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Encased in a bold 44×54mm stainless-steel case, Ashmont – a dual-time masterpiece is impressively designed with purpose. Prominent pushers and a polished-brush finish amplify its presence, while the matte navy dial captivates with polished silver indexes and crisp white detailing, beneath a flat mineral glass lens that feels sleek and uncompromising. A tachymeter ring adds a functional edge to the design, anchoring its outdoor-ready attitude. Finished with a waterproof leather strap from the same premium leather as the iconic boots, the watch guarantees all-day comfort and enduring style

Timberland Ashmont Stainless Steel Grey Leather Chronograph Watch

Built with Timberland’s outdoor-driven spirit, Fast Strike is a multifunction timepiece makes a confident statement with its 46mm stainless-steel case and flat mineral lens- solid and ready for everyday movement. The striking blue dial brings a fresh, clean look with its multi-eye layout and silver-tone indexes, keeping the design purposeful and easy to follow. The Timberland tree sits quietly within the dial, reinforcing the brand’s roots and character. Paired with a waterproof tan leather strap made from the same dependable materials Timberland is known for, the watch is built to stand up to daily use and fit naturally into life on the move.

Timberland Fast Strike Dual Time Stainless Steel Tan Leather Watch

Rangeley is built with simplicity. The 42mm top-loaded stainless-steel case is fully polished, giving the watch a slim, easy-to-wear profile beneath its domed mineral glass lens. The green sunray dial carries a soft ombre graduation, paired with silver-tone hour markers and a clean white minute track. Polished hands with luminous infill ensure visibility after dark, while the lowered day display adds subtle depth to the layout. The look is finished with a waterproof leather strap in wheat brown, crafted from the same high-quality leather used in Timberland’s iconic boots- bringing lasting comfort and rugged character to your every adventure.

Timberland Rangeley Green Dial Stainless Steel Brown Leather Watch

Built for explorers who demand function and form, Northbridge blends craftsmanship with the spirit of the outdoors. Its black, grey dial adds to a refined softness, contrasted with golden indexes and crisp wheat-coloured detailing. Twin sub dials keep multiple time zones easy to follow, while a clean date display sits at 6 o’clock for everyday convenience. A tachymeter lines the inner bezel, adding a subtle sport-inspired edge underneath the polished 45mm stainless-steel case and flat mineral lens, giving it a sturdy, confident look. This dual-time watch is finished with a waterproof brown strap crafted from the same premium leather as the iconic Timberland boots.

Timberland Northbridge Dual Time Stainless Steel Brown Leather Watch

The Calahan multifunction watch features a bold 46×53mm gunmetal-plated case paired with a polished bezel and a flat mineral lens for a clean, confident look. Its matte dial blends teal green, charcoal, and black tones, elevated by hydraulic-embossed multifunction sub-dials that add depth to its striking look. Gunmetal indexes with bright white and orange detailing ensure clear, effortless readability from every angle. This timepiece comes with a premium leather strap, crafted from the same high-quality materials Timberland is known for, delivering a comfortable wearing experience

Timberland Calahan Gunmetal Plated Brown Leather Multi Dial Watch

The Jahscepi takes inspiration from blending simple lines and rugged detailing into a design made for daily use. Its textured green dial brings a bold yet refined character, paired with gold-tone indexes, crisp white printing, and polished hands that keep the display clear and purposeful, with a framed date window positioned carefully at 3. This dial sits within a classic 42mm stainless-steel profile topped with a flat mineral glass lens and powered by a reliable three-hand date movement. Finishing the look is the jet-black waterproof leather strap, created from the same premium leather used in Timberland’s iconic boots, offering comfort and durability.

Timberland Jahscepi Green Dial Gold Plated Black Leather Watch

Lanigan is a watch that wears like it's been part of your story from the start. The 44mm ion-plated gunmetal case is built to age with character - just like your favorite pair of Timberland boots. Its fluted, layered satin blue dial grounds the design, with the iconic Timberland tree at the center as a quiet reminder to stay rooted while moving forward. Cream-toned print contrasts with applied gunmetal indexes for crisp, legible detail. Finished with a waterproof wheat strap crafted from the same premium leather used in Timberland’s boots, Lanigan is a true reflection of where you’re headed.

