Skip Navigation
Shopping Bag [0]Checkout
  • There are currently no items in your Shopping Bag.

Buy online & pick up in store.
Main Content

Leather Timberland Shoes

Men's Timberland Earthkeepers 'Originals' Boot, Size 10 M - Brown
Quick View
Men's Timberland Earthkeepers 'Originals' Boot, Size 10 M - Brown

Timberland

Men's Timberland Earthkeepers 'Originals' Boot, Size 10 M - Brown

$160.00 Item 1103966

Details & Care

Reinforced construction adds a utilitarian edge to a handsome boot fashioned from tough leather. Color(s): brown. Brand: Timberland. Style Name: Timberland Earthkeepers 'Originals' Boot (Men). Style Number: 1103966_1.

See More Details
Men's Timberland Earthkeepers 'Tremont' Chelsea Boot
Quick View
Men's Timberland Earthkeepers 'Tremont' Chelsea Boot

Timberland

Men's Timberland Earthkeepers 'Tremont' Chelsea Boot

$120.00 Item 687450

Details & Care

Rugged leather forms a durable boot shaped with sustainable methods and fitted with an OrthoLite footbed for comfort. Color(s): dark brown oiled. Brand: Timberland. Style Name: Timberland Earthkeepers 'Tremont' Chelsea Boot. Style Number: 687450.

See More Details
Men's Timberland Earthkeepers 'Kempton' Derby
Quick View
Men's Timberland Earthkeepers 'Kempton' Derby Was: $130.00 Now: $93.90 27% OFF
Men's Timberland Earthkeepers 'Kempton' Derby

Timberland

Men's Timberland Earthkeepers 'Kempton' Derby

$93.90

Details & Care

The premium full-grain leather of this refined derby features a unique coating that makes it water-resistant, while the Climapath lining wicks moisture and SensorFlex technology provides all-day comfort and support. In keeping with Timberland Earthkeepers' eco-conscious philosophy, recycled materials have been incorporated in the construction. Color(s): brown smooth. Brand: Timberland. Style Name: Timberland Earthkeepers ...

See More Details
Men's Timberland 'Brookpark' Oxford
Quick View
Men's Timberland 'Brookpark' Oxford

Timberland

Men's Timberland 'Brookpark' Oxford

$125.00 Item 1106488

Details & Care

A handsome oxford lets impeccable quality speak for itself with a classic plain-toe profile and a smooth leather finish. Color(s): black, dark brown, medium brown. Brand: Timberland. Style Name: Timberland 'Brookpark' Oxford (Men). Style Number: 1106488.

See More Details
Men's Timberland Pull-On Boot
Quick View
Men's Timberland Pull-On Boot

Timberland

Men's Timberland Pull-On Boot

$450.00 Item 1106009

Details & Care

A hearty Vibram lug sole grounds a ruggedly styled American boot hand-crafted from tough Horween leather. Color(s): black, dark brown. Brand: Timberland. Style Name: Timberland Pull-On Boot (Men). Style Number: 1106009.

See More Details
Men's Timberland 'Lost History' Chelsea Boot, Size 12 M - Black
Quick View
Men's Timberland 'Lost History' Chelsea Boot, Size 12 M - Black

Timberland

Men's Timberland 'Lost History' Chelsea Boot, Size 12 M - Black

$199.90 Item 718869

Details & Care

Richly colored leather forms a boldly styled Chelsea boot with versatile vintage appeal. Color(s): burnished black leather, burnished brown leather. Brand: Timberland. Style Name: Timberland 'Lost History' Chelsea Boot (Men). Style Number: 718869.

See More Details
Men's Timberland 'Westhaven' Waterproof Oxford
Quick View
Men's Timberland 'Westhaven' Waterproof Oxford

Timberland

Men's Timberland 'Westhaven' Waterproof Oxford

$160.00 Item 1104892

Details & Care

A handsome oxford with rugged welting construction is made from waterproof leather for a versatile style choice that can be worn day to night, whatever the weather. Color(s): black. Brand: Timberland. Style Name: Timberland 'Westhaven' Waterproof Oxford (Men). Style Number: 1104892.

