Raise your hand if you’ve ever felt personally victimized by a heavy rain forecast (you can’t see me right now, but I have both hands raised). The amount of dread I get when it’s pouring out and I actually have to go somewhere is unprecedented. Not only because the weather is gross, but also because I don’t like looking not cute, and stylish waterproof boots aren’t exactly easy to come by—or so I thought.
I’ve spent a lot of time on this earth searching for the best waterproof boots around—because that is just how passionate I am about this cause—and today, I am here to share with you my findings. From a pair of cult-favorite rain boots to water-resistant winter boots to even heeled booties made of waterproof suede—you can find ’em all, below.
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The Rain Boot
Slip-resistant, super comfy, and easy to slip on. Of course, these are a best-seller.
this equestrian-inspired pair
Carden Waterproof Knee High Boot
Forget what you thought you knew about weather-resistant boots. Waterproof does not equal clunky. And this sleek riding boot is proof.
This heeled bb
Henderson Weatherproof Chelsea Boot
Hi, I think I’ve fallen in love and I can’t get back up. These heeled boots are exactly what my winter wardrobe needs.
this luxe option
I know the price is pretty up there. But if you’re open to a designer boot, it’d be smart to go for one that’s at least water-resistant, no? Also, these are just too cute to pass up (even if my bank account is telling me no).
this OG rainboot
Original Tall Waterproof Rain Boot
I couldn’t not include a pair of Hunter wellies. These classic boots are a staple for any waterproof wardrobe.
these namedropping boots
Big fan of the logomania trend? These high-gloss boots are just right for you.
these tall leather boots
Florence Waterproof Over the Knee Boot
Get you a pair of OTK boots made of waterproof leather—trust me. They’re worthy of the investment.
these lace-up snow boots
Leather-trimmed suede and shearling ankle boots
Calling it now: Snow boots are in. And if you’re looking for something to wear aprés-ski, I think I just found the perfect ones for ya.
This affordable option
Khaki PU Cleated Sole Chunky Rain Boots
At just under $60, these chunky rain boots are a steal.
this goes-with-everything boot
Laguna Waterproof Chelsea Boot
Take my professional advice and grab you a pair of waterproof Chelsea boots that’ll go with just about anything in your closet.
this posh boot
Michela SP Weatherproof Genuine Shearling Lined Boot
If you’re looking for a waterproof boot that’s a bit more polished, then go for this sleek one.
this super flattering pair
Khaki Chunky Cleated Sole Calf High Chelsea Boots
The OG Chelsea boot gets an update with this pair. Peep that extra chunky lug sole and elongated shaft. You probably wouldn’t guess so, but it makes for a flattering fit.
these shearling snow boots
Curly Rock Shearling Sneaker Boots
Hey, go big or go home, right? These shearling “sneaker boots” may be pretty ornate, but they’re also just really chic?
this v comfortable contender
Kensington Chelsea Rain Boot
Looking for something with cushy arch support? Then get a load of these guys.
This monochromatic one
Cloudy Waterproof Chelsea Rain Boot
For those who love monochromatic anything, here’s a splash-proof pair of boots that’s rendered in a muted olive tone.
these super snow boots
Shell and faux leather snow boots
Moon Boot is the brand to shop if you’re looking for the perfect pair of snow boots. Whether you’re aprés-skiing or just gearing up for the next big snowmageddon, you gotta at least add these to your cart.
these micro wellies
Original Waterproof Chelsea Rain Boot
Why, yes, Hunter does make their iconic rain boots in mini form. Pull on a pair of these short cuties if you’re not into that whole high-knee boot thing.
these no-fuss booties
Tinsley Waterproof Rain Boot
Hi, these are your new go-to rain boots (just look at that super sleek design). OK, bye.
these fuzzy boots
Joan of Arctic™ Next Lite
No cold toes with these boots. The water-resistant shearling and splash-proof upper will make sure of that.
this bougie pair
For Riding Wellington Boot
For the designer-loving sneakerhead who’s in the market for a new pair of wellies.
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