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comfortable shoes for fall

10 Comfortable Shoes for Fall Travel


From the latest trends to updated classics, here’s the lowdown on fall’s top shoes and boots for travelers.

This Season’s Must-Haves: Comfortable Shoes for Fall Travel

Ready to update your fall wardrobe?

The Platform Loafer

The Bethania loafer from Summit by White Mountain is stylish, comfortable, and will go with any fall outfit. The trendy platform-style comes in three neutral colors: Black, cognac, and white metallic. Made in Italy, these shoes are durable and high-end, without the hefty price tag.


The Chic Bootie

These booties from Rockport’s Cobb Hill Collection have extra cushioning for comfort, and ruching for style. The EVA insole is beyond comfortable for long days, and can transition well into night.

The Stylish Sneaker

It’s no secret that Suavs are one of my favorite pairs of travel shoes. The company launched a new sneaker, The Zilker Knit, in both men’s and women’s styles. These are some of the most comfortable shoes for fall thanks to breathability and a terrycloth insole—which is also washable. Suavs sneakers come in a variety of colors, and the flexible sole bends with your foot’s movement.

The Sockless Slip-On

Allbirds are another SmarterTravel favorite when it comes to comfortable travel shoes for fall, and the shoe brand recently launched a slip-on version of its famous Merino-wool sneakers. The Wool Loungers, available in men’s and women’s styles, feature a wool upper, padded insoles, and a lightweight rubber sole. Like their sneaker couterpart, the wool insoles are moisture wicking and removable for washing.

The Riding Boot

These stylish over-the-knee riding boots are equipped with N5 comfort technology—extra cushioning, breathable lining, balanced heel to toe design, flexible soles, and lightweight material make them ideal for walking. They’ll last you through the day, night, work, and the weekend—and they’re also available in a wide-calf version for a better fit.

The Trendy Boot

For just over $50, Sporto makes a trendy-yet-durable pair of boots. The Corbit Bootie has a faux-leather upper, with details like a side zipper and buckle. The buckle is adjustable for comfort, and the plush foot bed and outsole traction make these boots a go-to pair of comfortable shoes for fall.

The Chukka

Comfort meets class with Sperry’s Dockyard Boot. Available in two colors, these comfortable shoes for fall have a rubber sole and breathable leather lining.

The Chelsea Boot

Cougar’s Grill Leather Chelsea Boot is a twist on a classic style. With a slight heel and a mixed material of rubber and leather, this pair of comfortable shoes for fall is waterproof, but still chic. The memory-molding insole and color options make this a go-to boot for rainy fall days.

The Undercover Waterproof Boot

This pair of leather oxfords is updated with Rockport’s Hydro-Shield waterproof technology. Plus, the pair boasts a cushioned heel cup and midsole for superb comfort.

The Cold-Weather Boot

If fall weather means cooler temperatures for your destination, Cougar’s moccasin booties are for you. With a polar-plush lining and memory-molding insoles, you can’t get much cozier than these boots. Plus, these comfortable shoes for fall are also waterproof, in case you encounter an early snowfall.

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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.

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