Best Waterproof Cold Weather Boots for Men Under $200

These waterproof kicks look great and will hold up in even the worst winter without tearing a hole in your wallet.

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Winter is almost in full swing, and the temperature is swiftly dipping, which means it’s time to get yourself a good pair of waterproof boots that’ll kick messy winter weather to the curb and keep you warm, dry and comfortable throughout the entire season and into the new year.

As with all things, you don’t need to break the bank for high quality. There are plenty of affordable options out there that’ll look great and will last you for years.

From affordable waterproof hiking boots to rugged work boots, here are some of the best winter boots for men for work, play, walking, hiking and everything in between, all for under $200.

For Stylish All Day Wear:

Men's Earthkeeper Original 6
Credit: Macy’s

Timberland Men’s Earthkeepers Original 6” Boots
Reg. Price: $150 at Macy’s

Cool and casual, these Timberland Earthkeepers Original 6” Boots are rugged and handsome, making them perfect for comfortably wearing all day long no matter where you go. Plus, they’re a great option for those of us who are environmentally conscious.

These versatile boots are made of smooth premium full-grain leather that’ll keep your feet dry (as long as you don’t wade through ankle-high puddles) and have a durable 42 percent recycled rubber outsole for great traction. The inside of the shoe is lined with a 100 percent recycled PET mesh, and the laces are made of 100 percent organic cotton.

Keep in mind, though, that these boots aren’t completely weatherproof. Leather is naturally water repellent and based on reviews they hold up great in rain and wet conditions, but you might end up with soaked socks if you’re trudging through high waters.

For Hiking:

Vasque Men's Breeze Winter Terrain GORE-TEX Hiking Boots
Credit: Vasque

Vasque Breeze AT GTX Hiking Boot
Sale Price $142.46 (25% off) | Reg. Price: $189.95

These insulated hiking boots will keep you dry, warm and comfortable in rain, snow or sun. Durable and waterproof top-grain leather with GORE-TEX keeps any and all moisture out, and a specially designed anti-slip sole offers incredible grip and traction that won’t let you down on even the sloppiest, slipperiest days.

For Extra Cold Days and Climates:

Merrell Thermo Chill Mid Waterproof Boots
Credit: rei

Merrell Thermo Chill Mid Waterproof Boots

Sale Price $81.99 (25% off) | Reg. Price: $109.95

Having personally bought these boots last winter, you can trust me when I say they are phenomenal when it comes to warmth and comfort. I was able to wear them straight out of the box without breaking them in, and with a thick pair of socks, my feet stayed warm and dry each time I wore them. Even while sledding and rolling around in the snow in 20-degree weather, not one snowflake or brisk chill made it inside.

In addition to keeping you warm and dry, deep indentations on the sole keep your feet firmly on the ground on wet, dry and frozen surfaces, making them a great choice for hiking and snowshoeing in harsh conditions. And here’s a pro tip to ensure comfort: Get half a size bigger than your regular size to leave room for thick winter socks. Without the extra space, you may end up getting blisters.

For a Night Out:

UGG Biltmore Chelsea Boot
Credit: UGG

UGG Biltmore Chelsea Boot in Black Full Grain Leather
Sale Price: $89.99 (36% off) | Reg. Price: $140

Urbanites seeking good looks and zero leaks, this is the one for you. Refined yet still completely waterproof, these boots are constructed with full-grain seam-sealed leather to ward off rain and have a tough rubber sole for traction on slick surfaces. Plus, with its convenient slip-on design, you won’t have to deal with laces. Stock is limited, and the deal only applies to this specific color. If you’re looking for another color, you’ll have to pay full price.

For Wet, Rainy Days:

Sorel Cheyanne Metro Lace
Credit: The Walking Co.

Sorel Cheyanne Metro Lace Boots
Sale Price: $116.21 (25% off) | Reg. Price: $154.95

I’ve been a big fan of Sorel’s iconic Caribou snow boot for a long time, so I was pretty excited when I came across this style. It’s the perfect in-between style that holds up to all kinds of rain thanks to seam-sealed leather, but actually feels more like a shoe since it’s so lightweight.

Despite its fashion-forward appearance, the soft inner fleece is surprisingly warm and keeps your feet perfectly warm in chilly winter weather. If you’re someone who gets cold easily, though, I would advise against wearing these below 40 degrees.

For a Stylish Work Boot:

Irish Setter Men's Masabi 8'' Waterproof Work Boots
Credit: Dick’s

Irish Setter Men’s Masabi 8″ Waterproof Work Boots
Reg. Price: $134.99

Calling all men who need their feet to never fail! These bad boys really get the job done and deliver on both style and comfort. Designed specifically with functionality in mind, these work boots have a weatherproof leather construction that molds to your feet and keeps you dry and comfortable, and a high 8-inch ankle keeps out all rain, dirt and other debris. Shop even more sizes and get fast shipping on the same boot at Amazon where you can also see actual buyers wearing the boots in the wild.

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Our editors strive to ensure that the information in this article is accurate as of the date published, but please keep in mind that offers can change. We encourage you to verify all terms and conditions of any product before you apply.

Zeynep Yenisey

Zeynep Yenisey is a seasoned writer, editor, and creative consultant who eats, sleeps, and breathes all things travel, lifestyle, and luxury. Her work has been featured online and in print across international outlets like Maxim, NBC, Dr. Oz, Cosmopolitan, Seventeen, and Jacob Graye. She also has an album of screenshots dedicated to how many times her name has been hilariously misspelled in emails.

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