Order before 1PM PST on 12/23 with FREE SHIPPING for GUARANTEED DELIVERY BEFORE XMAS!Order before 1PM PST on 12/23 with FREE SHIPPING for GUARANTEED DELIVERY BEFORE XMAS!Order before 1PM PST on 12/23 with FREE SHIPPING for GUARANTEED DELIVERY BEFORE XMAS!Order before 1PM PST on 12/23 with FREE SHIPPING for GUARANTEED DELIVERY BEFORE XMAS!

Cart

Timberland > Remove Remove categoryFacet Boots > Remove Remove gender Mens > Remove Remove productTypeFacet Shoes > Remove Remove subCategoryFacet Ankle
119 items found

Narrow Your Choices

Timberland - 6
New!
Timberland
6" Premium Smartwool
 $154.95
Timberland - 6
New!
Timberland
6" Premium Smartwool
 $154.95
Timberland - Yele Haiti Boot Thumbnail
New!
Timberland
Yele Haiti Boot
 $129.95
Timberland - Yele Haiti Boot Thumbnail
New!
Timberland
Yele Haiti Boot
 $129.95
Timberland - Yele Haiti Boot Thumbnail
New!
Timberland
Yele Haiti Boot
 $129.95

Timberland - 6
New!
Timberland
6" Premium
 $154.95
Timberland - Skhigh Rock Thumbnail
New!
Timberland
Skhigh Rock
 $89.95
Timberland PRO - 6
Timberland PRO
6" Pit Boss Steel Toe
 $109.00
SALE!
$92.70
Timberland PRO - 6
Timberland PRO
6" Pit Boss Steel Toe
 $109.00
SALE!
$97.34
Timberland PRO - 6
Timberland PRO
6" Pit Boss Steel Toe
 $109.00

Timberland - Earthkeepers™ Chelsea Thumbnail
Timberland
Earthkeepers™ Chelsea
 $149.95
Timberland - Earthkeepers™ Chelsea Thumbnail
Timberland
Earthkeepers™ Chelsea
 $149.95
Timberland - Earthkeepers™ Chelsea Thumbnail
Timberland
Earthkeepers™ Chelsea
 $149.95
Timberland - Mt. Washington City Chelsea Update Thumbnail
Timberland
Mt. Washington City Chelsea Update
 $139.95
Timberland - Mt. Washington City Chelsea Update Thumbnail
Timberland
Mt. Washington City Chelsea Update
 $139.95

Timberland - Mt. Washington City Chelsea Update Thumbnail
Timberland
Mt. Washington City Chelsea Update
 $139.95
Timberland - Mt. Washington City Chelsea Update Thumbnail
Timberland
Mt. Washington City Chelsea Update
 $139.95
Timberland PRO - 6
Timberland PRO
6" Pit Boss Soft Toe
 $100.00
Timberland PRO - 6
Timberland PRO
6" Pit Boss Soft Toe
 $100.00
Timberland - White Ledge Mid Waterproof Thumbnail
Timberland
White Ledge Mid Waterproof
 $84.95

Timberland PRO - Direct Attach 6
Timberland PRO
Direct Attach 6" Soft Toe
 $115.00
Timberland PRO - Direct Attach 6
Timberland PRO
Direct Attach 6" Steel Toe
 $124.00
SALE!
$109.37
Timberland - Mt. Washington City Plain Toe Chukka Thumbnail
Timberland
Mt. Washington City Plain Toe Chukka
 $139.95
Timberland - Mt. Washington City Plain Toe Chukka Thumbnail
Timberland
Mt. Washington City Plain Toe Chukka
 $139.95
Timberland - Earthkeepers® Chelsea Thumbnail
Timberland
Earthkeepers® Chelsea
 $119.95

Timberland - Earthkeepers® Chelsea Thumbnail
Timberland
Earthkeepers® Chelsea
 $119.95
Timberland PRO - Endurance PR Waterproof 6
Timberland PRO
Endurance PR Waterproof 6" Steel Toe Boot
 $154.00
Timberland PRO - Endurance PR Waterproof 6
Timberland PRO
Endurance PR Waterproof 6" Steel Toe Boot
 $154.00
Timberland - Earthkeepers® Collection 6
Timberland
Earthkeepers® Collection 6" Leather Boot
 $159.95
Timberland - Earthkeepers® Collection 6
Timberland
Earthkeepers® Collection 6" Leather Boot
 $159.95