See More Details
Men's Timberland Earthkeepers Lace-Up Boot
Quick View
Men's Timberland Earthkeepers Lace-Up Boot

Timberland

Men's Timberland Earthkeepers Lace-Up Boot

$160.00 Item 207145

Details & Care

Water-resistant leather is crafted into a rugged lace-up boot with recycled materials in the lining, footbed and sole for Earth-friendly appeal. Color(s): dark brown, wheat. Brand: Timberland. Style Name: Timberland Earthkeepers Lace-Up Boot (Men). Style Number: 207145_1.

See More Details
Men's Timberland 'Coulter Collection' Leather Pull-On Boot
Quick View
Men's Timberland 'Coulter Collection' Leather Pull-On Boot

Timberland

Men's Timberland 'Coulter Collection' Leather Pull-On Boot

$272.96

Details & Care

Timberland Boot Company is a collection inspired by the way boots used to be made: lavish attention to detail and the finest leather sourced from Horween, the oldest existing tannery in the United States. Made for the long haul, these handsewn boots feature full true cement welt construction, making this style completely re-soleable. Color(s): brown, dark brown. Brand: Timberland. Style Name: Timberland 'Coulter ...

See More Details
Men's Timberland Earthkeepers 'Britton Hill' Cap Toe Chukka Boot
Quick View
Men's Timberland Earthkeepers 'Britton Hill' Cap Toe Chukka Boot

Timberland

Men's Timberland Earthkeepers 'Britton Hill' Cap Toe Chukka Boot

$170.00 Item 489409

Details & Care

A rugged, yet refined, cap-toe chukka boot is crafted from waterproof full-grain leather and features new SensorFlex technology for the ultimate performance no matter what surface you find yourself standing on. Color(s): black smooth, dark brown smooth. Brand: Timberland. Style Name: Timberland Earthkeepers 'Britton Hill' Cap Toe Chukka Boot (Men). Style Number: 489409.

See More Details
Men's Timberland 'Lost History' Wingtip Boot, Size 11 M - Grey
Quick View
Men's Timberland 'Lost History' Wingtip Boot, Size 11 M - Grey

Timberland

Men's Timberland 'Lost History' Wingtip Boot, Size 11 M - Grey

$199.90 Item 718809

Details & Care

Richly colored leather forms a boldly styled wingtip boot with versatile vintage appeal. Color(s): burnished brown, dark grey. Brand: Timberland. Style Name: Timberland 'Lost History' Wingtip Boot (Men). Style Number: 718809.

See More Details
Men's Timberland 'Westhaven' Cap Toe Boot, Size 11.5 M - Black
Quick View
Men's Timberland 'Westhaven' Cap Toe Boot, Size 11.5 M - Black

Timberland

Men's Timberland 'Westhaven' Cap Toe Boot, Size 11.5 M - Black

$180.00 Item 1105557

Details & Care

Clean lines define a ruggedly handsome boot shaped from rich, smooth leather while a cap toe with minimalist broguing finishes the look with on-trend appeal. Color(s): black. Brand: Timberland. Style Name: Timberland 'Westhaven' Cap Toe Boot (Men). Style Number: 1105557.

See More Details
Men's Timberland 'Britton Hill' Waterproof Boot, Size 9.5 M - Black
Quick View
Men's Timberland 'Britton Hill' Waterproof Boot, Size 9.5 M - Black

Timberland

Men's Timberland 'Britton Hill' Waterproof Boot, Size 9.5 M - Black

$113.98 Item 1106702

Details & Care

Tonal stitching and subtle embossing style a handsome waterproof boot shaped from rich leather. Color(s): black, brown. Brand: Timberland. Style Name: Timberland 'Britton Hill' Waterproof Boot (Men). Style Number: 1106702.

