Men's Hiking Boots

110 Results
Get it Fast
110 Results
Clearance
product image
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(601)
product image

Skechers Relment Daggett Hiking Boot - Men's

$79.99
BOGO 50% off!
★★★★★ ★★★★★
(79)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(33)
Top Rated
product image

Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(35)
product image

Eddie Bauer Portland Waterproof Boot - Men's

Now $69.99
BOGO 50% off!
★★★★★ ★★★★★
(3)
product image

Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$129.99
BOGO 50% off!
★★★★★ ★★★★★
(27)
Top Rated
product image

Merrell MOAB 3 Hiking Boot - Men's

$144.99
BOGO 1st pair only!
★★★★★ ★★★★★
(350)
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$164.99
BOGO 1st pair only!
★★★★★ ★★★★★
(289)
Top Rated
product image

Timberland Field Trekker Hiking Boot - Men's

$119.99
BOGO 50% off!
★★★★★ ★★★★★
(18)
Top Rated
product image
Top Rated
product image

Eddie Bauer Red Lodge Mid Hiking Boot - Men's

$74.99
BOGO 50% off!
★★★★★ ★★★★★
(18)
Top Rated
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$164.99
BOGO 1st pair only!
★★★★★ ★★★★★
(247)
Top Rated
product image

Propet Cliff Walker Boot - Men's

$154.99
BOGO 1st pair only!
★★★★★ ★★★★★
(44)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(11)
Clearance
product image
Clearance
product image
product image

Caterpillar Invader Hiker Work Boot - Men's

$164.99
BOGO 1st pair only!
★★★★★ ★★★★★
(1)
Top Rated
product image

Propet Ridge Walker Hiking Boot - Men's

$134.99
BOGO 50% off!
★★★★★ ★★★★★
(61)
Top Rated
product image
product image

Keen Targhee IV Waterproof Hiking Boot - Men's

$189.99
BOGO 1st pair only!
★★★★★ ★★★★★
(446)
New Arrival
product image

Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$119.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
Top Rated
product image

Merrell Moab 3 Waterproof Hiking Boot - Men's

$169.99
BOGO 1st pair only!
★★★★★ ★★★★★
(286)
Top Rated
product image

Territory Zion Hiking Boot - Men's

Now $49.99
BOGO 50% off!
★★★★★ ★★★★★
(4)
Top Rated
product image
Top Rated
product image

Merrell Speed Strike 2 Hiking Shoe - Men's

$109.99
BOGO 1st pair only!
★★★★★ ★★★★★
(13)
Top Rated
product image

Propet Sentry Hiking Boot - Men's

$154.99
BOGO 1st pair only!
★★★★★ ★★★★★
(8)
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$164.99
BOGO 1st pair only!
★★★★★ ★★★★★
(536)
Top Rated
product image
product image

Eddie Bauer Portland Waterproof Hiking Boot - Men's

Now $69.99
BOGO 50% off!
★★★★★ ★★★★★
(12)
Top Rated
product image
product image

Keen Targhee II Waterproof Hiking Shoe - Men's

$169.99
BOGO 1st pair only!
★★★★★ ★★★★★
(294)
product image

BILLY Footwear Inclusion Trail Hiking Boot - Men's

$134.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
product image

Totes Isotoner Chelsea Rain Boot - Men's

$59.99
BOGO 50% off!
★★★★★ ★★★★★
(111)
product image

Keen Targhee IV Hiking Shoe - Men's

$169.99
BOGO 1st pair only!
★★★★★ ★★★★★
(40)
Top Rated
product image

Merrell Accentor 3 Hiking Boot - Men's

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(15)
Top Rated
product image

adidas Terrex Anylander Mid RAIN.RDY Hiking Boot - Men's

Now $79.99
BOGO 50% off!
★★★★★ ★★★★★
(674)
Top Rated
product image
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$169.99
BOGO 1st pair only!
★★★★★ ★★★★★
(760)
Top Rated
product image

adidas TERREX Anylander Hiking Shoe - Men's

Now $59.99
BOGO 50% off!
★★★★★ ★★★★★
(904)
Clearance
product image
New Arrival
product image

Merrell Wrapt Waterproof Hiking Boot - Men's

$144.99
BOGO 50% off!
★★★★★ ★★★★★
(153)
product image

Merrell Moab Mid-Top Hiking Boot - Men's

$154.99
BOGO 1st pair only!
★★★★★ ★★★★★
(281)
product image

Propet Shield Walker Boot

$169.99
BOGO 50% off!
★★★★★ ★★★★★
(4)
Clearance
product image
Top Rated
product image

Keen Targhee Apex Mid Hiking Boot - Men's

$189.99
BOGO 1st pair only!
★★★★★ ★★★★★
(10)
Top Rated
product image

Propet Traverse Hiking Boot - Men's

Now $109.99 Maximum Clearance Price $134.99 $134.99
BOGO 1st pair only!
★★★★★ ★★★★★
(25)
product image

Reebok Work Beamer Composite Toe Work Boot - Men's

Now $149.99
BOGO 50% off!
★★★★★ ★★★★★
(19)
Top Rated
product image
Top Rated
product image

Keen Targhee Apex Mid Hiking Boot - Men's

$189.99
BOGO 1st pair only!
★★★★★ ★★★★★
(6)

Shop Men's Hiking Boots Built for Rougher Terrain

Men's hiking boots are often built with a wider forefoot and reinforced toe box, standing up to rocky trails and heavier loads better than a slimmer everyday boot. Browsing the full boots collection is a good way to see the full range of options, from rugged trail styles to work-ready boots built for similar terrain. A wider platform underfoot tends to matter more on technical terrain, while a narrower build can feel more agile on groomed trails.

The Details That Hold Up on the Trail

Construction changes a lot about how a hiking boot performs over time. A full-grain leather upper holds up to abrasion and breaks in over repeated wear, while a synthetic upper stays lighter and dries out faster after a wet hike. A stiffer, shank-supported sole helps distribute weight on rocky, uneven ground, which matters more for loaded packs or longer treks. Reinforced toe caps and heel counters add durability for anyone hiking off-trail or over loose rock regularly.

Hiking Boots for the Trail, Work Site, and Everyday Wear

A lot of men's hiking boots end up doing double duty off the trail, especially on job sites or outdoor work that calls for similar traction and support. Pairing either use with the right gear, like wool socks from DSW's accessories shop, helps prevent blisters whether you're hiking eight miles or standing on a job site for eight hours. Here are a few construction details worth checking before you decide which pair fits your day-to-day:

  • A steel or composite shank adds stiffness underfoot, useful for hauling gear or standing for long stretches
  • A gusseted tongue keeps debris and water from working their way in through the laces
  • A rubber rand around the base of the boot guards against scuffs and abrasion on rocky ground
  • A removable insole lets you swap in custom orthotics or extra cushioning as needed

FAQs

How much room should men's hiking boots leave at the toe?

Leave about a thumb's width of space between your longest toe and the front of the boot, since feet swell over the course of a long hike. Too little room causes blisters and black toenails on descents, while too much room lets your foot slide and rub inside the boot.

Can hiking boots double as work boots?

Many men's hiking boots hold up fine for light-duty work, especially models with a reinforced toe and a stiffer sole, though they usually don't meet safety-rated standards like steel-toe requirements. If your job calls for certified protection, look specifically for a work boot rated for that use rather than substituting a hiking boot.

Are leather or synthetic hiking boots better?

Leather holds up better to abrasion and molds to your foot over time, but it takes longer to dry out if it gets wet. Synthetic uppers dry faster and weigh less, which some hikers prefer for warm-weather trips or long-distance trekking.