Last Chance Sale - Men's

Miles is a favorite for men who want an unassuming casual style and the therapeutic benefits of a Drew. The shoe has two removable insoles with Drew's Walkright Technology offering shock absorbing heel cushion. Keep both in for added depth. Remove one for double...

Marshall is a casual, yet comfortable mens shoe that combines style with a host of foot health benefits. Marshall by Drew offers two removable insoles. Keep both in for added depth. Remove one for double added depth. Provides superior control of the gait cycle...

This tan slip-on combines timeless penny loafer styling with the comfort and functionality of a deck shoe. Built as a genuine moccasin on the wide Iroquois last, it delivers slip-resistant stability with a modern navy midsole and counter cushion for everyday wear. Genuine moccasin...

Hitchcock Wide Calfskin Loafer – Jos. Cheaney & Sons Product #H1290 Crafted from the finest materials, these wide-fitting calfskin loafers combine timeless English craftsmanship with exceptional comfort. Made exclusively for Hitchcock by Jos. Cheaney & Sons, they are designed on a Kirby last that...

  The Drew® mens Warren sandal offers the lightweight comfort provided by a removable, cushioned ULTRON® footbed and the added support of a flexible, shock-absorbing rubber outsole. Three adjustable hook and loop closures add to its customizability. The footbed is removable making the Drew Warren...

Product #H1226 Built for the widest feet, the Hitchcock 1226 offers unmatched room and comfort without sacrificing durability. Surprisingly lightweight for its substance, this moccasin is rugged, supportive, and ready for everyday wear. Super-wide fit – Available in widths up to 8E Durable construction...

Dunham's premium leather sandal feels "broken in" from the moment you put it on. It has three self-securing straps for customized fit. (Remove the heel strap to wear it as a slide sandal.) The deeply cushioned, leather covered EVA footbed comes out to allow...

Adjustable Leather Slide SandalProduct #H52 Easy comfort meets wide-fit versatility in our Hitchcock slide sandal. With smooth leather straps that adjust for a custom fit, it’s a warm-weather essential designed for all-day wear. A practical, easy-to-wear sandal that combines wide-fit comfort with clean, simple...

The wide leather straps of our Hitchcock slide sandal adjust easily for a perfect fit and have side cutouts for added air circulation. The extra wide polyurethane outsole has a leather-wrapped foam footbed for great comfort underfoot. Mohawk last. Men's whole sizes 5 to...

Product #H181 Classic style meets modern comfort. The Hitchcock Black Cap-Toe Oxford looks like a timeless dress shoe but flexes like a sneaker, making it the perfect choice for long days on your feet. Dress shoe elegance – Sleek black cap-toe oxford design Flexible...

Designed just for Hitchcock, this wide slip-on boat shoe combines classic casual style with modern comfort. Built on the roomy Iroquois last and finished with rich oiled leather uppers, it’s the perfect everyday shoe for relaxed wear on deck or ashore. Exclusive Hitchcock design...

Take to the trail in Propet's "Visp" oxford Rugged but lightweight, it has a high-rebound Ortholite X40TM insole providing extra elasticity and comfort. The highly durable Vibram Arctic Grip AT all-terrain sole has a lug tread designed for traction on varied outdoor surfaces. Well-padded...

Soft-soled and great to slip into at the end of the day, our ever-popular Hitchcock wide house slipper of pliable, well-cushioned leather is better than ever. Hand-turned especially for us in a fine Canadian factory, it is made with a padded suede sole. H44

Super-Wide Leather Moccasin with Adjustable Strap Product #H1252 (Brown) | Product #H1253 (Black) Enjoy unmatched comfort in our super-wide moccasin, crafted with the unbeatable ease of genuine hand-sewn construction. Designed on the roomy Mohawk last, this shoe delivers space and support from heel to...

Comfort zone down to -45C Men Up to Size 16 Available 4E width Retractable cleat combine anti-slip outsole TPU Shell 100 % Premium Leather 100 % Extreme Waterproof Bootie Sock Waterproof zipper 400 gr Thinsulate insulation Lining: 50% Merino wool / 50% Polyester Removeable...

