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Best timberland hiking boots - Holiday Sale 2025

Last Updated - December 14, 2025

1
Best Choice

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Timberland

Timberland Men's Mt. Maddsen Anti-Fatigue Hiking Wateproof Leather Hiking Boot, Dark Brown Full-Grain, 11.5 Medium

Timberland

$109.95

$120.00
(8% Off)

More Details
Main highlights
- Upper made with waterproof Premium Timberland Leather
- ReBOTL fabric lining
- Lace-up style
- Fully gusseted tongue
- Anti-fatigue removable footbed
$109.95
$120.00 (8% Off)
2
12% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Timberland PRO
12% Off

Timberland PRO Men's Keele Ridge Steel Safety Toe Waterproof Industrial Hiker Work Boot, Brown-2024 New, 10.5

Timberland PRO

$109.95

$125.00
(12% Off)

More Details
Main highlights
- Waterproof Membrane: Delivers maximum waterproof protection and meets ASTM F1671-07 safety standard.
- Steel Safety Toe: Metallic, asymmetrical-shaped toe cap that meets US safety standards including ASTM F2412-18a and ASTM F2413-18 I and C impact and compression safety standards.
- Rubber Outsole: Heat-resistant, durable rubber compound offers enhanced slip, oil and abrasion resistance.
- ReBOTL Material: Products with ReBOTL material contain at least 50% recycled PET (recycled polyethylene terephthalate, the stuff plastic bottles are made of) excepting trace materials.
- Electrical Hazard Protection: Provides secondary underfoot protection against live electrical circuits, electrically energized conductors, parts or apparatus and meets ASTM F2412-18a, ASTM F2413-18, ASTM F2892-18 standards.
$109.95
$125.00 (12% Off)
3
16% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Timberland
16% Off

Timberland Men's White Ledge Mid Waterproof Hiking Boot, Brown-NEW 2024, 10 Medium

Timberland

$99.95

$120.00
(16% Off)

More Details
Main highlights
- Upper made with waterproof Premium Timberland Leather
- Rustproof speed lace hardware with lace hooks at top
- ReBOTL fabric lining
- Fully gusseted tongue
- EVA footbed and midsole
$99.95
$120.00 (16% Off)
4
13% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Timberland
13% Off

Timberland Men's Flume Mid Waterproof Hiking Boot, Dark Brown-NEW 2024, 12

Timberland

$99.95

$115.00
(13% Off)

More Details
Main highlights
- Upper made with waterproof Premium Timberland Leather
- Rustproof speed lace hardware with lace hooks at top
- Mesh lining
- Fully gusseted tongue
- EVA footbed
$99.95
$115.00 (13% Off)
5
Best Value
35% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Timberland
35% Off

Timberland Men's Mt. Maddsen Peak Mid Lace-Up Waterproof Hiking Boot, Medium Brown Suede, 10.5 Medium

Timberland

$89.96

$140.00
(35% Off)

More Details
Main highlights
- Upper made with Premium Timberland Leather and ReBOTL fabric
- TimberGrip lug outsole
- ReBOTL fabric lining
- Lace-up style
- EVA footbed
$89.96
$140.00 (35% Off)

Best timberland hiking boots - Holiday Sale 2025

Timberland Men's Mt. Maddsen Anti-Fatigue Hiking Wateproof Leather Hiking Boot, Dark Brown Full-Grain, 11.5 Medium

Timberland PRO Men's Keele Ridge Steel Safety Toe Waterproof Industrial Hiker Work Boot, Brown-2024 New, 10.5

Timberland Men's White Ledge Mid Waterproof Hiking Boot, Brown-NEW 2024, 10 Medium

Timberland Men's Flume Mid Waterproof Hiking Boot, Dark Brown-NEW 2024, 12

Timberland Men's Mt. Maddsen Peak Mid Lace-Up Waterproof Hiking Boot, Medium Brown Suede, 10.5 Medium

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