15 Rain Boots That Look Stylish in Any Weather

Even in the pouring rain, you want to look good—but more often than not, rain boots are associated with uncomfortable, bulky shoes that leave your socks damp and your day ruined. Thankfully, there are endless options for waterproof shoes that are also comfortable. Some aren’t even really boots, but more like sneakers, which means there are rain shoes for every situation. Plus, if you still want them, the big, classic slosh-around-in-puddles type of boots have decent options, too.

But, as you start shopping for your next pair of rain boots or waterproof shoes, there are some things to keep in mind.

Activity

When searching for the right rain boot, consider what you intend to use them for. A leisurely walk, a hike in the midst of a torrential shower, or the daily commute to work? Those searching for a casual shoe for work or walking may prefer ankle-height boots, which are easier to wear for longer bouts of time. Anyone wading through mud, hunting, fishing, or doing any outdoor work will want heavy-duty boots that are mid-calf or higher. How tall you want them depends on your personal height and preference.

Construction & Fit

While looking for shoes, don’t let the manufacturing jargon (insole, midsole, outsole and upper) confuse you—this is to help you find the right fit and feel. Insoles are the cushioning your feet sit on inside the shoe. Midsoles sit underneath the insole and usually act as the barrier between the insole and the outsole. The outsole is the bottom of the shoe, where there’s typically some traction to grip onto surfaces while keeping away unwanted debris. Finally, there’s the upper, the outside of the shoe where your toes sit. Pay attention to the materials used in these sections, because that'll also indicate how they'll feel around. your foot and various types of weather.

Insulation

If you're planning to wear rain boots all year, another factor is insulation. A thick boot will leave your feet sweating in the summer, while a thinner option in the fall may have you pulling out your winter boots a little early. Luckily, rain boots come insulated or non-insulated. Insulated boots will keep you warm in cold weather, but mind the weight—it'll also make the shoe heavier. Meanwhile, lighter, non-insulated alternatives may suit you better in warmer weather.

Now, check out the best men's rain boots to sport in every season, no matter the occasion.