Timberland PRO - Titan 6
Timberland PRO
Titan 6" Composite Toe
 $129.00
SALE!
$103.20
Timberland PRO - Titan 6
Timberland PRO
Titan 6" Composite Toe
 $129.00
Timberland PRO - Direct Attach Waterproof 8” Soft Toe Thumbnail
Timberland PRO
Direct Attach Waterproof 8” Soft Toe
 $120.00
Timberland PRO - Direct Attach 6
Timberland PRO
Direct Attach 6" Steel Toe
 $120.00
Timberland Urban - 6
Timberland Urban
6" Premium
 $154.95

Timberland Urban - 6
Timberland Urban
6" Premium
 $154.95
Timberland Urban - 6
Timberland Urban
6" Premium
 $154.95
Timberland Urban - 6
Timberland Urban
6" Premium
 $154.95
Timberland - Plymouth Trail Mid with Gore-Tex® Membrane Thumbnail
Timberland
Plymouth Trail Mid with Gore-Tex® Membrane
 $109.95
Timberland - Plymouth Trail Mid with Gore-Tex® Membrane Thumbnail
Timberland
Plymouth Trail Mid with Gore-Tex® Membrane
 $109.95

Timberland - Roll Top '09 Thumbnail
Timberland
Roll Top '09
 $109.95
Timberland - Roll Top '09 Thumbnail
Timberland
Roll Top '09
 $109.95
Timberland PRO - Wedge 6
Timberland PRO
Wedge 6" Steel Toe
 $105.00
Timberland PRO - Direct Attach 6
Timberland PRO
Direct Attach 6" Soft Toe
 $115.00
Timberland PRO - Titan 6
Timberland PRO
Titan 6" Titan Soft Toe
 $120.00

Timberland Urban - 6
Timberland Urban
6" Premium Scuffproof
 $154.95
Timberland Urban - 6
Timberland Urban
6" Premium Scuffproof
 $154.95
Timberland Urban - 6
Timberland Urban
6" Premium Scuffproof
 $154.95
Timberland PRO - Endurance 6
Timberland PRO
Endurance 6" Steel Toe
 $139.00
Timberland - Earthkeepers™ Moc Toe Chukka Thumbnail
Timberland
Earthkeepers™ Moc Toe Chukka
 $159.95

Timberland - Earthkeepers™ Moc Toe Chukka Thumbnail
Timberland
Earthkeepers™ Moc Toe Chukka
 $159.95
Timberland PRO - Expertise Hiker Steel Toe Thumbnail
Timberland PRO
Expertise Hiker Steel Toe
 $89.00
Timberland - Earthkeepers™ 6
Timberland
Earthkeepers™ 6" Leather Boot
 $159.95
Timberland Urban - Roll-Top Leather Thumbnail
Timberland Urban
Roll-Top Leather
 $109.95
Timberland Urban - Classic 6
Timberland Urban
Classic 6" Premium Boot
 $154.95

Timberland Urban - Classic 6
Timberland Urban
Classic 6" Premium Boot
 $154.95
Timberland Urban - Classic 6
Timberland Urban
Classic 6" Premium Boot
 $154.95
SALE!
$111.56
Timberland Urban - Field Boot Ox Thumbnail
Timberland Urban
Field Boot Ox
 $99.95
Timberland Urban - Field Boot Ox Thumbnail
Timberland Urban
Field Boot Ox
 $99.95
Timberland Urban - 2.0 Euro Hiker Thumbnail
Timberland Urban
2.0 Euro Hiker
 $109.95

Timberland Urban - 2.0 Euro Hiker Thumbnail
Timberland Urban
2.0 Euro Hiker
 $109.95
Timberland Urban - 2.0 Euro Hiker Thumbnail
Timberland Urban
2.0 Euro Hiker
 $109.95
Timberland PRO - TiTAN® Composite Toe Non-Metallic Boot Thumbnail
Timberland PRO
TiTAN® Composite Toe Non-Metallic Boot
 $136.00
Timberland PRO - TiTAN® Safety Toe Hiker Thumbnail
Timberland PRO
TiTAN® Safety Toe Hiker
 $129.00
Timberland PRO - Endurance PR Waterproof 8
Timberland PRO
Endurance PR Waterproof 8" Steel Toe Boot
 $174.00

Timberland PRO - Titan Moc Toe Mid Satety Toe Thumbnail
Timberland PRO
Titan Moc Toe Mid Satety Toe
 $120.00
Timberland - Roll-Top Thumbnail
Timberland
Roll-Top
 $119.95
Timberland - Roll-Top Thumbnail
Timberland
Roll-Top
 $119.95
Timberland PRO - TiTAN® 6
Timberland PRO
TiTAN® 6" Safety Toe
 $110.00
Timberland - Flume Mid Waterproof Thumbnail
Timberland
Flume Mid Waterproof
 $89.95