Timberland Lanigan Navy Dial Stainless Steel Brown Leather Watch

Encased in a bold 44×54mm stainless-steel case, Ashmont – a dual-time masterpiece is impressively designed with purpose. Prominent pushers and a polished-brush finish amplify its presence, while the matte green dial captivates with polished silver indexes and crisp white detailing, beneath a flat mineral glass lens that feels sleek and uncompromising. A tachymeter ring adds a functional edge to the design, anchoring its outdoor-ready attitude. Finished with a brown waterproof leather strap from the same premium leather as the iconic boots, the watch guarantees all-day comfort and enduring style.

Timberland Ashmont Green Dial Stainless Steel Brown Leather Chronograph Watch

The HENNIKER MARK III is a very Special Edition.  A Decade of Excellence, Remastered.
Classic Timberland style meets modern function in this dual-time design. The 46mm brown-plated case frames a cream-textured dial, detailed with warm brown accents and white indexes that keep the display clean and balanced. Dual-time tracking and a 6 o’clock date window makes it easy for life on the go. 
The watch arrives with three interchangeable straps- a textured green silicone for everyday resilience, a tan leather strap with stitched detail, and a deeper brown leather option inspired by Timberland’s heritage workmanship. With 5 ATM water resistance, it’s built to transition effortlessly through changing environments and daily demands.

Timberland Henniker III Dual Time Leather Watch & Strap Set

The HENNIKER MARK III is a very Special Edition.  A Decade of Excellence, Remastered.
Classic Timberland style meets modern function in this dual-time design. The 46mm ion-plated black case frames a black textured dial, detailed with black accents and orange indexes that keep the display clean and balanced. Dual-time tracking and a 6 o’clock date window makes it easy for life on the go. 
The watch arrives with three interchangeable straps- a textured black silicone for everyday resilience, a tan leather strap with stitched detail, and a deeper brown leather option inspired by Timberland’s heritage workmanship. With 5 ATM water resistance, it’s built to transition effortlessly through changing environments and daily demands.

Rangeley is built with simplicity. The 42mm top-loaded stainless-steel case is fully polished, giving the watch a slim, easy-to-wear profile beneath its domed mineral glass lens. The matt grey sunray dial carries a soft ombre graduation, paired with applied metallic hour markers and a clean minute track. Polished hands with luminous infill ensure visibility after dark, while the lowered day display adds subtle depth to the layout. The look is finished with a premium brown leather strap crafted from the same high-quality leather used in Timberland’s iconic boots- bringing lasting comfort and rugged character to your every adventure.

Timberland Rangeley Navy Dial Stainless Steel Brown Leather Watch

Encased in a bold 44×54mm stainless-steel case, Ashmont – a dual-time masterpiece is impressively designed with purpose. Prominent pushers and a polished-brush finish amplify its presence, while the black matte dial captivates with gunmetal polished indexes, beneath a flat mineral glass lens that feels sleek and uncompromising. A tachymeter ring adds a functional edge to the design, anchoring its outdoor-ready attitude. Finished with a waterproof tan-brown leather strap from the same premium leather as the iconic boots, the watch guarantees all-day comfort and enduring style

Timberland Ashmont Black Plated Stainless Steel Tan Leather Chronograph Watch

Driscoll is designed for modern adventures, combining functionality with distinctive style. It features a 43mm gun-metal plated case with a clean flat mineral lens, giving the silhouette a strong and contemporary presence. The oversized crown ensures easy handling, while the streamlined case profile reinforces its urban edge. The green textured dial showcases a dynamic interplay of patterns, complemented by silver-tone hour markers and crisp white indexes. The iconic Timberland logo beneath the 12 marker adds a touch of brand pride. Paired with a premium saddle brown waterproof leather strap inspired by the iconic boots, Driscoll guarantees comfort and style for every adventure.

Timberland Driscoll Green Dial Gunmetal Plated Tan Leather Watch

Lanigan is a watch that wears like it's been part of your story from the start. The 44mm ion-plated gunmetal case is built to age with character - just like your favorite pair of Timberland boots. Its fluted, layered satin green dial grounds the design, with the iconic Timberland tree at the center as a quiet reminder to stay rooted while moving forward. Cream-toned print contrasts with applied gunmetal indexes for crisp, legible detail. Finished with a waterproof wheat strap crafted from the same premium leather used in Timberland’s boots, Lanigan is a true reflection of where you’re headed.

