This is the ultimate buyer’s guide to the Best Timberland Mens Hiking Boots. We’ve listed our top picks, including the Most popular, Top-rated, and Bestselling Products.
After hours of scanning and analyzing the market, using too many factors, we have found the Best Timberland Mens Hiking Boots of 2022. Check out our ranking below!


Top 20 Best Timberland Mens Hiking Boots of 2022



Best Timberland Mens Hiking Boots 2022 (Reviews)


Timberland Men's Anti-Fatigue Hiking Waterproof Leather Mt. Maddsen Boot, Brown, 11

$115.00
$99.95
 in stock
2 new from $99.95
5 used from $75.07
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Premium full-grain waterproof leather uppers
  • TimberDry eco-conscious waterproof membrane keeps feet dry in any weather
  • Fully gusseted tongue keeps out debris
  • Anti-fatigue comfort technology provides all-day comfort
  • Covered by the Timberland Limited Warranty. For complete terms, limitations, and instructions on how to make a warranty claim, please visit the Timberland website

Timberland White Ledge Men's Waterproof Boot,Dark Brown,10.5 M US

$115.00
$90.14
 in stock
2 new from $89.95
14 used from $67.89
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • WHITE LEDGE MENS HIKING BOOTS feature premium full-grain waterproof leather uppers for comfort and durability, seam-sealed waterproof construction to keep feet dry in any weather, and rustproof, speed lace hardware with hooks at top for secure lacing
  • LOOK NO FURTHER for trail-ready performance and style Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you’re heading to the summit or downtown
  • TIMBERLAND BOOTS are synonymous with quality workmanship Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories

Timberland Men's Mt. Maddsen Lite Mid Ankle Boot, Dark Brown, 8.5

$110.00
$102.60
 in stock
6 new from $100.60
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Premium full-grain waterproof leather upper resists moisture in mildly wet conditions like dewy grass
  • Fully gusseted tongue prevents debris from entering the boots
  • Anti-fatigue comfort technology provides lasting comfort
  • Internal TPU shank supplies torsional rigidity
  • Lightweight, compression-molded EVA midsole cushions feet and absorbs shock

Timberland mens Chocorua Trail Mid Waterproof hiking boots, Brown/Green, 10.5 Wide US

$124.95  in stock
3 new from $114.95
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • These waterproof men's hiking boots mean business on the trails, lend a rugged aesthetic to your streetwear look, and use Timberdry membranes to keep your feet dry.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland Men's Flume Mid Waterproof Hiking Boot, Dark Brown, 9

$115.00  in stock
2 new from $115.00
1 used from $59.45
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Premium full-grain waterproof leather uppers for durability
  • Waterproof seam-sealed construction keeps feet dry
  • Fully gusseted tongue keeps out debris
  • Compression-molded EVA midsole and footbeds provide lightweight cushioning and shock absorption
  • Solid rubber outsole with multidirectional lugs for traction

Timberland Men's Ankle Chukka Boots, Black Black Grey, 44.5 EU

$209.82  in stock
2 new from $209.80
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

Part NumberTB0A1KAC015
ModelTB0A1KAC
ColorBlack Black Grey
Is Adult Product
Size10.5

Timberland Men's Chocorua Trail Waterproof Hiking Boot,Brown w/Green,US 11.5 M

$114.95  in stock
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Outsole: B.S.F.P.™--B.S.F.P.™ motion efficiency lug outsole for excellent traction and durability on trail.
  • Midsole Material: EVA--Provides lightweight, flexible, cushioning that is highly impact-resistant.
  • Lacing System: Adjustable Lacing System--Adjustable lacing system for a tailored fit.
  • Model Number: 15130
  • Classification: Trail

Timberland PRO Men's Flume Mid Steel Toe Waterproof Ankle Boot, Brown, 10.5 Wide

$120.00
$109.95
 in stock
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Seam-sealed waterproof leather upper
  • Steel safety toe
  • Cement construction and EVA midsole for flexibility
  • Nylon shank for structural support
  • Breathable and moisture-wicking lining with treatment for odor control

Timberland Men's 6 inch Premium Waterproof Boot Fashion, Black Nubuck, 12

$194.95  in stock
6 new from $194.95
Amazon.com
as of February 27, 2022 3:19 am

Features

  • CLASSIC STYLE: Rain, slush, or snow, boots are Timberland's specialty, and when you think of Timberland boots, you're thinking of these. Our original waterproof boot provides tireless waterproof performance and instantly recognizable work-boot styling.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you’re heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

Timberland White Ledge Men's Waterproof Boot,Dark Brown,11.5 M US

$115.00
$90.14
 in stock
3 new from $89.95
6 used from $59.36
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Our White Ledge Men's Hiking Boots have premium full-grain waterproof leather uppers, seam-sealed waterproof construction, and rustproof speed lace hardware with hooks at top for secure lacing.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland Garrison Trail Waterproof Mid Hiker Medium Brown Suede 10 D (M)

