Don’t let snow and slush slow you down this winter. Strolling through a snow-covered city can be a magical travel experience—unless your feet are freezing or soaking wet. Weather will never be a problem if you’ve packed a pair of these great boots that will stand up to both winter and lots of walking.
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Rockport Cobb Hill Caroline Waterproof Boot
I don't just love these boots because they're named after me (fine, they probably weren't, but I still like the name). I love them because I took them out of the box and wore them all over Boston on a rainy day, and when I came home, I had dry feet, no blisters, and no foot fatigue. These ankle booties look great with jeans or dresses, and have just the perfect heel height (1 1/4") with a stability shank embedded into the midsole to provide excellent arch support and just enough lift. The buckle adjusts so you can customize the booties for a perfect fit. Rockport's Cobb Hill Carolines are totally waterproof, thanks to a seam-sealed construction and interior zipper design, so you too can wear them in the rain or snow.



Rockport Cobb Hill Caroline Waterproof Boot
I don't just love these boots because they're named after me (fine, they probably weren't, but I still like the name). I love them because I took them out of the box and wore them all over Boston on a rainy day, and when I came home, I had dry feet, no blisters, and no foot fatigue. These ankle booties look great with jeans or dresses, and have just the perfect heel height (1 1/4") with a stability shank embedded into the midsole to provide excellent arch support and just enough lift. The buckle adjusts so you can customize the booties for a perfect fit. Rockport's Cobb Hill Carolines are totally waterproof, thanks to a seam-sealed construction and interior zipper design, so you too can wear them in the rain or snow.



Totes Cynthia Winter Snow Boots
Not only are these faux fur lined boots super cozy, but they're also incredibly affordable, depending on which color and size you snag on Amazon. The Totes Cynthia are built for snow, but they're also very comfortable and easy to walk in.



Rockport DresSports Luxe Waterproof Chukka
It's really tough to find a men's boot that you can both commute in and not feel compelled to change out of once you're indoors. Rockport nails the comfort and fashion angle with its DresSports Luxe Waterproof Chukka. You can wear this on a business trip or to a nice dinner, and your feet won't suffer—the waterproof leather has a Hydro-Shield construction that will keep you dry even in a downpour, and the VIBRAM soles mean you won't slip. Even better, the boots have built-in Adidas sport technology for shock-absorption and cushioning to keep you comfortable.



Pakems Extreme Boot
Winter boots are the worst to pack—unless you're bringing Pakems. These boots, made for both men and women are lightweight and fold down flat (but are still insulated for warmth, and have a solid sole). Originally designed for skiers who want to ditch their heavy boots for apres-ski, Pakems are perfect for travel as well.



DailyShoes Alaska Boots
These DailyShoes boots stretch all the way up to knee height to keep your legs warm and dry. Bonus: the zippered side storage pocket can hold your keys and cards while you're out in the snow.



Vibram Furoshiki
Our tester Christine Sarkis raved about these boots in her review, writing: "Vibram’s Furoshiki Shearling High Boot is a wonderfully strange boot that does the impossible: It packs nearly flat…To transform them from flat-packing marvel to functional boot, you slip them on, then wrap your foot using two Velcro straps and then wrap the shaft of the boot around your leg and secure it with Velcro."



Sketchers Performance On The Go Gleam
Sketchers Performance On The Go Gleam Boots are ultra-lightweight, so they won't weigh you down or make your legs tired. A unique, squishy yoga mat insole makes these comfortable to walk in, and the faux fur lining will keep you from feeling the cold.



Northside Back Country Waterproof Pack Boot
Men headed to cold and snowy environments will appreciate these boots by Northside. Built for outdoor activities, they're lined with Thermolite insulation for warmth without bulk. A removable felt liner with faux shearling collar can be called in on extra cold days. And with its D-ring lacing system, the Pack Boots are easy to take on and off at airport security.
More from SmarterTravel:
- SmarterTravel Holiday Gift Guide
- 10 Tiny Travel Gifts That Make Great Stocking Stuffers (2016 Edition)
- The Best Snow Gear for Winter Travel
Caroline Morse loves discovering new products that improve travel. Follow her on Instagram TravelWithCaroline and on Twitter @CarolineMorse1 for photos from around the world.
Some review products are sent to us free of charge and with no incentive to offer a favorable review. We offer our unbiased opinions, positive and negative, and will never accept compensation to review a product.
We hand-pick everything we recommend and select items through testing and reviews. Some products are sent to us free of charge with no incentive to offer a favorable review. We offer our unbiased opinions and do not accept compensation to review products. All items are in stock and prices are accurate at the time of publication. If you buy something through our links, we may earn a commission.
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