See More Details
Men's Timberland 'Kempton' Brogue Oxford
Quick View
Men's Timberland 'Kempton' Brogue Oxford

Timberland

Men's Timberland 'Kempton' Brogue Oxford

$140.00 Item 1106550

Details & Care

Made with SensorFlex technology and an OrthoLite footbed, a low-profile oxford-shaped from smooth leather and marked with classic brogue details-offers all-day comfort to a refined, wear-with-anything style choice.  Color(s): black. Brand: Timberland. Style Name: Timberland 'Kempton' Brogue Oxford (Men). Style Number: 1106550.

See More Details
Men's Timberland 'Chillberg' Waterproof Boot, Size 10 M - Brown
Quick View
Men's Timberland 'Chillberg' Waterproof Boot, Size 10 M - Brown

Timberland

Men's Timberland 'Chillberg' Waterproof Boot, Size 10 M - Brown

$130.00 Item 1104993

Details & Care

Take winter in stride in a waterproof, pull-on boot shaped from rugged leather and set on a lugged, recycled-rubber sole.  Color(s): dark brown. Brand: Timberland. Style Name: Timberland 'Chillberg' Waterproof Boot (Men). Style Number: 1104993_1.

See More Details
Men's Timberland Earthkeepers 'Chestnut Ridge' Apron Toe Boot
Quick View
Men's Timberland Earthkeepers 'Chestnut Ridge' Apron Toe Boot

Timberland

Men's Timberland Earthkeepers 'Chestnut Ridge' Apron Toe Boot

$175.00 Item 489423

Details & Care

Ruggedly worn leather shapes a vintage-inspired boot fitted with a durable rubber lug sole. Color(s): black smooth, red brown oiled. Brand: Timberland. Style Name: Timberland Earthkeepers 'Chestnut Ridge' Apron Toe Boot (Men). Style Number: 489423.

See More Details
Men's Timberland 'Wodehouse Lost History' Cap Toe Oxford
Quick View
Men's Timberland 'Wodehouse Lost History' Cap Toe Oxford

Timberland

Men's Timberland 'Wodehouse Lost History' Cap Toe Oxford

$289.00 Item 324819

Details & Care

A ruggedly handsome cap-toe oxford is crafted from premium Horween leather and hand-finished for a well-worn look and feel. Color(s): brown, burnished black leather, dark brown leather, grey, light brown. Brand: Timberland. Style Name: Timberland 'Wodehouse Lost History' Cap Toe Oxford (Men). Style Number: 324819. Available In Stores.

See More Details
Men's Timberland Earthkeepers Side Zip Boot
Quick View
Men's Timberland Earthkeepers Side Zip Boot Was: $170.00 Now: $137.90 18% OFF
Men's Timberland Earthkeepers Side Zip Boot

Timberland

Men's Timberland Earthkeepers Side Zip Boot

$137.90 Item 268540

Details & Care

Full-grain leather boot designed with both a side zip and lace-up front is constructed with recycled materials in the lining, footbed and sole for eco-conscious appeal. Smart Comfort system provides essential cushioning and support where it's needed the most. Color(s): burnished brown, burnished tan. Brand: Timberland. Style Name: Timberland Earthkeepers Side Zip Boot. Style Number: 268540. Available In Stores.

See More Details
Men's Timberland Earthkeepers 'Kempton' Chukka Boot, Size 8.5 M - Brown
Quick View
Men's Timberland Earthkeepers 'Kempton' Chukka Boot, Size 8.5 M - Brown

Timberland

Men's Timberland Earthkeepers 'Kempton' Chukka Boot, Size 8.5 M - Brown

$140.00

Details & Care

The premium full-grain leather of this refined chukka boot features a unique coating that makes it water-resistant, while the Climapath lining wicks moisture and SensorFlex technology provides all-day comfort and support. In keeping with Timberland Earthkeepers' eco-conscious philosophy, recycled materials have been incorporated in the construction. Color(s): black smooth, brown full grain. Brand: Timberland. Style Name: ...