Timberland - Ledge Mid Leather and Fabric w/ Gore-Tex® Membrane Thumbnail
Timberland
Ledge Mid Leather and Fabric w/ Gore-Tex® Membrane
 $119.95
SALE!
$106.88
Timberland - Ledge Mid Leather and Fabric w/ Gore-Tex® Membrane Thumbnail
Timberland
Ledge Mid Leather and Fabric w/ Gore-Tex® Membrane
 $119.95
SALE!
$94.67
Timberland Urban - Rugged Street Chukka Thumbnail
Timberland Urban
Rugged Street Chukka
 $84.95
SALE!
$76.28
Timberland Urban - Rugged Street Chukka Thumbnail
Timberland Urban
Rugged Street Chukka
 $84.95
Timberland PRO - TiTAN® 6
Timberland PRO
TiTAN® 6" Safety Toe Workboot
 $130.00

Timberland PRO - TiTAN® 6
Timberland PRO
TiTAN® 6" Safety Toe Workboot
 $130.00
Timberland PRO - Direct Attach 8
Timberland PRO
Direct Attach 8" Steel Toe
 $125.00
Timberland Urban - Roll-Top Leather Thumbnail
Timberland Urban
Roll-Top Leather
 $129.95
Timberland - Plymouth Trail Thumbnail
Timberland
Plymouth Trail
 $104.95
SALE!
$84.87
Timberland PRO - Expertise LT Hiker Steel Toe Thumbnail
Timberland PRO
Expertise LT Hiker Steel Toe
 $90.00
SALE!
$79.50

Timberland PRO - TiTAN® Waterproof 6” Safety Toe Thumbnail
Timberland PRO
TiTAN® Waterproof 6” Safety Toe
 $155.00
SALE!
$124.00
Timberland Urban - Field Boot Thumbnail
Timberland Urban
Field Boot
 $129.95
SALE!
$94.37
Timberland PRO - Timberland PRO® 6-Eye Wedge Sole Thumbnail
Timberland PRO
Timberland PRO® 6-Eye Wedge Sole
 $99.00
Timberland PRO - Steel Trax 8
Timberland PRO
Steel Trax 8" Steel Toe
 $148.00
SALE!
$104.86
Timberland PRO - Endurance 6
Timberland PRO
Endurance 6" Waterproof Steel Toe
 $144.00

Timberland PRO - Power Welt 6
Timberland PRO
Power Welt 6" Waterproof Steel Toe
 $140.00
Timberland PRO - Titan 6” Soft Toe Thumbnail
Timberland PRO
Titan 6” Soft Toe
 $130.00
Timberland PRO - Titan Trekker Safety Toe Thumbnail
Timberland PRO
Titan Trekker Safety Toe
 $133.00
Timberland PRO - Thermal Force 6
Timberland PRO
Thermal Force 6" Steel Toe
 $181.00
Timberland PRO - TriFlex TiTAN® XL Safety Toe Waterproof Boot Thumbnail
Timberland PRO
TriFlex TiTAN® XL Safety Toe Waterproof Boot
 $154.00

Timberland - Earthkeepers® Leather and Fabric Chukka Thumbnail
Timberland
Earthkeepers® Leather and Fabric Chukka
 $109.95
SALE!
$85.35
Timberland - Earthkeepers® Leather and Fabric Chukka Thumbnail
Timberland
Earthkeepers® Leather and Fabric Chukka
 $109.95
SALE!
$87.96
Timberland PRO - Power Welt 6
Timberland PRO
Power Welt 6"
 $120.00
SALE!
$96.00
Timberland Urban - Euro Hiker Leather Thumbnail
Timberland Urban
Euro Hiker Leather
 $99.95
SALE!
$89.96
Timberland Urban - Euro Hiker Leather Thumbnail
Timberland Urban
Euro Hiker Leather
 $99.95
SALE!
$82.50

Timberland - Washington Summit Series Mid Waterproof Leather Thumbnail
Timberland
Washington Summit Series Mid Waterproof Leather
 $139.95
Timberland Urban - Roll Top Thumbnail
Timberland Urban
Roll Top
 $129.95
SALE!
$100.00
Timberland PRO - Thermal Force 8
Timberland PRO
Thermal Force 8" Steel Toe
 $185.00
Timberland PRO - Valor Bunker Hill 8
Timberland PRO
Valor Bunker Hill 8" Crosstech® Boot
 $191.00
SALE!
$128.50
Timberland PRO - Endurance PR Soft Toe Boots Thumbnail
Timberland PRO
Endurance PR Soft Toe Boots
 $169.00