The Boot Review: 5 Styles You Need this Fall

This is footwear that’s built to take you places. Whether that’s venturing into uncharted terrain or taking your style in a bold new direction. Meet the celebrated bestsellers and latest releases—all handcrafted in Port Washington, Wisconsin with best-quality materials—made for facing your day with determined purpose.

The Iconic Update

Higgins Mill Hiker

We took our signature boot to a rugged new extreme this season. Extra deep lug soles and a padded collar inspired by trail footwear give the timeless, plain-toe design a fresh, adventure-ready attitude.

The Eco-Conscious Essential

Denali Chelsea

We’ve always had the long view. Footwear built to be worn and recrafted, not replaced. Now we’re taking that sustainably minded approach to design a step further with a brand-new collection, constructed with lower-impact materials.

The All-season Hero

Chandler Chukka

The desert boot has a rich history that includes both service with British troops during WWII and a leading role in the closets of Hollywood tastemakers. Our latest style captures that unique combination of dependable utility and undeniable cool with a classic ankle-height design and durable Dainite rubber soles.

In Detail: Chelsea or Chukka

Before you decide which of these boots is right for you, brush up on the history and definitive features of these two classic designs.

The Chelsea Boot

This sleek style takes its name from the London neighborhood where local rockstars and trendsetters of the 60s appreciated the ultra-clean lines of its slip-on design. Today that combination of sharp looks and music industry connections makes it perfect for adding a smart, modern edge to your closet.

The Chukka Boot

The ankle-high design of this essential is said to have been first developed for polo players looking for a shorter, more relaxed boot to wear when not in the high lace-up styles used during matches. Whatever the actual origin, its easy, everyday functionality ensures it will be one of the most versatile styles in your rotation.

The Weatherproof Warrior

Sawyer Boot

There’s an easy solution for difficult weather: upgrade to a better pair of boots. This brand-new addition to our weatherproof collection is built to face even the wettest forecasts with waterproof uppers, a fully sealed construction and protective mudguards to keep you confidently dry.

The Comfortable Classic

Freeport Weatherproof Lug Boot

You want your boots to be tough, sturdy and adaptable. What’s less expected is for them to also feel just as light and easy as your favorite sneakers. This customer favorite features innovative, cushioned Vibram® soles ensuring support and flexibility in all conditions.