Propet's Kenji six-eyelet tie shoe is designed for maximum comfort. Its easy-going suede leather uppers have padded collars, soft leather linings (so it can be worn comfortably without socks), breathable high-density Open Cell foam insoles and rubber cup outsoles with embedded midsoles of shock...

Looks like a lace-up but it's a slip-on! The Presto by Drew men's athletic shoe couldn't be easier to wear. It features moisture-wicking Drilex linings and a slip-resistant sole. The removable WalkRight Technology Insole is engineered for protection and superior comfort. The ultra lightweight...

Super-Wide Two-Strap Athletic Shoe – GreyProduct #H947 Wide, adjustable, and affordable—our popular Hitchcock athletic shoe now comes in a convenient two-strap design. Built on our broad-toed athletic last, it provides unmatched comfort and support for men who need extra-wide widths. A practical everyday shoe...

Classic Style. Hidden Comfort.The Kent-Flex Oxford looks like a timeless dress shoe, but inside it’s packed with comfort features you can’t see. Built on our high-instep KentXD last for extra depth, this oxford delivers a perfect balance of sleek style and all-day wearability. Smooth...

Mesh upper with brushed nylon lining and padded collar and tongue. Semi rigid heel counter for support. Open Cell PU moves moisture from foot for a cooler, healthier footbed. EVA spacer to customize fit. Supportive EVA midsole with rubber outsole for a long lasting...

With hand-sewn uppers of waxy smooth leather lined with cozy manmade fleece and a sueded leather outsole cushioned with a deep layer of foam, our newest soft-sole moccasin slipper is just what you need to slip into on chilly evenings. They have genuine rawhide...

Experience the ultimate in comfort and support with the Propet Ultima Men's Sneakers, perfect for active lifestyles. FEATURES - Leather or Scotchgard treated suede with the stability of a straight last makes this shoe great for those that need help with foot posture and...

Great-looking athletic style with all the therapeutic benefits Drew is famous for. Rocket V is one of the industry's few athletic shoes with added depth and double added depth in one shoe. Two adjustable straps make for easy on and off. Drilex®-covered insoles keep...

Step into comfort with Kade casual sneaker, offering exceptional comfort with DuroCloud foam and a sleek design for versatile wear. Leather and suede upper with accent stitching and an elastic gore entry for easy on and off. Comfort gets extreme with the high energy...

Propet's sharp-looking Lifewalker Sport casual walker has strongly-built leather uppers with a trim athletic profile, padded collar and tongue, smooth brushed nylon linings, removable high-density open cell PU insole with good arch support, cushion EVA midsole and herring bone tread rubber outsole. Limited men's...

Insulated with warming Thinsulate, Propets Cortland 7-inch outdoor boot has uppers of oiled suede and waxed canvas with speed lacings and a convenient waterproof side zipper. The breathable Open Cell PU insole wicks moisture for a cooler, healthier footbed. A second cushioned spaced allows...

The "Cliff Walker North" chukka boot from Propet has weather-resistant leather uppers and fuzzy faux fur linings warmed with Thinsulate as well as an insulating Vaporex insole for cozy comfort on chilly winter days. Removable open cell PU insert. EVA midsole with traction rubber...

Contemporary styling,flexible polyurethane soles and a removable leather-topped cushion insole make our exclusive extra-depth dress casuals something very special. The trim four-eyelet oxford has bicycle-shoe style sidewalls and pin-tuck vamp stitch detailing. Leather quarter linings. Built on the extra-depth Kent XD last. Men's sizes...

Light as a feather and soft as socks,our Hitchcock felt slipper is just what you want to slip into at the end of the day. It's lined with tricot mesh and has a leather heel pad atop a full-length footbed of cushioning foam. With...

Hitchcock Kent Side-Zip Dress Boot Product #H3371 Dressy style meets all-weather practicality in this extra-wide, versatile boot. Refined Look – Sleek design perfect for dress or casual occasions Weather-Resistant – Durable rubber sole keeps you steady in wet conditions Easy On/Off – Convenient side-zip...

Getting your sea legs under you sometimes takes more than a few tacks across the harbor. It takes a shoe like the Captain. Made with breathable mesh inserts for water drainage and a roll bar for stability, the Captain boat shoes are the slip-ons...