Timberland’s Heritage Boots 

Meet our one-of-a-kind selection of men’s and women’s heritage boots. These iconic options were inspired by our original Timberland boot but perfected over time to offer our customers unmatched support, comfort, and reliability. 

Crafted with unique technology that empowers you to stay on your feet all day, our selection of Heritage boots have cushioning features, varying toe designs, and low break-in periods.

With many options featuring premium insulation–perfect for staying warm on the coldest work days–alongside comfy cushioned insoles for all-day wear, our Heritage boots offer next-level support in the leather boots department.

Work Boots Created with Cushioning & Comfort in Mind

Whether you’re looking for cowboy boots, work boots, western boots, or other styles, we challenge you to find a better pair of boots than our Heritage boots collection. 

With a classic look and an emphasis on American heritage, there’s nothing quite like Timberland’s Heritage boots. Discover the premium outsole, minimal break-in period, and iconic moc toe that makes our Heritage boots so iconic.

You’ll love our Heritage boots so much you’re sure to want to check out with a second pair–but fret not, your first pair is bound to stand the test of time.

Women’s and Men’s Heritage Boots 

Known for their premium style, high-level functionality, and streamlined accessibility, our men’s and women’s Heritage boots offer wearers a marginal break-in time, ensuring that perfect-for-you fit doesn’t take long at all.

Shopping online and not sure if your Heritage boots are the right size for you? Check out with your best guess, and take advantage of our free returns and exchanges to ensure that you get the perfect fit.

Inspired by a classic and perfected in the process, Timberland’s Heritage boots are one-of-a-kind classics.