See More Details
Men's Timberland 'Wodehouse Lost History' Boot
Quick View
Men's Timberland 'Wodehouse Lost History' Boot Was: $299.00 Now: $189.90 36% OFF
Men's Timberland 'Wodehouse Lost History' Boot

Timberland

Men's Timberland 'Wodehouse Lost History' Boot

$189.90 Item 274472

Details & Care

Premium leather shapes a minimally pieced, lightweight chukka boot that offers an exceptionally comfortable fit with a roomy toe box, well-cushioned insole and a crisp notch at the topline. Color(s): beige, grey burnished leather, light oiled brown, navy suede/ grey. Brand: Timberland. Style Name: Timberland 'Wodehouse Lost History' Boot (Men). Style Number: 274472. Available In Stores.

See More Details
Men's Timberland 'Premium Heritage' Round Toe Boot
Quick View
Men's Timberland 'Premium Heritage' Round Toe Boot

Timberland

Men's Timberland 'Premium Heritage' Round Toe Boot

$190.00 Item 1062830

Details & Care

Hearty leather construction defines a tough, waterproof work boot set on a durable lug sole that provides reliable traction. Color(s): brown burnished full grain, burnt orange oiled leather, wheat burnished/ leather. Brand: Timberland. Style Name: Timberland 'Premium Heritage' Round Toe Boot (Men). Style Number: 1062830.

See More Details
Men's Timberland 'Schazzberg' Insulated Waterproof Boot
Quick View
Men's Timberland 'Schazzberg' Insulated Waterproof Boot

Timberland

Men's Timberland 'Schazzberg' Insulated Waterproof Boot

$200.00 Item 1104674

Details & Care

A ruggedly handsome waterproof boot is shaped from rich, smooth leather and insulated with PrimaLoft insulation to keep your feet warm and dry in wintry weather. An OrthoLite footbed ensures all-day comfort while a Vibram sole provides optimal traction on slippery grounds. Color(s): brown, dark brown. Brand: Timberland. Style Name: Timberland 'Schazzberg' Insulated Waterproof Boot (Men). Style Number: 1104674.

See More Details
Men's Timberland 'Jefferson Summit' Waterproof Hiking Boot
Quick View
Men's Timberland 'Jefferson Summit' Waterproof Hiking Boot

Timberland

Men's Timberland 'Jefferson Summit' Waterproof Hiking Boot

$160.00 Item 1104246

Details & Care

A smart membrane ensures dry comfort in a hearty hiking boot shaped from durable leather and fitted with a Vibram sole for reliable traction on any trail surface. Color(s): black, dark brown. Brand: Timberland. Style Name: Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men). Style Number: 1104246.

See More Details
Men's Timberland 'Kempton' Slip-On, Size 12 M - Black
Quick View
Men's Timberland 'Kempton' Slip-On, Size 12 M - Black

Timberland

Men's Timberland 'Kempton' Slip-On, Size 12 M - Black

$140.00 Item 1106440

Details & Care

Designed with SensorFlex technology and an OrthoLite footbed, a handsome slip-on is shaped from smooth leather and cast in a sleek silhouette for a stylish look that offers all-day comfort. Color(s): black, dark brown. Brand: Timberland. Style Name: Timberland 'Kempton' Slip-On (Men). Style Number: 1106440.

See More Details
Men's Timberland 'Brookpark' Chukka Boot
Quick View
Men's Timberland 'Brookpark' Chukka Boot

Timberland

Men's Timberland 'Brookpark' Chukka Boot

$130.00 Item 1106294

Details & Care

Rich, oiled nubuck leather defines a classic chukka boot set on a traction-enhancing Gripstick sole, while an antifatigue footbed makes it comfortable to wear all week long. Color(s): brown. Brand: Timberland. Style Name: Timberland 'Brookpark' Chukka Boot (Men). Style Number: 1106294.

See More Details
Men's Timberland 'City Lite' Waterproof Chukka Boot, Size 8.5 M - Black
Quick View
Men's Timberland 'City Lite' Waterproof Chukka Boot, Size 8.5 M - Black

Timberland

Men's Timberland 'City Lite' Waterproof Chukka Boot, Size 8.5 M - Black

$71.98 Item 687382

Details & Care

Rich, full-grain leather shapes an eco-conscious chukka boot in a waterproof construction to keep you dry in adverse conditions. Color(s): black smooth, brown oiled. Brand: Timberland. Style Name: Timberland 'City Lite' Waterproof Chukka Boot (Men). Style Number: 687382.