$152.28  in stock
2 new from $71.78
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

Part NumberTB0A23DVD51-TRPR TN-10 Medium US
ModelTB0A23DVD51
ColorMedium Brown Suede
Size10 D (M)

Timberland Treeline STR Mid Wheat Nubuck/Camo 10.5 D (M)

$120.00
$99.98
 in stock
2 new from $99.98
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

Part NumberTB0A2EH7231-231
ColorWheat Nubuck/Camo
Size10.5

Timberland Men's Euro Hiker Boot, Brown, 10.5 M

$120.00  in stock
3 new from $120.00
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Hiker boot with padded collar D-ring lacing hardware and toe guard
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland Men's White Ledge Mid Waterproof Hiking Boot, Black, 10.5 Wide

$99.98
$89.99
 in stock
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Our White Ledge Men's Hiking Boots have premium full-grain waterproof leather uppers, seam-sealed waterproof construction, and rustproof speed lace hardware with hooks at top for secure lacing.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.

Timberland Men's Mt. Maddsen Slip On Hiking Shoe, dark brown, 10 Medium US

$100.00
$69.95
 in stock
3 new from $69.95
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • There's lots to love about our Mt. Maddsen leather shoes. They slip on, so you won't waste any time on laces. They feature rugged, clean good looks, grippy outsoles and amazing comfort.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland Rangeley Mid Leather Brown 11 D (M)

$110.00
$79.71
 in stock
8 new from $79.71
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Premium full-grain, suede leather upper
  • Compression-molded EVA midsole
  • Internal TPU shank
  • Green Rubber outsole
  • TB09811R001, TB09810R214

Timberland Men's Earthkeepers Rugged Hiking Shoe, Red Brown, 11

$199.95  in stock
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Lace-up ankle boot with plush padded collar and burnished finish at heel and toe
  • ON THE TRAIL OR THE STREET, Timberland has the styles you'll love to wear. From ankle boots & sneaker boots to sandals & boat shoes, Timberland will keep you on your feet & looking fabulous.
  • TIMBERLAND HAS YOU COVERED whether you're looking for men's boots, women's boots, or kids boots. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland has the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: Trust Timberland's line of high-quality men's, women's, and kids boots. hiking boots, outdoor gear, and activewear for all your activities from the trail to the sea to the streets.

Timberland PRO Men's 50506 Titan 6" Lace to Toe Safety Toe Boot,Haystack Brown,10.5 M

$130.51  in stock
3 new from $127.50
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

  • RUGGED STYLE: Make footprints on your favorite trail in our Mt. Maddsen waterproof hiking boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear or with jeans and a tee.
  • LOOK NO FURTHER for trail-ready performance and style. Our selection of men’s hiking boots, waterproof hiking boots, casual boots, and casual shoes is designed to fit in with your outdoor-ready ensembles, whether you’re heading to the summit or downtown.
  • TIMBERLAND BOOTS are synonymous with quality workmanship. Whether you're looking for mens boots, womens boots, or kids boots, Timberland has you covered. For the best in hiking boots, rain boots, work boots, casual shoes & boots & more, choose Timberland.
  • WHAT YOU NEED IN THE OUTDOORS: Timberland isn't just for high-quality mens, womens, and kids boots. We have the gear you need for all your outdoor adventures, including jackets and coats for outdoor activities, backpacks and luggage & outdoor accessories.
  • THE BEST IN OUTDOORS: See how Timberland's line of outdoor wear stacks up to hiking boots and outdoor gear from brands like Columbia, Merrell, Vasque, Oboz, Hi Tec, Doc Martens, Uggs, Muck Boots, Keen, Maelstrom, Justin, Hunter, Bogs, Nike, or Sorel.

Timberland PRO Men's Euro Hiker Ankle Boot, Brown, 12 Wide

$150.00
$79.99
 in stock
Amazon.com
as of February 27, 2022 3:19 am

Features

  • Premium waterproof leather and ballistic nylon upper with waterproof membrane
  • Dynamic Anti-Fatigue Technology polyurethane footbed
  • Mesh lining with treatment for odor control
  • Fiberglass shank for structural support
  • Classic hardware and styling

Timberland Garrison Trail Mid Fabric WP Black Mesh 9 D (M)

$139.99  in stock
2 new from $139.99
Free shipping
Amazon.com
as of February 27, 2022 3:19 am

Features

Part NumberTB0A2A1R015-001
ModelTB0A2A1R015
ColorBlack Mesh
Size9

Best Timberland Mens Hiking Boots 2022 | Price Comparison

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Your Guide To Buying The Best Timberland Mens Hiking Boots

Worried about buying the Best Timberland Mens Hiking Boots? Your doubts are gone.
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This is the technology we use to compile our list based on a variety of factors, we always remember that keeping the Best Timberland Mens Hiking Boots information up-to-date is the most important thing, so we are constantly updating our site.

5/5 - (711 votes)