The 19 Best Travel-Friendly Winter Boots
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The 19 Best Travel-Friendly Winter Boots

Planning which footwear to pack for a winter getaway can be a challenge, especially when your go-to travel shoes don’t protect against weather extremes like rain, sleet, or snow. So we pulled together a list of the toughest, warmest, and most packable boots out there. Read on to see which shoes are your best bet for winter hiking, full-leg coverage, and more.

1 Best For: Equestrian Style
Best Winter Boots: Equestrian Style
Cole Haan

These tall Cole Haan riding boots are great for winter trips because of their waterproof leather and flannel-lined insides. P.S.: It's 69 percent off right now!

2 Best For: A One-Shoe Weekend
Best Winter Boots: Versatility
Courtesy of Doc Martens

Winter boots can be clunky and take up a lot of valuable space in luggage. Pack these Dr. Martens, which can be worn with casual pants during the day, or tights and a dress for a night out.

3 Best For: A Rain Boot in Disguise
Best Winter Boots: Rain
Henry Ferrara

The last thing you want to pack for a vacation is a pair of large rain wellies that take up your entire suitcase, but these spunky Henry Ferrera booties don’t even look like traditional galoshes.

4 Best For: Extreme Weather
Best Winter Boots: Extreme Weather
Courtesy of Sorel

For those trips with unpredictable winter ahead, bring along these Sorel boots. The rubber sole, waterproof upper, and Sherpa snow cuff are guaranteed to keep the heat in and unwanted moisture out.

5 Best For: A Little Height
Best Winter Boots: Height


These suede Clarks boots give you an added boost, perfect for perusing the streets of a new city (all while keeping you toasty and comfortable).

6 Best For: Full-Leg Coverage
Best Winter Boots: Coverage
Courtesy of Stuart Weitzman

A pair of Stuart Weitzman suede thigh-highs will give you a leg up on packing, since they fold easily and won’t wrinkle in transit.

7 Best For: Slippers in Disguise
Best Winter Boots: Comfort
Courtesy of Frye

On your next cold-weather trip, bring along these Frye boots for extreme comfort and warmth.

8 Best For: A Pop of Color
Best Winter Boots: Color
Courtesy of Keds

Before you hit the ski lodge, pamper your feet in these cushioned insole and faux-fur-lined boots by Keds.

9 Best For: Winter Hiking
Best Winter Boots: Hiking
Courtesy of Vasque

Vasque’s Pow Pow II Ultradry style has a dual-density foot bed for extra stability and is lined with shearling and extra insulation, making this the best hiking boot out there!

10 Best For: Snow
Best Winter Boots: Snow
Courtesy of Coach

Coach offers a super packable cold-weather boot that has a cinch drawstring to seal in warmth and a tough slip resistant rubber sole for when it starts to snow.

11 Best For: A Lace-Up Style
Best Winter Boots: Laces

While Birkenstock may not be the first brand you think of for boots, this shearling-lined lace-up style is great for pounding the pavement.

12 Best For: Waterproof Suede
Best Winter Boots: Waterproof Suede
Courtesy of Teva

No need to worry about rain ruining boots during your next vacation, this pair by Teva are made with a special waterproof suede that will keep your feet protected during a downpour.

13 Best For: Sleet
Best Winter Boots: Sleet
Courtesy of Chooka

These Chooka low tops will keep you grounded during the snowmelt, whether walking to the lodge or crossing a slippery city street.

14 Best For: A Quilted Boot
Best Winter Boots: Quilted Boot
Courtesy of Hunter

Hunter boots are a go-to for outerwear, and these insulated boots are perfect for walking around a slushy or snowy city in style.

15 Best For: Comfortable Classic
Best Winter Boots: Comfortable Classic
Courtesy of Aquatalia

The leather on this elegantly designed boot by Aquatalia has been treated with a protective weatherproofing process, and a subtle 1 ½ inch heel makes them comfortable enough to bring on all of your travels.

16 Best For: The Non-Boot
Best Winter Boots: Non-Boot-Like Style
Courtesy of Converse

Sneakers aren’t known for their warmth, but the Converse Chuck II Boot features a durable waterproof leather upper and a neoprene inner sleeve.

17 Best For: Patent Leather
Best Winter Boots: Patent Leather
Courtesy of Joie

You won’t look like a tourist in these chic patent leather boots from Joie—not only do they keep out water and snow, but they also will put some spring in your step.

18 Best For: Traction
Best Winter Boots: Traction
Courtesy of Toms

An extremely tough tread and water-resistant construction make these TOMS boots perfect for a weekend exploring all types of terrain.

19 Best For: A Menswear-Inspired Look
Best Winter Boots: Menswear-Inspired Look
Courtesy of Timberland

Modeled after the classic workman’s boot, this Timberland style features shock absorption, an anti-fatigue midsole, and a removable foot bed for all-day comfort.

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