11 Results
Mens Timberland Brooklyn Oxford Casual Shoe

1 colors

MSRP:$119.95
VIP:$107.96
Mens Timberland Davis Square Chukka Casual Shoe

1 colors

MSRP:$79.95
VIP:$71.96
Mens Timberland FlyRoam Go Chukka Casual Shoe

1 colors

MSRP:$119.95
Now:$94.95
VIP:$85.46
Mens Timberland Mt Maddsen Mid Waterproof Hiking Shoe

1 colors

MSRP:$109.95
VIP, All Your Benefits Apply!
Mens Timberland Chocorua Trail Mid Waterproof Hiking Shoe

1 colors

MSRP:$119.95
VIP, All Your Benefits Apply!
Mens Timberland Grantly Chukka Casual Shoe

1 colors

MSRP:$139.95
VIP, All Your Benefits Apply!
Mens Timberland Carter Notch Plain Toe Chelsea Casual Shoe

2 colors

MSRP:$149.95
VIP, All Your Benefits Apply!
Mens Timberland Britton Hill Waterproof Moc Toe Boot Casual Shoe

1 colors

MSRP:$199.95
VIP, All Your Benefits Apply!
Mens Timberland Icon 3-Eye Classic Lug Casual Shoe

2 colors

MSRP:$134.95
VIP, All Your Benefits Apply!
Mens Timberland Classic 2-Eye Icon Boat Casual Shoe

3 colors

MSRP:$94.95
VIP, All Your Benefits Apply!
Mens Timberland EK Brook Park Chukka Casual Shoe
MSRP:$149.95
VIP, All Your Benefits Apply!
11 Results

What sets Timberland Men’s shoes apart from other brands?

Timberland is an iconic brand but behind the name and hype is the quality customers have come to expect. Additionally, the company is an American manufacturer and retailer-so you know what you’re getting is authentic and USA-made.

What is the original Timberland style?

The Original Yellow Boot’ debuted in 1973 and the shoe world was never the same. The boot was created for blue-collar Americans who needed well-constructed, sturdy footwear to withstand different environments, terrain and working conditions. After its entrance into the market, the humble Yellow Boot quickly became a fashion darling in the celebrity world.


Try that throwback, original look with the Timberland 6" Icon if you want to pay homage to the company’s storied history. But there’s much more to men’s Timberland shoes than just a vintage aesthetic.

What Timberlands do I wear for casual outdoor activities?

For hitting the trails or the streets, don’t be afraid to rock Timberland sneakers for men. The FlyRoam Go Chukka offers an aerodynamic design with the comfort expected of athleisure footwear. You can also go for more traditional athletic brands like Reebok. Reebok sneakers for men are a great option if you want a similarly sleek, athletic look that says you train hard on the weekend but today, you’re taking it easy.

What Timberlands do I wear on my vacation?

Maybe you’re trekking through the wilderness on a hike; check out the Mt Maddsen for rugged durability. You’ll be a gentleman and a scholar in this relaxed style. If something even more casual is necessary, there’s also OluKai shoes for sale. Olukai offers comfortable, walkable loafers as well as the standard, vacation classic: the flip-flop.

What if Timberland isn’t my style?

Despite the diversity of styles men’s Timberland shoes offer, maybe you’re more of a New Balance man-that’s okay, as those white classics will never go out of style.


Are you looking for functional, well-built shoe? Look no further because we have the best Ahnu shoes available.

Does Road Runner Sports carry women’s Timberland sneakers?

Timberland shoes aren’t for everyone-women can expect the same premium quality and iconic aesthetic here at Road Runner Sports. Women’s Timberland sneakers offer stylish, athletic looks with Timberland’s signature, American-made character.