20 Best Waterproof Boots That Won’t Ruin Your Outfit 2021 — Stylish Water-Resistant Boots

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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1

This cult-favorite

The Rain Boot

Everlane
everlane.com

$75.00

Slip-resistant, super comfy, and easy to slip on. Of course, these are a best-seller.

2

this equestrian-inspired pair

Carden Waterproof Knee High Boot

ARIAT
nordstrom.com

$217.46

Forget what you thought you knew about weather-resistant boots. Waterproof does not equal clunky. And this sleek riding boot is proof.

3

This heeled bb

Henderson Weatherproof Chelsea Boot

VINCE
nordstrom.com

$158.00

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.

4

this luxe option

Alps Boot

Brother Vellies
brothervellies.com

$795.00

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).

5

this OG rainboot

Original Tall Waterproof Rain Boot

HUNTER
nordstrom.com

$112.50

I couldn’t not include a pair of Hunter wellies. These classic boots are a staple for any waterproof wardrobe.

6

these namedropping boots

Rain Boot

SEE BY CHLOE
nordstrom.com

$220.00

Big fan of the logomania trend? These high-gloss boots are just right for you.

7

these tall leather boots

Florence Waterproof Over the Knee Boot

AQUADIVA
nordstrom.com

$264.95

Get you a pair of OTK boots made of waterproof leather—trust me. They’re worthy of the investment.

8

these lace-up snow boots

Leather-trimmed suede and shearling ankle boots

See By Chloé
net-a-porter.com

$335.00

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.

9

This affordable option

Khaki PU Cleated Sole Chunky Rain Boots

PRETTYLITTLETHING
prettylittlething.us

$57.00

At just under $60, these chunky rain boots are a steal.

10

this goes-with-everything boot

Laguna Waterproof Chelsea Boot

SAM EDELMAN
nordstrom.com

$149.95

Take my professional advice and grab you a pair of waterproof Chelsea boots that’ll go with just about anything in your closet.

11

this posh boot

Michela SP Weatherproof Genuine Shearling Lined Boot

ROSS & SNOW
nordstrom.com

$248.00

If you’re looking for a waterproof boot that’s a bit more polished, then go for this sleek one.

12

this super flattering pair

Khaki Chunky Cleated Sole Calf High Chelsea Boots

PRETTYLITTLETHING
prettylittlething.us

$50.00

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.

13

these shearling snow boots

Curly Rock Shearling Sneaker Boots

Inuikii
shopbop.com

$439.00

Hey, go big or go home, right? These shearling “sneaker boots” may be pretty ornate, but they’re also just really chic? 

14

this v comfortable contender

Kensington Chelsea Rain Boot

COUGAR
nordstrom.com

$69.95

Looking for something with cushy arch support? Then get a load of these guys.

15

This monochromatic one

Cloudy Waterproof Chelsea Rain Boot

JEFFREY CAMPBELL
nordstrom.com

$44.96

For those who love monochromatic anything, here’s a splash-proof pair of boots that’s rendered in a muted olive tone.

16

these super snow boots

Shell and faux leather snow boots

Moon Boot
net-a-porter.com

$186.01

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. 

17

these micro wellies

Original Waterproof Chelsea Rain Boot

HUNTER
nordstrom.com

$135.00

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.

18

these no-fuss booties

Tinsley Waterproof Rain Boot

SAM EDELMAN
nordstrom.com

$37.96

Hi, these are your new go-to rain boots (just look at that super sleek design). OK, bye.

19

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.

20

this bougie pair

For Riding Wellington Boot

OFF-WHITE
revolve.com

$405.00

For the designer-loving sneakerhead who’s in the market for a new pair of wellies.

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9 thoughts on “20 Best Waterproof Boots That Won’t Ruin Your Outfit 2021 — Stylish Water-Resistant Boots

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