You're in Men's Shoes

Need a Personal Shopper?

Subscribe to
Bizrate emails for the hottest
deals & products
,
PLUS a chance to

WIN $25

sign me up!

New winners chosen weekly.
No purchase necessary.

Best Seller
Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 M)

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

OneStopPlus

$175.99 $145.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 1/2 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Best Seller
Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) ... more

Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

KingSize Direct

$169.99 $135.99

go to store
Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

OneStopPlus

$175.99 $145.99

go to store
Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

OneStopPlus

$175.99 $145.99

go to store
Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 M)

Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 M) ... more

Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 11 M)

KingSize Direct

$169.99 $135.99

go to store
Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 W)

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 10 M)

Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 10 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 10 M) ... more

Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 10 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 10 M)

KingSize Direct

$169.99 $135.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 9 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 9 M)

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 9 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 9 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 10 1/2 W)

Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 10 1/2 W)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 10 1/2 W)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 11 W)

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 11 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 11 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 1/2 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 W)

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 11 M)

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 11 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 11 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 12 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 12 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 12 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 W)

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 1/2 M)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 1/2 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... ... more

Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 1/2 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The...

KingSize Direct

$280.99

go to store
Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M)

Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M) ... more

Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 11 M)

KingSize Direct

$169.99 $135.99

go to store
Men's White Ledge Waterproof boot by Timberland in Black (Size 13 M)

Men's White Ledge Waterproof boot by Timberland in Black (Size 13 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Black (Size 13 M) ... more

Men's White Ledge Waterproof boot by Timberland in Black (Size 13 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Black (Size 13 M)

KingSize Direct

$169.99 $135.99

go to store
Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 1/2 M)

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 1/2 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 1/2 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

KingSize Direct

$175.99 $145.99

go to store
Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 9 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

KingSize Direct

$175.99 $145.99

go to store
Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 11 M)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

KingSize Direct

$175.99 $145.99

go to store
Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 11 1/2 M)

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 11 1/2 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 11 1/2 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 11 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 11 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 11 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 13 M)

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 13 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 13 M)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 10 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 14 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 14 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 14 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 1/2 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 1/2 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 9 M)

Men's Park Drew Shoe by Drew in Brown Leather (Size 9 M)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... ... more

Men's Park Drew Shoe by Drew in Brown Leather (Size 9 M)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and...

KingSize Direct

$239.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

Men's Park Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... ... more

Men's Park Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and...

KingSize Direct

$239.99

go to store
Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 13 W)

Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 13 W)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more

Wide Width Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Brown (Size 13 W)

The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded...

KingSize Direct

$154.99 $123.99

go to store
Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 13 W)

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 13 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 13 W)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 W)

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable... ... more

Wide Width Men's Timberland® Earthkeepers® Original Leather Boot by Timberland in Brown (Size 10 W)

Timberland's famous Earthkeepers boot comes to KingSize. Now better than ever, in an eco-conscious design featuring linings and laces made of recycled plastic bottles and an outsole of 15% recycled rubber. Premium full-grain leather upperBreathable...

KingSize Direct

$175.99 $145.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Dark Brown (Size 9 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 13 M)

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 13 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee.... ... more

Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 13 M)

Make footprints on your favorite trail in our Timberland® 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 and with jeans and a tee....

KingSize Direct

$145.99 $115.99

go to store
Wide Width Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 13 W)

Wide Width Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 13 W)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck... ... more

Wide Width Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck (Size 13 W)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Wheat Nubuck...

KingSize Direct

$169.99 $135.99

go to store