Men's Hiking Shoes & Boots

299 Results
Get it Fast
299 Results
product image

Hi-Tec Mauna Hiking Shoe - Men's

Now $59.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(85)
product image

Eddie Bauer Portland Waterproof Boot - Men's

Now $69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(3)
Top Rated
product image

Eddie Bauer Yesler Fisherman Sandal

Now $44.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(16)
Top Rated
product image

Merrell Speed Strike 2 Hiking Shoe - Men's

$89.99 Maximum Clearance Price $99.99 $99.99
★★★★★ ★★★★★
(76)
Top Rated
product image

Teva Hudson Sandal

$69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(722)
product image

Skechers Relment Daggett Hiking Boot - Men's

$79.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(79)
Top Rated
product image

HEYDUDE Wally Hey2O Slip-On - Men's

$69.99
★★★★★ ★★★★★
(23)
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$164.99
★★★★★ ★★★★★
(289)
Top Rated
product image

adidas Terrex Anylander Hiking Shoe - Men's

$74.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(913)
New Arrival
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(33)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(601)
Top Rated
product image

Teva Trailpulse River Sandal

$69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(113)
Top Rated
product image

Timberland Field Trekker Hiking Boot - Men's

$119.99
★★★★★ ★★★★★
(18)
Top Rated
product image

Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(35)
Top Rated
product image

adidas TERREX Anylander Hiking Shoe - Men's

$74.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(910)
product image

Teva Hurricane XLT3 Sandal - Men's

Add to bag to see price
Top Rated
product image

Merrell Jungle Moc Slip-On Trail Shoe - Men's

$109.99
★★★★★ ★★★★★
(1852)
Top Rated
product image

Eddie Bauer Red Lodge Mid Hiking Boot - Men's

$74.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(18)
Top Rated
product image
Top Rated
product image

adidas Terrex Rockadia Hiking Shoe - Men's

$69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(64)
product image

Mix No. 6 Kamil Water Shoe

$29.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(25)
Top Rated
product image

adidas Terrex Rockadia Hiking Shoe - Men's

$69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(64)
Top Rated
product image

Merrell MOAB 3 Hiking Boot - Men's

$144.99
★★★★★ ★★★★★
(355)
Top Rated
product image

adidas Terrex Rockadia Hiking Shoe - Men's

$69.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(64)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(11)
Top Rated
product image

Merrell MOAB 3 Vent Trail Shoe - Men's

$144.99
★★★★★ ★★★★★
(548)
Top Rated
product image

Teva Hydratrek Sandal

Clearance Item - Add to bag to see price Add to bag to see price
★★★★★ ★★★★★
(3)
product image

Crocs Classic All Terrain Clog - Men's

$54.99
★★★★★ ★★★★★
(1323)
Top Rated
product image
Clearance
product image

Timberland Redwood Falls Boot - Men's

Minimum Clearance Price $129.98 $129.98
★★★★★ ★★★★★
(154)
Top Rated
product image

Propet Ridge Walker Hiking Boot - Men's

$134.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(61)
product image

Merrell Moab Mid-Top Hiking Boot - Men's

$154.99
★★★★★ ★★★★★
(282)
Top Rated
product image

adidas Terrex Hikster LT Hiking Shoe - Men's

$59.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(3)
product image

HUNTER Orford Rain Boot - Men's

$194.96
Top Rated
product image

Rockport Darwyn Sandal

Now $89.99
★★★★★ ★★★★★
(22)
Top Rated
product image

adidas TERREX Anylander Hiking Shoe - Men's

$74.99
Extra 20% off for VIPs!
★★★★★ ★★★★★
(911)
Top Rated
product image

Teva Terra Fi 5 Universal Sandal

$119.99
★★★★★ ★★★★★
(3)
Top Rated
product image

Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$109.99
★★★★★ ★★★★★
(5)
product image

Merrell Jungle Trek Mule

$109.99
★★★★★ ★★★★★
(19)
New Arrival
product image

Bogs Boga Campster Clog

$84.99
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$164.99
★★★★★ ★★★★★
(538)
Top Rated
product image

Propet Cliff Walker Boot - Men's

$154.99
★★★★★ ★★★★★
(44)
Clearance
product image

Teva Ellwood Trail Sneaker - Men's

Clearance Item - Add to bag to see price Add to bag to see price
★★★★★ ★★★★★
(2)
Top Rated
product image

ECCO Yucatan River Sport Sandal

$149.99
★★★★★ ★★★★★
(57)

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.