Cole Haan’s Best Waterproof Boots Are ‘Unbeatable in the Winter’ and Up to 70% Off Right Now

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Commuting to work in the snowy, slushy winter is a miserable experience. Between the amount of extra space winter jackets occupy in the car or on public transit to the surprise wet spots that stay with you throughout the day, it’s enough to drive anybody crazy. Winter footwear, however, doesn’t have to be a burden. Cole Haan has cracked the code on making men’s waterproof boots sleek and stress-free, and right now, a handful of styles are on sale for as much as 70% off.

Take it from one of the best brands in men’s dress shoes—winter doesn’t have to be frumpy. After Men’s Journal browsed Cole Haan’s selection of waterproof boots, we found the brand offering steep discounts on many styles—some of which have already sold out. These are the four you can get right now that make it worth ditching your heavy, cement-block winter boots.

Cole Haan American Classics Waterproof Plain Toe Boot, $80 ($200) at Cole Haan

Get It at Cole Haan
Get It at Cole Haan

This lace-up leather boot from Cole Haan is thoroughly waterproof and seam-sealed to keep feet as dry as the moment they step in. The sole is a little thicker than the average boot, which bodes well when traversing puddles and snow banks. Despite the comprehensive protection, the real magic here is in the comfort. Cole Haan designed this boot with strong arch support and a well-cushioned footbed, and used a lightweight material for the sole so guys wouldn’t feel weighed down even more. Under a nice pair of jeans or khakis, they’ll look perfectly business casual. For just $80, this is an absolute steal.

What Shoppers Are Saying: “Handsome, and lighter than I thought. The insole is on the softer side, which was a pleasant surprise compared to my Red Wings! Wore on a slushy day in Chicago, and stayed dry. Not insulated, though—wool socks.”

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Cole Haan Berkshire Lug Water-Resistant Chelsea Boot, $105 ($250) at Cole Haan

Get It at Cole Haan
Get It at Cole Haan

This Chelsea boot from Cole Haan is made with water-resistant leather (no swimming or river crossing) that’ll slick away rain and snow and brush off slush like it’s thoroughly unimpressed with it. There’s a lug sole underneath for enhanced traction as well as a welt sole to help better seal the upper and bottom from the outside. We’re partial to the British Tan color as a neutral, wear-with-anything option, but for nearly 60% off, you could grab your two favorite colors for the price of one.

What Shoppers Are Saying: “Love the boots! Very comfortable and well-made. No need for inserts. Excellent for work, able to take care of business in the rain, then step inside still dry and looking good. The traction is unbeatable in the winter for a dress shoe, but still very comfortable in the summer heat.”

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Cole Haan 5.Zerogrand WRK Water-Resistant Chukka Boot, $90 ($248) at Cole Haan

Get It at Cole Haan
Get It at Cole Haan

The 5.Zerogrand silhouette is one of Cole Haan’s more recent updates to the Zerogrand collection that offers a more modern, street-style aesthetic without sacrificing—if anything, doubling down on—the brand’s sought-after comfort. This chukka boot from the 5.Zerogrand line is $158 off the original price and features the series-five diamond sole. It’s made with water-resistant suede and fabric and is a perfect fit for stomping through wet streets while keeping your sneaker game hot.

What Shoppers Are Saying: “Cole Haan hit a home run with these chukkas. Kudos to the design team. Comfortable, water repellent, great looks, and well thought out. These are my go-to boots for every occasion. And with the price reduction, you can't miss.”

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Cole Haan Zerogrand Waterproof Hiker Boot, $90 ($300) at Cole Haan

Get It at Cole Haan
Get It at Cole Haan

Cole Haan has made many versions of the Zerogrand hiking boot in the last decade, but this one is among the most refined. It looks like it’d be a brute to lug through the city, but it’s made with a lightweight rubber sole and will feel closer to a pair of running shoes than something you’d wear to climb Everest. Completely waterproof and seam-sealed, it’s a fantastic option for a winter work boot. There are even rubber inserts in the toe and heel for added traction. You can’t argue at 70% off the original price, so grab your size quickly because they’re already scarce.

What Shoppers Are Saying: “I have the women’s version of these and love them. My husband needed a lighter-weight waterproof boot for commuting and I immediately searched to see if they had the male version of the ones I got in 2021. He loves them. Stylish and professional for work and durable for his walk/public transportation commute. Highly recommend it to those who have a similar commute.”

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