5 Best Waterproof Boots

Never trade practicality for style again

Spring’s wet and unpredictable weather means a solid pair of boots is a wardrobe go-to to keep your feet dry and shoes in tact. Nothing’s worse than the weather getting the best of your footwear. And with our waterproof boots, no will one will be the wiser that your kicks are not only fashionable, but functional too. These are the 5 boots you need now.

We took the best features of our iconic trail shoe and recently gave them a style update for the streets. Our Euro Hiker’s two-tone leather and suede fabrication nudges these into wear-everyday territory. With complete waterproof protection, arch support and grip-friendly lug rubber outsole, you don’t have to worry about slippery sidewalks, either.

When it says waterproof right in the name you know you’re good. Don’t be fooled by the “hiking boot” aspect of these though – they’re just as good in the city for date night or late night cocktails (see our men’s style editor Edison Gonzalon take them out in New York). We like to think of these as your sturdy, good-looking kicks for everything with a streamlined, masculine feel. 

Newsflash: these aren’t boots. But we had to include them. Tailor-made for spring suiting, casual Fridays and everything in between, our West Haven Oxfords are a closet heavy-hitter. Never worry about your “nice” shoes getting ruined in a rainstorm or inclement weather—these guys are 100% waterproof and good to go.

These are basically a dream come true. Chelsea Boots you don’t have to worry about ruining in wet weather! Our Chestnut Ridge Chelsea Boots are styled after the iconic ankle boot and these offer rakish good looks and complete dryness protection. The lug outsole is an unbeatable combo of great style and ultimate traction.

Do we really have to explain ourselves here? Our signature boot is a stalwart when it comes to weather and looking good. Perfect for off-duty and weekend wear, they come in seven colors to suit your style, from classic yellow to off-the-cuff navy.

If you think spring showers bring boring, practical footwear, we challenge you to think again. Crafted with our signature quality and iconic style, our boots can take you anywhere you want to go – rain or shine.

Now you’ve got the boots, what about the jacket? We’ve got you covered - see it in action.