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One of my absolute favorite and super comfortable boots for travel is the Classic Moc by Red Wing Heritage Women’s pictured above. I love this rugged boot, and it’s easy to style as I like wearing it with jeans or jumpsuits in the fall and winter and even with casual dresses in the warmer months.
The best part is that I know this brand lasts forever because I’ve seen it with my own eyes! My dad was always a Red Wing boot kind of guy on our family farm and I saw him put their boots to the test with years of the most rugged wear and tear without falling apart. Another awesome perk, the more you wear them the more beautiful the boot gets with their worn in look!
Unlike most boots, I haven’t really had an issue breaking these in. The leather is quality and after a few wears you’re beautiful boot is formed to your foot. I own these in a few colorways too!
Shop on Backcountry, Zappos, Free People, and Moosejaw
Seen on celebrities and anywhere that’s outdoorsy, you’re guaranteed to recognize the classic Blundstone Chelsea Boots. Not only are these comfortable boots made to last and wear in any weather conditions, they are stylish and comfortable walking shoes perfect for travel too!
Better yet, these boots are also designed to keep your feet dry in wet conditions whether it be rain, slush, or snow making them a great investment year-round for any type of travel.
Wear these with any outfit, dressed up or dressed down this boot can do it all. Keep in mind that before these become your most comfortable walking shoes for travel, you’ll want to break them in a bit to form to your foot. Before setting off on a long walking day, wear them around the house with thick socks or on shorter adventures, once they are broken in you’re good to go for good!
Shop on Zappos, Amazon, Anthropologie, or REI
Another beautiful boot that makes for the perfect comfortable travel shoe is this pair of Sam Edelman Laguna Chelsea boots. These casual boots take me to the stylish streets of the most fashionable European capital cities.
These boots were made for comfort with a heavy lugged sole giving you a little extra cushion and are weatherproof! I love how sophisticated this boot is and how easily it can be styled with most of my wardrobe.
Shop on Sam Edelman, Nordstrom, or Macy’s
Check out more amazing women’s boots for travel in this article by Casual Travelist.
Looking for the perfect stylish travel shoes for the winter? Look no further than these sleek Sorel Slimpack Waterproof boots.
These all-weather boots are designed for everyday wear in the outdoors in cold or wet weather with comfort in mind. With cozy microfleece lining and molded footbed with arch support for the perfect fit.
Your feet will stay dry, warm, and cozy in these! I bought my first pair this year and won’t be second-guessing another purchase in the future.
Shop on Nordstrom, Sorel or Amazon
This is my newest addition to my winter boots that are the perfect stylish shoes for travel and women’s travel shoes if you’re going somewhere chilly! The Cole Haan ZeroGrand Explorer Hiker Boot is a sleek, lightweight boot is waterproof and incredibly fashionable! This boot is perfect for the winter city visit but also durable for any outdoor adventure.
Made of waterproof leather and suede upper there’s a faux fur lining and EVA midsole and outsole for comfort, traction, and durability.
Shop on Zappos and Amazon
Another one of my absolute favorite pairs of stylish comfortable boots for travel in winter are the Marc Fisher Izzie Lugsole boots with shearling accents. Not only are these perfect for winter city wear, but they are great for any cold-weather destination!
One thing I don’t like about most winter boots is that they can’t be worn with everything. I get it, it’s important to keep your feet dry and warm but this pair lets you do that while also being incredibly stylish!
Shop on Marc Fisher, Nordstrom, Bloomingdales, and Amazon
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