Rockport® Most Comfortable Shoes For Men & Women

Shop our collections of comfortable shoes, boots, flats, high heels, sneakers, and more. Get the kind of comfort you dream of with every step.

The World Tour Men's Classic shoes fit the globe-trotter in everyone and deliver what it takes to go the extra mile. Our exclusive Walking Platform Construction helps provide a wide base of support for heel and forefoot flexibility, and a padded tongue and collar help protect your feet from excessive rubbing to prevent blisters. Easy-to-clean, full-grain leather conforms to your foot over time for a custom, comfortable fit.

Rockport Men's World Tour Classic Walking Shoe

Rockport - Men's 7100 Plus Prowalker - 9.5 M

From casual strolling to walking the Chranson rocks. Sturdy and athletic yet casual and built for comfort they've got the grip to keep you moving forward. The rubber outsole provides a durable grip on a variety of surfaces and EVA provides lightweight shock absorption to help reduce foot fatigue. The latex footbed cushions the foot to help reduce foot fatigue the mesh lining provides enhanced breathability and drying and comfort technology provides shock absorbing heel cushioning.

Rockport - Men's Rock Cove Lace Up - 9.5 M

Rockport Metro Path Sneaker - Mens Looking for an everyday shoe that offers unparalleled comfort? Your search stops here, with the Metro Path Sneaker from Rockport. The lightweight build of these mens casual walking shoes eases foot fatigue. With a padded collar and tongue, your feet are surrounded in cushioned comfort. The Metro Path is good for the environment, too. The lining is made from 100% PET recycled polyester. You can make both your feet and the planet happy.

Rockport Mens Metro Path Sneakers - Size 7 M - Breen Nubuck/Suede

Our Chranson men's shoes put you ahead of the pack with comfort that stands the test of time. Sturdy yet flexible and athletically inspired, these

Men's Chranson Lace-Up

Rockport® Most Comfortable Shoes For Men & Women

Made for Movers, the sleek Rockport City Play Eberdon slip-on sits at the intersection of style and comfort. With easy slip-on goring, moc toe construction, and a removable cushioned insole, these Rockport shoes make room for play every day. Leather upper Moc toe construction Dual elastic goring Slip-on Padded collar Removable cushioned insole Rubber outsole.

Men's Rockport City Play Eberdon, Size: 10, Black

These Comfy Sneakers Are Perfect for Sightseeing

Comfortable Shoes for Him and Her

Rockport Prowalker Next Slip-On Saddle Tan Leather 8 W (EE)

Rockport World Tour Classic Men's Shoe – WalkingCo

The Margin is a classic plain toe men's dress casual shoe and is a staple in any closet. Dress this up for the casual office or wear it on the weekend for a more casual look. Either way you will be comfortable all day, thanks to trutech sport technology for all day comfort, germicide lining and breathable polyurethane footbeds that help keep feet fresh all-day long. These shoes offer a comfortable alternative for your day.

Rockport Men's Margin Black 10 M

The World Tour Men's Classic shoes fit the globe-trotter in everyone and deliver what it takes to go the extra mile. Our exclusive Walking Platform Construction helps provide a wide base of support for heel and forefoot flexibility, and a padded tongue and collar help protect your feet from excessive rubbing to prevent blisters. Easy-to-clean, full-grain leather conforms to your foot over time for a custom, comfortable fit.

Rockport Men's World Tour Classic Casual Shoe, Black, 10M

Rockport Sneakers for Women, Online Sale up to 77% off

Rockport Oxfords Trutech Comfort Leather Brown Shoes Men's Size 10.5