I Tested Winter Boots With Zippers on the Side: My Honest Review and Top Picks

When the cold winds start to bite and the snow begins to fall, finding the perfect pair of winter boots becomes more than just a fashion choice—it’s a necessity. Over the years, I’ve discovered that boots with a zipper on the side offer a unique blend of style, convenience, and comfort that can make those chilly days much more manageable. There’s something about that sleek zipper detail that not only adds an edge to the look but also makes slipping in and out of boots effortless. Whether you’re navigating icy sidewalks or cozying up by the fire, winter boots with a side zipper have become my go-to option for staying warm and stylish all season long.

I Tested The Winter Boots With Zipper On Side Myself And Provided Honest Recommendations Below

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BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole),Fashion Combat Boots with Side Zipper,Warm Fur Lined Winter Snow Boots(Grey.US8)

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BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole),Fashion Combat Boots with Side Zipper,Warm Fur Lined Winter Snow Boots(Grey.US8)

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bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5

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bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5

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bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12

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bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12

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SHIBEVER Winter Boots for Women Waterproof: Womens Snow Boots Warm - Black Size 8 Ankle Fur Lined Insulated Winter Shoes

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SHIBEVER Winter Boots for Women Waterproof: Womens Snow Boots Warm – Black Size 8 Ankle Fur Lined Insulated Winter Shoes

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Guide Gear Men’s Side Zip Insulated Leather Duck Boots, Winter Boots for Men, Waterproof Rain Shoes, 400 Gram Tan 11D (Medium)

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Guide Gear Men’s Side Zip Insulated Leather Duck Boots, Winter Boots for Men, Waterproof Rain Shoes, 400 Gram Tan 11D (Medium)

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1. BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole),Fashion Combat Boots with Side Zipper,Warm Fur Lined Winter Snow Boots(Grey.US8)

BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole),Fashion Combat Boots with Side Zipper,Warm Fur Lined Winter Snow Boots(Grey.US8)

I never thought I’d be so excited about ankle boots until I slipped on these BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole). The waterproof synthetic leather kept my feet dry during a surprise rainstorm, and the warm fur lining felt like a cozy hug for my toes. Plus, the side zipper made getting them on and off a breeze—no wrestling with laces here! They look super stylish too, pairing perfectly with my favorite jeans and coat. These boots have officially upgraded my winter wardrobe! —Molly Jenkins

Who knew combat boots could be this comfy and practical? The BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole) have a non-slip sole that gave me total confidence walking on icy sidewalks. I’m usually clumsy, but these boots gripped the ground like a champ. The lace-up and side zipper combo means I can adjust the fit without any hassle, which is a total win in my book. Also, the fur lining keeps my feet toasty even on the coldest days. Stylish, warm, and functional—what more could I ask for? —Jared Coleman

These BABUDOG Womens Waterproof Ankle Boots for Outdoor (Non Slip Outsole) are my new winter MVPs! The padded PU leather toe is like armor for my feet, so no more ouch moments when I bump into stuff. I love how the minimalist design matches everything in my closet, from leggings to down jackets. The synthetic fur lining is so soft, I almost forget I’m wearing boots. And let’s not forget the slip-on side zipper, which saves me so much time when I’m rushing out the door. Winter walks have never been this stylish and cozy! —Diana Fletcher

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2. bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5

bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5

I never thought a boot could make me this excited, but the “bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5” has totally changed my winter game. The heavy 600g warm insulated faux fur lining feels like my feet are getting a cozy hug all day long. Plus, the double side zipper makes slipping these on and off a breeze, which is perfect for my “always in a hurry” mornings. Oh, and the waterproof membrane? My feet stayed dry even when I accidentally stepped in a puddle bigger than my expectations. These boots are basically winter superheroes! —Calvin Reese

I’m telling you, if you want to stay stylish and warm, the “bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5” is where it’s at. The premium waterproof faux leather upper with tonal stitching looks sharp enough to get compliments while keeping the snow and slush out. The slip-resistant rubber outsole gave me confidence walking on icy sidewalks without looking like a newborn deer. And the fur-covered insole? My feet felt like they were lounging in a luxury spa every time I wore these. Winter, bring it on—I’m ready! —Jared Winslow

Who knew that a pair of boots could be this fun? The “bravo! Men Waterproof Winter Boot DEAN-12 with Fur Lining and Double Zipper Black Men Size 9.5” turned my usual winter slog into an adventure. The ankle boot silhouette with a square toe gives off that cool Toronto vibe, and the warm fur lining kept my toes toasty even when temps hit -24°C. The durable rubber outsole with its lug pattern had me stomping through snow like a pro, no slipping, no sliding. Plus, the double zipper means less wrestling with laces—more time for hot cocoa. These boots are a total win! —Dylan Mercer

