Refined Waterproof Chelsea Boot


Sturdy leather boots are great for your run-of-the-mill bad-weather day. But when the torrential downpours come, you're going to want something made of rubber. Hunter is a failsafe.

Johnston & Murphy Waterproof Plain Toe Derby

Rain can't stop business. These waterproof derbies come in handy for rainy days that still require a trek to the office.

Timberland 6-Inch Premium Boot


Timberland's classic 6-inch boot works as well for rain as it will for snow and sleet. 

Cole Haan Wagner Cap-Toe Boot 

A waterproof boot that looks not in the least bit waterproof? Many levels of yes.

Aquatalia Heath Weatherproof Plain-Toe Boot 

They're so stylish, you'll probably end up wearing them even when it's not raining. 


Mr P. Jacques Leather Boots 

If you're looking for an investment piece, Mr P.'s leather boots are fully functional in bad weather and look great with everything from jeans to a suit. 

This story originally appeared on Minor edits have been made by the editors.

View More Articles About:
More Videos You Can Watch
About The Author
Esquire US Editors
View Other Articles From Esquire
Latest Feed
Load More Articles
Connect With Us