Stylish and comfortable: the best winter boots to wear this season

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The holiday shopping season in full swing, the temperature drops steadily and winter is fast approaching. The best way to prepare for the season? Invest in a reliable pair of winter boots. Keep reading to find our top picks for the most comfortable and stylish boots to buy this winter.

Top products in this article:

Best water resistant boots: Beckett Simonon Silva Boots, $279

The best rain boots: Merry People Bobbi rain boot, $130

Best Wide Knee Boots: Belmore Duoboots knee-high boots, $302

Best Waterproof and Water Resistant Winter Boots

Stay dry in style with these reliable winter boots from brands like Kodiak, Beckett Simonon, Ugg and more. Buy these premium quality boots for yourself or give them as a gift to someone during the holidays.

Kodiak Bralorne Chelsea Boot

Kodiak Bralorne Chelsea Boot

Kodiak Boots

Kodiak’s take on a classic Chelsea boot is lightweight, water-resistant, and made with full-grain leather that ages better.

One reviewer raves, “I recently received these boots and they are my new favorite! I love their look and often get compliments on them. They are perfect for winter in Utah. so easy ! I recommend them to anyone looking for an everyday winter boot! »

Kodiak Bralorne Chelsea Boot, $140

Merry People Bobbi Rain Boot

Merry People Bobbi Rain Boot

happy people

Looking for an everyday rain boot that can keep you dry in style? The Bobbi Rain Boot from Merry People is 100% waterproof, 100% vegan, and 100% adorable.

“I bought a pair for mum and myself,” writes one reviewer. “These are the most comfortable pair of boots I’ve owned! And for a gumboot, that’s an understatement! I’ve been through soggy paddocks, hiked through bush paths, descended steep frost-covered hills and rode a motorbike in them. My feet have never gotten wet. The grip is fantastic. When the winter sports season returns, they will be my go-to for watching cold hockey.

The Bobbi rain boot is available in 15 color combinations.

Merry People Bobbi rain boot, $130

Beckett Simonon Silva Boots

Beckett Simonon Silva Boots

Beckett Simonon

These leather pull-on boots from luxury men’s footwear brand Beckett Simonon are made from water-repellent full-grain leather and feature a waterproof lining and memory foam insoles to keep your feet dry and comfortable in style.

“Very high quality construction, comfortable, waterproof and I received four separate compliments the first time I wore them,” wrote one reviewer.

Available in five stylish neutral shades.

Beckett Simonon Silva Boots, $279

Ugg Classic Mini Waterproof Clear Boot

Ugg Classic Mini Waterproof Clear Boot: $60


Are you planning to make a splash this winter? Maybe this pair of waterproof Uggs, available in three colorways, is for you.

“I love Uggs, so comfy, but you can’t wear them when it’s raining or snowing. They’re perfect for that! I kept my feet dry and they stayed perfect!” a Nordstrom reviewer wrote.

Ugg Classic Mini Waterproof Clear Boot, $160

Most comfortable winter boots

Boots from Blundstone and Ugg that can keep you cozy and comfortable all winter long.

Blundstone Stout Chelsea Boot

Blundstone Stout Chelsea Boot


Known for their comfort and durability, the timeless Stout Chelsea boots from Blundstone are water-repellent and feature a breathable, cushioned footbed that can easily be removed and washed to prevent odors.

Said one reviewer: “I can’t beat [Blundstones] for comfort, waterproof and excellent tread in snow or rain. Looks great with jeans, pants or a skirt. I am 71 years old and I am very careful with the choice of shoes. These are perfect!”

Available in three color variations.

Blundstone Stout Chelsea Boot, $210+

Ugg Classic Mini II Genuine Sheepskin Lined Boot

Ugg Classic Mini II Genuine Sheepskin Lined Boot


This classic style of Ugg boots is available in five colors.

“Like a big hug around my feet when it’s cold outside. I love it!” a Nordstrom reviewer raved.

UGG Classic Mini II genuine sheepskin lined boot, $150

Koolabura by Ugg Women’s Koola Tall Boots



The Koola tall boot has a suede upper, faux fur lining and a sheepskin insole. Made with dyed sheep’s wool, these 4.6-star rated boots are available in four colors on Amazon.

Koolabura by Ugg Women’s Koola Tall Boot (dune), $90+

The most stylish winter boots

Just because the temperature drops doesn’t mean your style standards have to. These boots from Nisolo and Duoboots will make great additions to your winter 2022 wardrobe.

Nisolo Dari Commuter Boot

Nisolo Dari Commuter Boot


Nisolo’s Dari Commuter boots feature a clean, minimalist design. They’re made with cushioned insoles, non-slip rubber heel counters, and a relaxed 2.5-inch heel height.

“This boot is exactly what I was looking for. It has a comfortable, easy-to-walk heel, it has a timeless silhouette, and it’s super flattering. It’s a chic staple in any wardrobe,” wrote one reviewer.

The Dari Commuter boot is available in six colors.

Nisolo Dari Commuter Boot, $240

Belmore Duoboots

Belmore Duoboots


Crafted from European-sourced calfskin, the Belmore Tall Boot features a comfortable block heel and memory foam insole. Duoboots offers eight different calf sizes, so if you’ve avoided tall boots in the winter due to wider or narrower calves, these Belmore boots may be for you.

Belmore Duoboots knee-high boots, $302

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