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.

Waterproof and slip-resistant, these shoes for men are crafted with dress leather that looks and feels better with time. Built into the essential design is lasting support, balanced stability, and reliable traction to get you through on-the-go days.

Rockport Taylor WP Wingtip 9 Men's Black

Women's Rockport Sneakers & Athletic Shoes

Rockport® Most Comfortable Shoes For Men & Women

Rockport’s modern comfort and versatile style are evident on first fit with the Edge Hill 2 walking shoes. These weekend or office-casual men's shoes are expertly designed for all-day walkability, and memory foam molds to your particular sole for a custom feel. Tumbled leather adds a bit of texture and visual interest to the classic look.

Rockport Edge Hill II 11.5 Men&s Black

Men's Dress Shoes

Some days you want something more dressed-up than a sneaker, but that doesn't mean you need to kick comfort to the curb. Feel good from your feet up in our Palmer men's loafers. Engineered for all-day wear, the durable, lightweight sole cushions your every step, and hand-sewn leather craftsmanship ranks high on style.

Rockport Mens Palmer Venetian Loafer 7.5 Cognac Antique, Men's

NEW Rockport ADIPRENE BY ADIDAS Business Lite ST Bike Front Mens Dress Shoes

Soles Rockport Men's Margin Oxford Shoe

Rockport Works Truflex Fly Blucher Work Men's Comp Toe EH Slip Resistant Athletic Work Shoe

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

Rockport Men's Metro Path Blucher Walking Shoe, Breen Nubuck/Suede, 7

The men's Rockport Eureka walking shoe will make a great addition to your on the go lifestyle. The leather upper features a lace up closure for a customized fit. The latex foam footbed delivers unmatched comfort, while the rubber outsole provides durable traction for lasting wear. Leather upper features a lace up closure for a customized fit. Mesh lining wicks away moisture. Latex foam footbed delivers unmatched comfort. EVA midsole absorbs impact. Rubber outsole provides durable traction.

Rockport Men's Eureka Walking Shoe, Black, 10.5

Rockport M7100 Prowalker Review: An inflexible mess - Reviewed

The Women's ProWalker NEXT Sneaker from Rockport uses an innovative dual-density midsole to provide the ultimate in comfort, so you can walk all day. The exclusive activSOLE is softer in the forefoot and more stable in the heel, providing you more of a bounce when you move.

Rockport Women's Prowalker Premium Sneaker Tuscany 8

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 Brown Tumbled, Size 12