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SensorFlex™ Comfort System: Made For the Modern Trail

Rugged and flexible for ultimate comfort



Classic style with unbeatable comfort is something we strive for in every shoe and boot that we make, and we’ve spent decades perfecting it. We’ve developed an exclusive technology that is incredibly comfortable (and specially tested to make sure) but still lets you wear your favorite looks, be they handcrafted boots, modern chukkas or casual Oxfords.

“The SensorFlex™ technology took about three years to complete – that’s about twice as long as it takes to develop a standard inline product,” says John Healy, VP of Footwear Innovation. “The optimized cushioning and flexibility produces a special underfoot feel you won’t find in other boots and because of the hybrid sole of EVA foam and rubber, the shoes are much lighter too.”


The Foundation


Great things come in threes, including our SensorFlex™ comfort system. Here’s how it works:


Timberland Spring 16 | SensorFlex™

Life on the Modern Trail is about being in constant motion. The SensorFlex™ Comfort System supports, cushions and flexes with every moment. It lets you do it all and sacrifice nothing—so you never have to stand still. #ModernTrail

1. Stability

The firm upper layer offers support and stability, so that you won’t lose your balance.

2. Comfort

A specially designed suspension system allows for ultimate cushioning on your feet that move with you – no stiff soles or unwieldy bases here. This second layer is made for shock absorption and suspension.

3. Traction

The bottom outsole is supremely flexible for responsiveness on any surface. The flex grooves are designed for extreme traction so that you don’t have to worry about slipping in rainy, wet weather or unsteady terrain. 


Find It

This spring, we’ve got several shoe styles with the SensorFlex™ comfort system. Try on our slip-on, Oxford or mixed-media moc toe boot for men, and choose from a blue-hued canvas range of chukkas and oxfords for women.


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In our Amherst Collection, our shoes are designed with a casual-cool light blue mixed media look (washed canvas paired with leather details) that is a great transitional shoe for spring into summer.

Available for both men and women, it combines urban and classic designs for an ultra lightweight shoe. 

You need a shoe or boot that can walk your every step with you (literally) in comfort. Look good and feel good on a city outing, a country daytrip and everything in between. No need to pack a pair of back-up shoes in your bag.




With their waxed canvas uppers, the Britton Hill Mixed-Media Moc Toe Boots lighten your load without sacrificing style. So you can hit up the farmer’s market in the morning, run around town all day and meet your friends for a pier-side happy hour without missing a step.




Our Men's Killington Chukkas combine an athletic sole with breathable mesh uppers so no matter the temperature, you can feel as cool as you look. Great for adventuring off the beaten trail (or a coffee run).




Upgrade your weekend wear with the Naples Trail Textured Oxfords whose textured pattern leather uppers add a dash of polish to your chinos-and-classic-tee uniform.

The best part is that our Sensorflex™ comfort system is so seamless that you won’t even have to think about it. If your feet feel good, whether they’re in premium leather boots, canvas chukkas, slip-ons or shiny Oxfords, all you’ll be noticing is just how good they (and you) look. 


Get more style inspiration – explore our latest men’s Oxford collection for spring.