Designed for comfort, the Tryetread Chelsea WP boot by Keen is the choice for men. It features a Metatomical Footbed Design that will cradle the natural contour of your foot.

Weekend wardrobes call for a pair of sleek Brook Park Chelsea boots from Timberland’s Earthkeepers collection.

Pull loop at shaft opening. Pull-on construction. Elastic side goring for on-and-off ease. Soft man-made lining and insole. Durable man-made outsole. Imported.

Go on an urban adventure in the stylish Skechers Blaine-Orsen pull-on boot. This versatile men’s ankle boot has an oiled leather upper for a rich look; dual side goring allows a snug fit and easy on/off. A shock-absorbing, cushioned footbed reduces fatigue, while the Skechers Blaine-Orsen boot grips the ground with a flexible, lug rubber sole.

Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers who cherish the outdoors and their time in it. Timberland has been an industry leader in the use of both sustainable and recycled materials in its shoes, as well as its footwear packaging. The Timberland Company believes in corporate responsibility and supports numerous civic and social projects throughout the year.

The Stacy Adams Carnaby boot covers some fashionable ground. This mens dress boot features a supple leather up with dual side goring for flexible ease. A cushioned footbed softens every footfall, while the synthetic sole and cool stacked heel of the Stacy Adams Carnaby ankle boot keep flexibility and grip in your stride.

Designed for comfort, the Tryetread Chelsea WP boot by Keen is the choice for men. It features a Metatomical Footbed Design that will cradle the natural contour of your foot.

Chelsea boot

With nearly 80 years in the business and hundreds of points of distribution in the U.S., Cole Haan is one of America’s premier luxury brands. Founded in 1928 as a collaboration between Trafton Cole and Eddie Haan, Cole Haan epitomized artisan quality and impeccable craftsmanship during a time when style was everything. Originally, Cole Haan was a men’s footwear label that captured the essence of the 20s spirit with beautifully-designed and well-made shoes for the dapper gentleman. Today, Cole Haan brings that heritage to all of its products, including men’s and women’s dress and casual footwear, belts, hosiery, handbags, small leather goods, outerwear and sunglasses.

Side elastic gore. Leather lining. Cushioned footbed. Mini stacked heel. Synthetic sole. Imported.

Unsure where the day will take you? Reach for an Air Grayson with pull tabs for ease of entry and dual elastic gores forfit. Full suede upper. Concealed NIKE AIR Technology. Leather welt. Lugged rubber outsole

Frye boots are perfect for the man who can’t be defined by one style or look. These Heath Inside Zip Boots are crafted from either waxy suede, or full grain leather, depending on which style you choose, and feature an inside zipper for easy wear. These men’s zipper boots boots have leather lined vamps, leather stacked heels with a half leather/half rubber lug lifts, and shock-absorbing cushioned insoles. No matter where you may be heading to, Frye has the perfect boots for you.

Mid calf suede slip on bootsFaux fur liningGum foxing and soleSmall brand tag on foot piping

The ultimate in easy-going comfort, the Timberland Earthkeepers Chelsea Men was made with the environment in mind. This men’s boot features a premium burnished full-grain leather upper. Elasticized panels and a rear loop make this boot easy to pull on. This Timberland boot has a footbed that is lined with leather for climate control. The lining is made from organic cotton canvas and 100% recycled PET mesh fabric. The outsole is made from 42% recycled Green Rubber. Outdoor adventure requires a durable boot like the Timberland Earthkeepers Chelsea Men!

Strips of stitched leather line a stretchy indentation in this rugged chelsea boot.

Add a dash of European sensibility to your wardrobe with these pointed-toe, Cuban-heel leather boots – as iconic as they are comfortable.

Brand: Dr. Martens Style: Fusion ST Contemporary styled anti-static safety chelsea boot with fully air-cushioned sole unit. Rich full grain leather upper and deep Smartmask® PU-cushioned footbed ensure total comfort.

Rich suede features dual elastic panels for fit and a slim leather accent for sophistication.

Brand: Rockport. Style Name: Toloni. Department: Men. Materials: Leather upper, fabric lining, and a rubber sole. Side zip entry for easy on/off. Square toe. Removable lightly cushioned footbed provides comfort. Heel pull tab. Shaft height measures approximately 6″ from arch. Made In China.

Dr. Martens is the stuff of legends. It all began near Munich, Germany in 1945 when Dr. Klaus Maertens injured his foot in a skiing accident in the Bavarian Alps. To make walking easier during the healing process, he designed a shoe with an air-cushioned sole. Using old rubber tires, he constructed soles that had air trapped within closed compartments. He showed his prototype to his engineer/inventor friend, Dr. Herbert Funck, and together they decided to develop and produce the shoes. Not only did the shoe solve the doctor’s immediate problem, but it also started to sell well in Germany. By 1959 the two decided that they needed a company to produce and distribute the shoes, then called Dr. Maertens, in other parts of the world. At first, many manufacturers rejected the concept of an air cushioned sole as a short-lived gimmick. However, the R. Griggs Group, located in the village of Wollaston in England, decided to go along with the idea by creating the first work boot with the revolutionary sole. On the first of April 1960, the first cherry red eight-eyelet work boot was produced and named 1460. To sell the brand name better in England, the name was anglicized to Dr. Martens. The range was branded AirWair and the rest is history.