10 Waterproof Shoes You Can Wear to the Office

Allbirds Wool Runner Mizzles
Courtesy of Allbirds

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Office clothes and rain don’t usually work together too well, but don’t act like that’s something you don’t already know. We’ve all been there, you’re commuting to the office on a day that causes for nothing but blue skies until bam — the wettest, wildest shower you’ve ever seen. The five-minute, umbrellaless walk from the train to your office becomes a real-life nightmare. You make the trek regardless and it hits you — you’ve got to spend the rest of the day in soaking wet socks. You don’t deserve it, bud. You should’ve just worn the best waterproof shoes as a precaution.

During the winter, your everyday shoes need to have the double duty of both looking great and keeping rain and cold out. Nobody wants to feel forced to carry around an extra pair of shoes or sacrifice style their style in any way. At the same time, absolutely no one also wants to get into the office with their feet soaked in city rain. Imagine meetings, Zoom calls, office lunches, all done with wet feet. The thought truly makes us shiver.

To make rainy commutes a bit less stressful and a lot more efficient, we pulled these 10 waterproof, work-appropriate shoes that will help, rather than hinder, your winter office attire.


1. SOREL Madson II Chukka Waterproof Boot


Behold: a chukka boot you’ll never have to chukka into the garbage. This beauty from SOREL looks professional enough to rock at your 9 am meeting but has the ability to take on the most unprofessional of environments like rain, snow and sleet. Therefore, you can stomp through the soggy city streets and never worry about getting your socks wet. Style’s no big deal either, which is completely obvious — but neither is comfort due to this chukka’s EVA footbed. These boots really were made for walking, so that is just what they’ll do.

SOREL Madson™ II Chukka Waterproof Boot Courtesy of SOREL


2. Allbirds Wool Runner Mizzles


If you can rock a pair of sneaks to work, we completely suggest you give the Allbirds Wool Runner Mizzles a shot. They’re soft, cozy and breathable, but also offer what Allbirds calls a Puddle Guard™, which is wool treated with a fluorine-free water repellent coating. The best part of all is that these bad boys are sweet to our planet because they’re made with natural rubbers and the world’s first carbon-negative green EVA.

Allbirds Wool Runner Mizzles Courtesy of Allbirds


3. Bogs Sauvie Slip-On Boot


If you’re the type that likes to rock their rainboots all day, do it in these slip-on boots from Bogs. They copy the Chelsea boot style, so they’re readily wearable no matter your office setting. Never fear slipping up in the streets again, these waterproof slip-ons are totally sturdy and will never have you slipping down the subway stairs again. The best part (aside from the waterproofness) is that the cushion is made to fight odors, so no unwanted scents will ever seep into your footbed.

Bogs Sauvie Slip-On Boot Courtesy of Zappos


4. Rockport Northfield Oxford


These Rockport Oxfords can easily be worked into your office attire given the fact that well, they’re oxfords. Because they have a slightly more rugged look to them, we love them because they sort of take the classic office shoe to a more fresh and totally much more cool realm. They feature Hydro-Shield waterproofing, a removable shock-absorbent underfoot cushioning, and a durable rubber outsole that provides real grip. Slipping in the rain? We don’t know her.

Rockport Northfield Oxford Courtesy of Rockport


5. Cole Haan ØriginalGrand Golf Shoe


There’s a solid shot your office doesn’t exactly have a spot you can practice your putting, but the ØriginalGrand Golf Shoes from Cole Haan might convince someone in HR to get working on that. These golf shoes look just as good as they do on the green as they do in the office. They’re extremely versatile and look excellent dressed up or down. Each pair is totally waterproof by including supportive leather that won’t hold you back if rain starts to pour down. The shoes are available in a number of different colors and patterns to properly fit your at-work (or on-green) aesthetic.

Cole Haan ØriginalGrand Golf Shoe Courtesy of Cole Haan


6. UGG Stenton Boot


Waterproof UGGs? That can pass as regular boots? And look A1 in the office? Thankfully, you’re not dreaming. These are the coziest boots on the planet — there are no ifs, and’s or buts to that claim. They have the softest inside you’ll ever experience in an office shoe and genuinely feel like your favorite at-home slippers. Because they’re waterproof, your favorite fur-liners will never experience any uncomfortable damp moments during your commute, so you’ll stay cozy at your desk all day long.

UGG Stenton Boot Courtesy of UGG


7. L.L.Bean Stonington Boots


A masculine, waterproof look you can sport in the office? Hell yeah. The Stonington boots are a worn-looking, rugged pair of waterproof leather boots that mock the comfort and flexibility of your favorite sneaker. While we do not suggest you run in these (you might break an ankle) we can assure you that they’ll look tough on the floors of your office. They tie together well with your favorite pair of rolled jeans and a handsome, semi-casual button-down shirt.

L.L.Bean Stonington Boots Courtesy of L.L.Bean


8. Thursday Boots Major Boot


We’ve been obsessed with Thursday Boots forever now, which is why we named them one of our favorite brands in the 2021 Man, SPY’s end-of-year product awards. Not only are these puppies durable and water-resistant, but seriously, the look of them sends them into another world of style. They’re simply way too good-looking. The Major boots use full-grain leather for a sleek design with Goodyear welt construction to keep them in your life as long as possible.

Thursday Boots Major Boot Courtesy of Thursday Boots


9. Adadila Men’s Classic Lace Loafer


If you need an office shoe for warmer, early fall rains, or even last-minute summer vacations to the beach, these breathable slip-on loafers from Adadila are a great option. They have the style of a classic penny loafer, but can unexpectedly go everywhere a rain boot can without getting ruined. Navy ain’t your style? No worries, these babies come in a few colors, so one will surely and effortlessly match your wardrobe.

Adadila Men's Classic Lace Loafer Courtesy of Amazon


10. Timberland Waterproof Ankle Boot


We don’t suggest you head into your office rocking your favorite pair of tan Tims because they might look a little too construction worker-y in your average workplace. But, if you’re really trying to sneak inside and pull off the Timberland look, we suggest you sport these ankle boots in black. They’re dark enough that nobody’s going to look twice and ask you why you’re wearing Timberlands in the office and will keep your feet more than dry for the entire commute there. It’s a risk, but one that’s well worth taking.

Timberland Waterproof Ankle Boot Courtesy of Amazon


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