19 Comfy, Travel-friendly Shoes Made for Walking

New Balance borrows sole padding technology from their running shoes for their fashion-staple 620 sneakers. This J.Crew collaboration pair ($80) has a soft mesh and suede upper and trendy gold accents.

Despite the sleek aesthetic of this Rockport ballet flat ($110), the style is surprisingly rich with features. Built-in sport technology provides shock-absorption, ample cushioning, and arch support.

Merrell’s Solo ($90) looks far more like a sneaker than a hiker, but they snuck in all of the basic technical components — like air cushioning in the heel and a nylon shank for arch support — to keep your feet happy for miles of trail.

Made for both men and women and available in a variety of colors, Cole Haan’s Original Grand Wingtip Oxfords ($200) blend that classic brogue look with sporty sneakers. They're perfect for transitioning seamlessly from the plane to the boardroom: super comfortable, yet fancy enough to impress any client.

If an easy pair of flip-flops is your vacation footwear of choice, you don’t need to compromise comfort. Rainbow’s braided leather pair ($53) is designed to provide arch support and will feel more customized to your foot with each wear thanks to memory foam insoles.

Ideal for destination weddings and dinner out, this Stuart Weitzman block heel sandal ($398) gives you a lift without the accompanying pain. The insole is padded, the adjustable buckle ankle strap hides a strip of elastic, and the sole has slit detailing to allow the shoes to move with you on the dance floor. It comes in 17 colors ranging from scarlet velvet to beige leather.

A seamless neoprene upper makes Reebok’s Skyscape ($20) easy to wear and even easier to pack.

The supportive rubber outsole and 1.75-inch heel on this Born Medan sandal ($120) are perfect for pounding the pavement in style.

Sperry’s elevated take on the classic boat shoe ($95) has a feminine, perforated design and will take you from seaside to sidewalk with a rubber outsole, soft, moisture-wicking lining, and a molded EVA footbed.

Save precious suitcase space with a shoe that can take you from day to night. Everlane—Angelina Jolie’s go-to brand for travel shoes—makes a pair of modern loafers ($130) with a super soft, but structured leather that pairs well with jeans, skirts, business attire, and beyond.

Forget walking; try pirouetting through your trip in Repetto’s ballerina flats ($295), which are made with the same stitching technique as the brand’s ballet shoes, making them ultra-flexible.

Teva’s super-packable Terra-Float sandals ($90) have an ample footbed and featherlight foam soles that are still durable.

These pointed-toe leather sneakers by Dr. Scholl’s ($88) are the perfect casual pair to step into for a day of wandering. Cushioned memory foam insoles are designed to be comfortable for hours on your feet.

The Ecco Soft ViII sneaker ($150) has as much arch support as it does style.

These chevron-embossed flats ($84) have a no-slip rubber outsole, a padded comfort insole, and for every pair sold, TOMS will give a pair of shoes to a child in need.

Pebbled driving soles soften the step while metallic rose gold leather raises the trend quotient on this Tod’s loafer ($425).

For the ultimate cheeky weekend accessory, see cult espadrille brand Soludos’ collaboration with quirky artist Jason Polan. The limited-edition shoes ($75) come in both black and sand, and are embroidered with a pair of winking eyes.

Before your toes hit the sand, pamper your feet in gel-and-foam-padded leather sandals from Pikolino ($160).

This black leather Clarks ankle boot will seamlessly take you from breakfast to nightlife and looks great with dresses, skirts, and denim. An OrthoLite footbed provides plenty of underfoot cushioning, and the low block heel is the perfect height for all-day wear.