The quest for the best boot for winter travel can be daunting. Depending on your birth chart and the demands of your daily grind, you probably need a few different kinds of boots to suit your wardrobe. Whether you’re looking for the best boot for a work trip or communing with the great outdoors, we've got you covered. There’s something for everyone in our best-boots roundup, no matter your style or destination. A word of warning: new boot confidence is powerful. Beware of black ice as you strut!

Most Comfortable Boot for Winter Travel

SOREL Phoenix Zip

These boots win for comfort, durability, and style. Reviews attest to walkability for everything from European tours to your daily work commute. The Phoenix Zip pairs especially well with your favorite skinny jeans. This boot comes in three different colors from a black leather option to rich or dusty brown versions made with nubuck, patent leather, and waterproof full-grain leather. You’ll love these boots so much you’ll find yourself wearing them in spring and fall.

Best Cute Boot for Winter Travel

UGG Fluff Mini Quilted

Would you like to wear a marshmallow mixed with a baby quilt mixed with a cloud on each of your feet? I think so! Though maybe not the most practical, these boots are incredibly cute and fun with each color offering a different vibe, depending on your style. If you’re looking for a winter boot that will stand out and pair well with your favorite dresses as you travel, then these booties are for you, cutie.

Best Wedge Boot for Winter Travel

Lucky Brand Yimina Wedge Bootie

It’s all in the details. Perfect for those looking for a boot that is comfortable and sexy. Pair with slacks and a blazer for your daytime meetings or your favorite skirt or jeans for an evening date. Whatever color of suede you choose, the confidence these boots inspire will no doubt make you lucky.

Best Knee-High Boot for Winter Travel

Dansko Women’s Francesca Knee High Boot

Dankso has done it again, but this time in knee-high. Not always easy to find, these knee-high boots will keep you comfortable all day long. The buckle and leather uppers add an edge that will lend some fearlessness despite any winter weather you may face throughout the day.

Best Combat Boot for Winter Travel

Dr. Martens 1460 Iridescent Croc Print

These boots sparkle and intimidate. Move from the museum to the dance party without skipping a beat. The traditional combat lace-up style will keep you cozy and secure no matter where you find adventure.

Best Chelsea Boot for Winter Travel

Blundstone BL1377

The pink detail of this boot is bound to make anyone blush. It also doesn’t hurt that Blundstone is known for comfort and durability. This is the perfect slip-on boot for casual daytime strolls, or a chilly walk home, peeking glances at your crush in the moonlight.

Best Going Out Boot for Winter Travel

Public Desire Payback Ankle Boot

Dinner, drinks, and dancing—this boot is asking for a night out and for you to let your hair down for a minute already. The block heel will keep you on your feet while you’re on the move and the side-zip opening allows for easy on and off. Give these booty beauties a twirl outdoors and on the dance floor.

Best Suede Boot for Winter Travel

Clark’s Men’s Bushacre 2 Chukka Boot

Casual yet fancy enough to wear to the office, these suede boots are a best seller for a reason. Available in a variety of colors, pick what works best with your winter wardrobe. Remember to purchase a suede protector spray like this Scotchgard Fabric & Upholstery Protector. The suede you protect is the suede that will love you for years to come.

Best Budget Boot for Winter Travel


These booties won’t get in the way of your fun by breaking the bank. Easy to slip on and off and wear as an ankle or mid-calf boot, these booties are arguably the most versatile of the bunch. Choose green or orange for a pop of color to brighten the day or black or gray for a look that’s still cozy and casual with a bit of sleek added to the mix.

Best Hiking Boot for Winter Travel

Hunter Insulated Hiker Boots

Sturdy enough for a hike and stylish enough for city streets, Hunter has fused their classic wellington boot with a timeless hiking boot. Practical yet also beautifully designed, these boots will keep you warm while also looking incredibly cool on the trail or popping in and out of local shops.

Best Platform Boot for Winter Travel

Kickers Hi Stack Platform Boots

The 90s called and they are totally obsessed with this platform boot. The navy leather upper and light sole make these a perfect match for almost any outfit or mood. Keep your look clean and classic or make these boots stand out even more by pairing them with a bold print. They can handle it all.

Best Rain Boot for Winter Travel

DAWAN Women’s Anti-Slip Rain Boots

Ah, a rainboot that is waterproof, lightweight, and contains enough padding so you can walk with grace instead of like a flailing duckling? A blessing from the boot gods. We thank you.

Best Cowgirl Boot for Winter Travel

Vionic Women’s Joy Roselyn Ankle Booties

Sometimes you just gotta be prepared for a line dance. These boots by Vionic will keep you sure-footed and happy. The footbed is designed by a podiatrist for maximum stability. Yeehaw in comfort this winter, ya hear?

Best Dress Boot for Winter Travel

Kork-Ease Velma Ankle Boots

Classic yet also bold, these boots will keep you calm and composed during your next presentation or job interview. The sole’s rubber insert adds traction for when you’re on the go and a hidden stretch panel on each side will keep your feet as snug as that firm handshake you’ve been practicing all week. Go forth and prosper!

Best Day to Night Boot for Winter Travel

ASOS DESIGN Rye Heeled Ankle Boots

What do your breakfast meeting, cross-country flight, and dinner date all have in common? You looking flawless in these boots. The side-zip opening is ideal for travel and the round toe and stacked heel make transitioning between looks throughout the day a seamless experience. These boots are the perfect sidekick. They set you up to shine.

All products and services mentioned on Airfarewatchdog are independently selected by our team of expert travelers. If you buy something through our links, we may earn an affiliate commission.

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