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Rugged Trail Shoes

Explore rugged trail shoes in a selection of styles for your next outing. Compare fit, sizing and the features listed for each pair to help you choose shoes that suit your feet and the trails you plan to explore.

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Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged, waterproof trail shoe in hazy gray leather, rubber, and nylon with excellent traction and support.
(158)
$165 $165
SALE
$165 $165
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A rugged brown trail shoe with waterproof nubuck leather, abrasion-resistant panels, and reliable multi-directional traction.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged, waterproof hiker with a nubuck leather upper and reliable traction for muddy trails.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$180 $180
SALE
Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
A black trail running shoe with GORE-TEX waterproofing, EVA midsole, and 4mm lugs for all-terrain traction.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A brown waterproof leather hiking shoe featuring a rugged rubber outsole and breathable, recycled-material details.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A durable brown suede hiking shoe with waterproof membrane and enhanced traction for wet conditions.
(0)
$110 $110
SALE
$110 $110
SALE
Women's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes, Leather
A waterproof gray leather hiking shoe with enhanced traction, recycled materials, and thermoregulating comfort lining.
(0)
$120 $120
SALE
$120 $120
SALE
Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
A gray trail running shoe with GORE-TEX waterproofing, cushioned EVA midsole, and reflective safety details.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Urban Storm Shoes, Waterproof Insulated
L.L.Bean Men's Urban Storm Shoes, Waterproof Insulated
A rugged, waterproof, and insulated shoe with a leather upper and rubber outsole, perfect for all-weather comfort.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Trail Model X Waterproof Hiking Shoes, Camo
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Camo
A waterproof hiking shoe featuring water-resistant suede, TEK2.5® membrane, and enhanced traction for wet trails.
(0)
$110 $92.99
SALE
$110 $92.99
SALE
Women's Keen Targhee IV Waterproof Hiking Shoes
Keen Women's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A waterproof tan hiking shoe with cushioned EVA midsole, Vibram® outsole, and breathable mixed-material upper.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Trail Model X Waterproof Hiking Shoes
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes
A gray suede and rubber hiking shoe featuring waterproof protection, breathable mesh panels, and enhanced wet-surface traction.
(0)
$110 $110
SALE
$110 $110
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged brown hiker with waterproof B-DRY lining, nubuck leather upper, and reliable multi-directional traction.
(100)
$180 $180
SALE
What customers like:
Snug ankle support
Warm for cold weather
Sturdy construction
Reliable for hiking
Comfortable fit
$180 $180
SALE
Men's HOKA Challenger 8 Trail Shoes
HOKA Men's HOKA Challenger 8 Trail Shoes
A blue trail running shoe featuring a lightweight mesh upper, cushioned EVA midsole, and grippy 4mm lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Oboz Ousel B-Dry Hiking Shoes
Oboz Women's Oboz Ousel B-Dry Hiking Shoes
A waterproof gray hiking shoe with recycled polyester laces, leather upper, and high-traction rubber outsole.
(0)
$145 $145
SALE
$145 $145
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A brown, waterproof trail shoe with recycled mesh, rock protection, cushioned comfort, and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A waterproof tan hiking shoe with a suede-and-nylon upper and grippy rubber outsole for tough trails.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Men's Trail Model X Ventilated Hiking Shoes
L.L.Bean Men's Trail Model X Ventilated Hiking Shoes
A gray suede and rubber hiking shoe with breathable mesh panels and enhanced wet-surface traction.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a leather/rubber upper, offering all-day comfort and superior traction.
(0)
$140 $119.99
SALE
$140 $119.99
SALE
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A durable, waterproof hiking shoe with advanced cushioning and superior arch support, perfect for various activities.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Superior arch support
Comfortable fit
Professional customer service
$160 $160
SALE
Women's NextVenture Hiking Shoes, Waterproof
L.L.Bean Women's NextVenture Hiking Shoes, Waterproof
A waterproof blue hiking shoe with mesh, rubber, and leather for comfort, traction, and durability.
(0)
$150 $150
SALE
$150 $150
SALE
Kids' Trail Model Hikers, Low
L.L.Bean Kids' Trail Model Hikers, Low
A rugged gray kids' hiking shoe with breathable mesh, water-resistant suede, and superior rubber traction.
(253)
$64.95 $49.99
SALE
What customers like:
Good value for money
Durable construction
Rugged soles for traction
Versatile for everyday wear
Comfortable fit
$64.95 $49.99
SALE

Rugged Trail Shoes

Rugged Trail Shoes belong in the kind of outdoor plans that leave room to linger: a favorite trail with a friend, a quiet stretch of woods, or a family outing with plenty of stops to take in the view. Choosing a pair starts with thinking about the trails you enjoy and what you like in a shoe. Consider the shape, the fit and how each style fits into your outdoor wardrobe, rather than choosing on looks alone. A familiar silhouette or an understated color can make the decision easier, but the most useful comparison is between the individual details of each pair. Look closely at the product descriptions and sizing information to find the options that match your preferences.

Fit deserves a little extra attention, especially when you’re replacing an old favorite. Use your current shoes as a starting point: notice where they feel too close, where there’s unwanted space and whether you’ve been wishing for a different shape around the toes. Check the available widths and any style-specific sizing notes before settling on a size. When trying on trail shoes, wear the socks you expect to wear with them, lace both shoes and give yourself time to walk around indoors. Pay attention to pressure across the top of the foot, movement at the heel and room around your toes. Comparing those details is more helpful than assuming that the same size will feel identical in every style.

Trail shoes can also make a thoughtful gift for someone who treasures time outside, whether they’re a regular companion on your favorite route or a family member who always suggests taking the longer way back. With footwear, a little shared decision-making often makes the gift more personal. Knowing the recipient’s usual size is useful, but knowing their preferred width, shape and style matters, too. Invite them to compare a few options rather than guessing about fit. For your own next pair, take the same thoughtful approach: choose a look you genuinely like, check the details that matter to you and keep fit at the center of the decision. The goal is a pair you’ll be glad to have waiting by the door when it’s time to head out together.

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