Timberland Lanigan Gunmetal Plated Tan Leather Watch

This stylish watch features a Brown Plated round case, sleek brown dial and brown genuine leather strap.

Timberland Brown Plated Brown Dial Brown Leather Watch

This stylish watch features a Stainless Steel round case with a Blue Plated top ring, blue graduated dial and brown genuine leather strap.

Timberland Henniker II Stainless Steel Blue Dial Brown Leather Watch

This stylish Black Plated bracelet watch features a round case and green dial with chronographic movement.

Timberland Black Plated Green Dial Bracelet Watch

This stylish watch features a Stainless Steel round case, sleek blue dial and a brown genuine leather strap.

Timberland Canfield Stainless Steel Blue Dial Brown Leather Watch

This stylish watch features a Black Plated round case, black dial with chronographic movement and tan genuine leather strap.

Timberland Black Plated Black Dial Tan Leather Watch

This stylish watch features a Brown Plated Stainless Steel round case, black dial with a date window and dark brown genuine leather strap.

Timberland Day Pond Brown Plated Black Dial Brown Leather Watch

This stylish watch features a Gunmetal Plated round case, black multifunction dial and tan genuine leather strap.

Timberland Williston-Small Gunmetal Plated Black Dial Tan Leather Chronograph Watch

This stylish watch features a Brown Plated Stainless Steel round case, sleek brown dial and dark brown genuine leather strap.

Timberland Trumbull Brown Plated Brown Dial Dark Brown Leather Strap Watch

This stylish watch features a Stainless Steel round case with a Black Plated top ring, matte grey multifunction dial and brown genuine leather strap.

Timberland Parkman Stainless Steel Grey Dial Brown Leather Watch

This stylish watch features a Stainless Steel round case, navy multifunction dial and tan genuine leather strap.

Timberland Ashmont Stainless Steel Navy Dial Tan Leather Watch

This stylish watch features a Stainless Steel round case, satin black dial and tan genuine leather strap.

Timberland Trumbull Stainless Steel Black Dial Tan Leather Watch

This stylish watch features a round Stainless Steel case with Gold Plated top ring, black to brown gradient dial and tan genuine leather strap.

Timberland Henniker II Gold Plated Stainless Steel Tan Leather Watch

This stylish watch features a Stainless Steel round case, matte blue dial and brown genuine leather strap.

Timberland Trumbull Stainless Steel Blue Dial Brown Leather Watch

This Henniker II multi-dial is the newest evolution to the iconic Henniker story. The 46mm case, the oversized pushers and crown, and the high contrasting hour markings and hands, all give homage to the characteristics of a pilots watch, accept this watch comes with all the extra details.  The 2 piece case construction, the textured outer bezel, the honeycomb multi layered dial base, and the floating electro plated Timberland logo that sits perfectly on the mineral glass lens, all work together to go the extra mile. This watch has size, legibility, depth and an abundance of character. Each Henniker II comes on a strap that uses the same premium leather as the iconic Timberland boots.

Timberland  Henniker II Stainless Steel Brown Leather Watch

This stylish watch features a Black Plated Stainless Steel round case, black multifunction dial with chronographic movement and a brown genuine leather strap.

Timberland Killington-Peak Black Plated Black Dial Brown Leather Watch

The Bernardston case uses a 2 piece construction method and comes in at 45mm diameter, brushed and polished in finish, and with a flat mineral lens. This dual time multi-dial gives the sports classic look that can transition from day to night, featuring a sporty crown protector and polished stopwatch style pushers. The dial base is bold in colour and textured in finish, the faceted hour markers sit proudly above a high polished metallic outer dial ring that complements the matching sub-dial borders, the dial is finished off with the Timberland tree logo sitting precisely at the 12 position. The hands are unique in shape and legible in function. Each Bernardston watch comes on a strap that uses the same premium leather as the iconic Timberland boots.

American Swiss Timberland Watches