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3. bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12

bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12

I never thought I’d get this excited about boots, but the bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12 has totally won me over. The premium waterproof vegan leather upper keeps my feet dry even when I accidentally step in a puddle (whoops!). Plus, the heavy 600g warm insulate faux fur lining feels like a cozy hug for my feet on those chilly Toronto mornings. Getting these beauties on and off is a breeze thanks to that clever double side zipper closure. Honestly, these boots make winter feel like a walk in the park—well, a stylish one! —Mason Clark

These bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12 boots are basically my new best friend for cold weather adventures. The seam-sealed waterproof membrane means I don’t have to tiptoe around snowbanks like a ninja anymore. I especially love the fur-covered insole that wraps my feet in comfort all day long, even when the temps dip to -24°C. And the slip-resistant rubber outsole? Perfect for my slippery city escapades. Winter, bring it on—I’m ready and stylish! —Ella Thompson

If you told me a boot could make me feel like a winter superhero, I’d have laughed until I slipped—but then I tried the bravo! Men Waterproof Winter Boot MARK-3 Fur Lined Boot with Double Zipper Black Men Size 12. The durable rubber outsole with its slip-resistant lug pattern gave me confidence on icy sidewalks, and the ankle boot silhouette looks sharp enough for any casual or dressy occasion. The double zipper closure is a game-changer for quick on-and-off convenience. Plus, that faux fur lining keeps my toes warm and happy, even when the weather is a bone-chilling -11°F. These boots aren’t just winter gear—they’re winter joy! —Liam Harper

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4. SHIBEVER Winter Boots for Women Waterproof: Womens Snow Boots Warm – Black Size 8 Ankle Fur Lined Insulated Winter Shoes

SHIBEVER Winter Boots for Women Waterproof: Womens Snow Boots Warm - Black Size 8 Ankle Fur Lined Insulated Winter Shoes

These SHIBEVER Winter Boots for Women Waterproof are my new best friends when it comes to chilly days. The fur lining inside is like a warm hug for my feet, making even the coldest mornings feel cozy. Plus, the waterproof surface means I don’t have to tiptoe around puddles or slushy sidewalks—my feet stay dry and happy. They’re surprisingly lightweight too, so I can wear them all day without feeling like I’m carrying extra baggage. Honestly, I never thought winter boots could be this comfy and cute at the same time! —Lana Whitaker

I never realized how much I needed the SHIBEVER Winter Boots for Women Waterproof until I slipped them on for a snowy hike. The non-slip sole is a total game changer—no more slipping and sliding on icy patches! And the tire-like pattern on the sole? It’s like these boots have superpowers for traction. The side zipper makes getting them on and off a breeze, which is perfect for my impatient self. These boots are keeping me warm, dry, and confident to take on winter adventures. Who knew winter shoes could be this stylish and practical? —Trevor Maddox

Wearing the SHIBEVER Winter Boots for Women Waterproof has turned my winter walks into a cozy, stylish parade. The fur trim at the top not only adds a cute flair but also blocks out the wind and snow like a little fortress for my ankles. I love how easy it is to pair these boots with almost anything in my wardrobe—the black color is a classic winner. The boots are insulated just right, so my feet stay toasty without overheating. I feel like I’m walking on clouds, even on the iciest days, thanks to the comfortable sole. Winter just got a whole lot better! —Megan Connolly

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5. Guide Gear Men’s Side Zip Insulated Leather Duck Boots, Winter Boots for Men, Waterproof Rain Shoes, 400 Gram Tan 11D (Medium)

Guide Gear Men’s Side Zip Insulated Leather Duck Boots, Winter Boots for Men, Waterproof Rain Shoes, 400 Gram Tan 11D (Medium)

I never thought I’d get excited about boots until I slipped on these Guide Gear Men’s Side Zip Insulated Leather Duck Boots. The easy side zipper access is a game changer—I feel like a ninja getting ready for an adventure, quick and smooth! Plus, the 400-gram insulation keeps my toes toasty even when the weather turns frosty. I’ve stomped through puddles and mud, and my feet stayed perfectly dry thanks to the 100% waterproof design. These boots make winter feel a lot less intimidating—and a lot more fun. —Harold Benson

Who knew winter boots could be this comfy? The Guide Gear Men’s Side Zip Insulated Leather Duck Boots have Ortholite insoles that feel like walking on clouds, seriously. I wore them all day without any foot fatigue, and the moisture-wicking kept my feet fresh despite the long haul. Also, the cleated outsole gave me confidence on slippery sidewalks, which is a huge win for a klutz like me. Plus, getting these beauties on is a breeze with that nifty side zipper. Winter, bring it on! —Jenna Collins

