When the rain really starts coming down, you’ll be glad you copped a pair of men’s rain boots…or completely bummed you didn’t. Your sneakers aren’t gonna save you from dreaded wet sock. As the weather gets more volatile every year, checking the forecast is about as good as asking a Magic 8-Ball if it’s going to rain (“without a doubt” sounds sarcastic any way you read it). However the weather shakes out, it’s best to just be prepared, with a raincoat, an umbrella, and certainly a pair of proper waterproof boots.
Rain boots carry an incredible amount of responsibility. Obviously, they should defend your feet from the rain (wet socks are, without a doubt, the most miserable thing we can think of). But rain boots should also keep your feet from slipping and come with a grippy outsole. Think about it: what good is all that waterproofing if you end up falling on your ass? Not only that, they should also work well through mud, slush, and perhaps even snow, answering the high calling of a winter boot. It’s truly a lot to ask of one pair of shoes.
We’re happy to report that there are plenty of choice waterproof shoes on the market that will keep the rain out and look great doing it. So, right now, while you’re all dry and cozy, check out all of the best men’s rain boots to keep you looking fly and drip-dry, from the best sellers to the It Boots of Instagram to the under-the-radar stompers and beyond.
The Best Overall Rain Boot
Xtratuf Legacy Chelsea boot
Xtratuf cut its teeth in the harsh climate of Alaska, earning a reputation for keeping toes bone dry in the face of slushy ship decks and snowy trails. The brand’s Chelsea boots feature an outsole with unmatched traction, a triple-dipped rubber vamp, and full-grain leather ankle that’s completely watertight. Though Xtratuf’s ankle deck boots are perhaps more popular, we favor the Chelsea for its extra flexibility and style.
The Best High-Fashion Flex Rain Boot
Bottega Veneta Tire boots
The Daniel Lee era at Bottega Veneta might have come to an all-too-sudden close, but the designer’s sculptural, eye-popping boots remain as covetable as ever. And right now, the *most* covetable model in Bottega’s oft-viral stable is the Tire, an exaggerated Chelsea boot with a massive, undulating sole unit that comes in a wide range of stunt-worthy colors—including this iconic Bottega green. It’s the ultimate fashion move in a downpour and, with Lee’s successor Matthieu Blazy now taking the reins, it’s maybe your last chance to own a significant piece of sartorial history.
The Best Beloved East Coast Rain Boot
The archetypal duck boot was born over a century ago and has held its reputation as a go-to waterproof boot ever since. It’s unmistakable rubber toe and outsole give the shoe its signature watertight properties while the gusseted leather portion keeps moisture and debris out. They’re also mad comfortable thanks to the built-in steel shank within the insole, which provides arch support for all-day wear.
The Best Downright Iconic Rain Boot
Hunter Original tall rain boot
Hunter is a day-one rubber boot manufacturer dating all the way back to the mid-1800s, when vulcanized rubber first came on the market. In the 1950s, after several decades of supplying waterproof boots to civilians as well as the British army, the iconic Original Boot (aka Wellington, aka Wellies) was born. They’re embraced by everyone from British royalty to everyday gardners and are a wardrobe staple. The Original Boot looks great in its natural habitat with chinos and a waxed jacket, but a track record of high-end collabs with brands like Stella McCartney and Saint Laurent, can easily be worked into your more capital-F fits.
The Best Budget Rain Boot
Totes Cirrus ankle rubber rain boot
If you’re not a fan of the cinder block-like feeling of most rain boots, the Totes Cirrus sheds some weight while shedding sheets of rain. They’re thinner and a lot lighter than most other options. Because of that, they’re super flexible and can even collapse, should you need to pack them in your suitcase for your flight to Seattle.
The Best Not-Quite Rain Boot
Timberland 6″ premium waterproof boot
If you want sturdy, waterproof boots that aren’t full-on rubber rain boots, this is your move. Timberland’s premium seam-sealed waterproof boot gives off classic work boot energy without any of the stiffness of a rubber rain boot. Their classic workwear style pairs well with just about anything, too, whether you’re gettin’ work done in double-knee carpenter pants or putting on some nice trousers for a date.
Plus 16 More Rain Boots We Love
Balenciaga Trooper rubber boots
The only thing dripper than the rain just might be these squared-off mega-stompers.
Diemme “Balbi” suede and rubber Chelsea boots
Far and away one of the sleekest rain boots you’re likely to find, the “Balbi” boot from Diemme is so good you’ll want to wear it when it’s bone dry outside.
Sperry Cold Bay rubbber Chelsea boots
From slippery boat decks to slick sidewalks, Sperry’s always a surefooted choice.
LaCrosse Alpha Muddy boot
For when the rain ain’t all that serious.
Dr. Martens 1460 waterproof lace up boots
The classic 1460 may be capable of withstanding a ton of abuse, but if you’re thinking of going out in the rain for an extended period of time, opt for this waterproof version.
Sorel Caribou Storm waterproof nubuck boots
The profile of a work boot, the weather resistance of a duck boot.
Thorogood Outdoor Infinity rubber boots
They’re for going incognito in the woods, but they’ll stand out in the best way possible on the sidewalk.
Arc’teryx Acrux TR GTX boot
These adventurer-approved climbing boots are equal parts stylish and utilitarian.
Tingley high top stretch overshoe
When you absolutely refuse to get another pair of shoes or let go of your sneakers, you can opt for some rubber overshoes like these. Simply slip them on to your favorite shoes and boom—instant protection.
Plasticana hemp wellies
While other rain shoes typically use rubber, leather, and neoprene, Plasticana’s wellies are made from a fully-recyclable and natural rubber derived from hemp. The speckled look comes from the hemp itself and gives the boots a unique texture.
Muck Boot Company muck chore boot
If you need your rain boots to also be mud boots, these can take on the gunk with ease. The beefy outsole tread pushes through mud easily while the thick layered toe provides protection.
Bogs classic mid waterproof insulated boot
When the bitter cold gets even more bitter, these insulated boots will keep your blood flowing through freezing rain and harsh snow, down to -40F.
Xtratuf deck boot
These short rain boots have a lot of the advantages of the Chelsea (mentioned above) but with some city-friendly sneaker styling. The added neoprene collar also helps keep your feet and ankles dry and comfortable.
Hunter Original Refined waterproof Chelsea boot
Hunter’s Chelsea is sleeker and dressier than its Original Boot, making it perfect to pair with slim jeans or a suit. And because it’s a shorter style, it’s great for when the rain is bearable and not blowing at you horizontally.
Salomon X Ultra 3 GTX Mid boots
When you’d rather not have your rain boots look like, well, rain boots, Salomon’s gorp-tastic boots will give you all the water protection you need and none of the rubber you don’t.