Winter-Proof Your Wardrobe With Holiday Essentials From Timberland


Navigating style in the unforgiving winter months can pose a challenge. However, Timberland‘s refined essentials, from durable boots to sleek accessories, make everyday life easier. For city outings or outdoor pursuits, rest assured that your loved ones will confidently embrace the cooler months with a perfect blend of quality, style, and comfort, as adventure should never require compromising on either. Here, uncover the ultimate presents to give—and get—this holiday season from Timberland.

Stone Street Timberland® Premium 6-Inch Waterproof Platform Boot, $200.

One thing is certain: every Canadian would be delighted to find these under their tree. Timberland’s signature silhouette combines bold style with practical features, making it an ideal companion for unpredictable weather.

Timberland® x Humberto Leon Cropped Rugby Shirt, $250.

The rugby sweater is trending among tastemakers and street style influencers. Timberland’s Future73 capsule by Humberto Leon, crafted for year-round wear, blends transitional style with a distinctive design—a perfect gift for fashion enthusiasts and a stylish nod to Timberland’s iconic legacy.

Tonal 3D Embroidery Beanie, $45.

Wrap up in eco-friendly warmth with this embroidered beanie—because keeping cozy should feel good for you and the planet.

Timberland® x Humberto Leon 6-Inch Boot, $320.

Timberland’s iconic 6-inch boot, originally made for construction, celebrates its 50th anniversary with a premium edition by Humberto Leon. The design, available in two colourways, upholds the boot’s practicality with grip-enhancing dramatic soles. An homage to ’90s hip-hop royalty, it seamlessly combines timeless style with functionality.

Leather Gloves, $85.

These days, no winter outfit is complete without a cozy pair of gloves. Crafted from 100% goat nubuck leather, they make the perfect gift for your loved ones this season.

Timberland® x Humberto Leon Puff Shoe, $240.

Slide on and go with the Humberto Leon Puff Shoe—a bold reimagining that prioritizes sustainability, making it a perfect addition to a transseasonal wardrobe. Featuring a 6-inch Vibram outsole, the uniquely cut padded exterior includes a rear-adjusting drawstring, ensuring a comfortable fit.