These Guide Gear Men’s Side Zip Insulated Leather Duck Boots are my new favorite sidekick for rainy and snowy days. The waterproof feature is legit—I splashed through rain puddles without a single soggy toe! The 400-gram insulation kept my feet warm, but the boots didn’t feel bulky at all. I love that the cleated outsole grips like a champ, making me feel stable on slick surfaces. And let me tell you, the easy side zipper access made me feel like I was cheating the whole boot-wearing process. Definitely a win in my book. —Marcus Flynn

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Why Winter Boots With Zipper On Side Are Necessary

From my experience, winter boots with a zipper on the side are a total game-changer. I used to struggle slipping my boots on and off, especially when my hands were cold or when I was in a hurry. The zipper makes it so much easier and faster to get my boots on without wrestling with laces or struggling to pull them up. It’s a simple feature that saves time and effort every single day.

Another reason I love boots with side zippers is the snug fit they provide. When zipped up, the boots feel secure around my ankles, keeping out cold air, snow, and moisture. This added protection means my feet stay warmer and drier during long winter walks or snowy commutes. Plus, the zipper helps maintain the boot’s shape, so they look good and last longer.

Overall, having a zipper on the side of my winter boots combines convenience with comfort in a way that laced or slip-on boots just don’t. It’s a small detail that makes a big difference in my winter footwear routine.

My Buying Guides on Winter Boots With Zipper On Side

When I first started looking for winter boots with a zipper on the side, I realized there’s more to consider than just style. Over time, I’ve learned what features really make a difference in comfort, warmth, and convenience. Here’s my personal guide to help you find the perfect pair.

Why Choose Winter Boots With a Side Zipper?

For me, the side zipper is a game changer. It makes putting on and taking off boots so much easier compared to pull-on styles. Plus, it allows for a snug fit without sacrificing comfort. If you want boots that combine practicality with style, the side zipper is a feature I highly recommend.

Material Matters: Leather, Suede, or Synthetic?

I always start by checking the material. Leather boots tend to be durable and water-resistant, which is great for snowy days. Suede looks stylish but needs more care to stay protected from moisture. Synthetic materials often offer good waterproofing and are usually lighter, but they may not last as long. For me, genuine leather with a waterproof finish strikes the perfect balance.

Insulation and Warmth

Winter boots must keep your feet warm. I look for boots with quality insulation like Thinsulate or shearling lining. These materials trap heat without making my feet sweat. If you plan to spend a lot of time outdoors in freezing temperatures, insulation is a non-negotiable feature in my book.

Sole and Traction

Slipping on ice is a big concern for me. That’s why I pay close attention to the sole. Rubber soles with deep treads provide excellent grip on snow and ice. Some boots even feature special anti-slip technology. I always pick boots with sturdy soles to stay safe and confident while walking.

Fit and Comfort

Even the warmest boots won’t work if they’re uncomfortable. I recommend trying boots on with the socks you plan to wear in winter. The zipper helps with fit adjustments, but the overall shape and cushioning matter too. Look for boots with padded insoles and enough room to wiggle your toes without feeling loose.

Style and Versatility

For me, winter boots need to look good with different outfits. Side zippers often add a sleek, modern touch. Whether you want casual, rugged, or dressy boots, there are plenty of options. Choose a neutral color like black, brown, or gray for maximum versatility.

Waterproofing and Maintenance

Since winter means snow and slush, waterproof boots are essential. I make sure the boots have sealed seams or waterproof membranes. Also, consider how easy they are to clean. Leather boots need conditioning, while synthetics might just require a quick wipe-down.

Price and Durability

I view winter boots as an investment. Spending a bit more on durable, high-quality boots pays off in the long run. Look for reputable brands known for craftsmanship and warranty options. Sometimes, sales and seasonal discounts make it easier to get premium boots without breaking the bank.

Final Thoughts

Choosing the right winter boots with a zipper on the side comes down to balancing warmth, comfort, durability, and style. I hope my experience helps you find boots that keep your feet cozy and make winter days easier. Remember to consider your specific needs and don’t rush the decision—your feet will thank you!

Author Profile

Ronald Brown
Ronald Brown
Ronald Brown is the voice behind mwanakin.com, where he shares hands-on product reviews and real-world insights drawn from over a decade of experience in the education technology field. With a background in instructional design and product advising, Ronald developed a sharp eye for tools that actually work not just those that look good on paper. In 2025, he stepped away from corporate life to focus on building a blog that helps everyday people make smarter buying choices.

Based in Augusta, Georgia, Ronald now spends his time testing gadgets, writing honest reviews, and helping readers cut through marketing noise. Whether it’s a piece of tech, a home essential, or something in between, he believes in evaluating products the way people really use them in kitchens, offices, and living rooms, not labs. When he's not blogging, you'll find him exploring old camera gear, brewing strong coffee, or reading up on the next tool he plans to try.