See More Details
Men's Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot
Quick View
Men's Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot

Timberland

Men's Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot

$190.00 Item 1103833

Details & Care

You'll stay warm and dry in a casually handsome lace-up waterproof boot shaped from rich leather. A padded collar with PrimaLoft insulation ensures all-day warmth while a  Gripstick rubber sole provides optimal traction on slippery grounds. Color(s): light brown. Brand: Timberland. Style Name: Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot (Men). Style Number: 1103833.

See More Details
Men's Timberland 'Authentic - 3 Eyelet' Lugged Boat Shoe
Quick View
Men's Timberland 'Authentic - 3 Eyelet' Lugged Boat Shoe

Timberland

Men's Timberland 'Authentic - 3 Eyelet' Lugged Boat Shoe

$125.00 Item 5098602

Details & Care

Superb boat-shoe styling defines a rough-and-rugged deck shoe lined with leather and featuring a hand-stitched moc toe, cotton canvas trim and a tough lugged rubber sole for excellent traction in adverse conditions. Color(s): black/ grey waxed, brown/ tan waxed. Brand: Timberland. Style Name: Timberland 'Authentic - 3 Eyelet' Lugged Boat Shoe (Men). Style Number: 5098602.

See More Details
Men's Timberland 'Wodehouse Lost History' Boot, Size 12 M - Black
Quick View
Men's Timberland 'Wodehouse Lost History' Boot, Size 12 M - Black

Timberland

Men's Timberland 'Wodehouse Lost History' Boot, Size 12 M - Black

$299.00 Item 274472

Details & Care

Premium leather shapes a minimally pieced, lightweight chukka boot that offers an exceptionally comfortable fit with a roomy toe box, well-cushioned insole and a crisp notch at the topline. Color(s): beige, grey burnished leather, light oiled brown, navy suede/ grey. Brand: Timberland. Style Name: Timberland 'Wodehouse Lost History' Boot (Men). Style Number: 274472. Available In Stores.

See More Details
Men's Timberland 'Westhaven 6' Side Zip Boot, Size 10.5 M - Brown
Quick View
Men's Timberland 'Westhaven 6' Side Zip Boot, Size 10.5 M - Brown

Timberland

Men's Timberland 'Westhaven 6' Side Zip Boot, Size 10.5 M - Brown

$180.00 Item 1104052

Details & Care

Hearty leather defines a handsome boot fitted with a smart side zipper for easy on and off and an anti-fatigue insole for all-day comfort. Color(s): light brown. Brand: Timberland. Style Name: Timberland 'Westhaven 6' Side Zip Boot (Men). Style Number: 1104052.

See More Details
Men's Timberland 'Altamont Fisherman' Sandal
Quick View
Men's Timberland 'Altamont Fisherman' Sandal

Timberland

Men's Timberland 'Altamont Fisherman' Sandal

$99.95 Item 113712

Details & Care

Full-grain nubuck leather adds comfort and durability to a fisherman-style sandal secured with an easy hook-and-loop strap. Dual-density outsole lends flexibility, while the Smart Comfort system ensures all day comfort. Color(s): black leather, brown, brown leather, brown smooth, dark brown. Brand: Timberland. Style Name: Timberland 'Altamont Fisherman' Sandal. Style Number: 113712.

See More Details
Men's Timberland 'Premium' Waterproof Boot
Quick View
Men's Timberland 'Premium' Waterproof Boot

Timberland

Men's Timberland 'Premium' Waterproof Boot

$210.00 Item 1104530

Details & Care

You'll stay warm and dry in a casually handsome lace-up waterproof boot shaped from rich leather and lined with fluffy faux shearling. A padded collar with PrimaLoft insulation ensures all-day warmth while a Gripstick rubber sole provides optimal traction on slippery grounds. Color(s): black, medium brown, wheat. Brand: Timberland. Style Name: Timberland 'Premium' Waterproof Boot (Men). Style Number: 1104530.

See More Details