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Everyday Trail Shoes

Find everyday trail shoes that suit your style and routine. Explore the selection of trail footwear and compare sizing, fit information and listed features on each product page to narrow down the right pair for you.

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Men's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Men's Bean's Comfort Fitness Walking Shoes, Waterproof
A weatherproof, cushioned walking shoe with a breathable polyester mesh upper and durable VertiGrip rubber outsole.
(543)
$120 $99.99
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $99.99
SALE
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A versatile dark shadow hiking shoe with waterproof nubuck leather and advanced cushioning for all activities.
(279)
$160 $160
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$160 $160
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged gray hiking shoe with waterproof nubuck leather and reliable traction for wet, muddy trails.
(158)
$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 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
Men's Trail Model X Ventilated Hiking Shoes
L.L.Bean Men's Trail Model X Ventilated Hiking Shoes
A water-resistant suede hiking shoe with enhanced traction, comfort, and eco-friendly materials for outdoor adventures.
(0)
$99.95 $84.99
SALE
$99.95 $84.99
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A tan leather slip-on shoe with waterproof protection, cushioned comfort, and a grippy Vibram rubber outsole.
(0)
$150 $150
SALE
$150 $150
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 with enhanced traction, breathable mesh panels, and recycled polyester accents.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight blue trail shoe with waterproof mesh upper, thermoregulating lining, and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A lightweight gray water-friendly shoe with breathable nylon/neoprene, cushioned EVA midsole, and VertiGrip outsole.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A lightweight, waterproof green travel shoe with recycled mesh upper and grippy rubber outsole for all-weather comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A waterproof gray hiking shoe with suede-and-nylon upper, recycled mesh lining, and grippy rubber outsole.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A lightweight green trail shoe with waterproof mesh, grippy rubber outsole, and thermoregulating lining for comfort.
(0)
$130 $130
SALE
$130 $130
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
Women's 1985 Mountain Classic Sneakers
L.L.Bean Women's 1985 Mountain Classic Sneakers
A tan suede, rubber, and nylon sneaker offering cushioned comfort, water resistance, and rugged traction for outdoor adventures.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's HOKA Bondi 9 Running Shoes
HOKA Men's HOKA Bondi 9 Running Shoes
A black running shoe featuring ultra-cushioned EVA foam midsole and 55% recycled polyester mesh upper.
(0)
$174.95 $174.95
SALE
$174.95 $174.95
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A versatile gray sneaker featuring water-resistant suede, recycled mesh, and grippy VertiGrip rubber outsole for outdoor adventures.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Adults' New Balance 530 Running Shoes
New Balance Adults' New Balance 530 Running Shoes
A modern gray running shoe featuring a breathable mesh upper and ABZORB midsole for lasting comfort.
(0)
$99.99 $99.99
SALE
$99.99 $99.99
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A brown suede hiking shoe with waterproof membrane, enhanced traction, and recycled polyester components.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof black hiking shoe featuring recycled mesh, nubuck leather, and a grippy VertiGrip rubber outsole.
(0)
$140 $119.99
SALE
$140 $119.99
SALE
Men's On Cloudvista Trail Running Shoes
On Men's On Cloudvista Trail Running Shoes
A lightweight gray trail running shoe featuring breathable recycled mesh, Helion™ superfoam, and Missiongrip™ rubber outsoles.
(0)
$150 $150
SALE
$150 $150
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A versatile gray athleisure shoe featuring recycled polyester, water-repellent treatment, and a Vibram EcoStep outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Men's On Cloudsurfer Trail 2 Running Shoes
On Men's On Cloudsurfer Trail 2 Running Shoes
A lightweight gray trail running shoe with cushioned Helion™ midsole and Missiongrip™ rubber outsole for superior grip.
(0)
$170 $170
SALE
$170 $170
SALE
Men's HOKA Challenger 8 Trail Shoes
HOKA Men's HOKA Challenger 8 Trail Shoes
A lightweight blue trail running shoe with cushioned EVA midsole and durable, recycled mesh upper.
(0)
$150 $150
SALE
$150 $150
SALE

Everyday Trail Shoes

Everyday Trail Shoes bring together two familiar parts of life: the routines that keep the week moving and the time outside that makes it feel a little more your own. A favorite trail doesn’t have to lead somewhere new to be worth another visit. Sometimes it’s the familiar bend in the path, the sound of leaves overhead, or a conversation with a friend that gives you a reason to head out again. Choosing shoes starts with that same personal perspective. Think about what you already like to wear, the shapes and colors you reach for most, and whether you prefer an understated look or a few contrasting details. A pair that feels like part of your own style is a more thoughtful choice than one selected for looks alone. As you browse, consider each option individually rather than assuming all trail shoes have the same features.

Fit deserves particular attention, especially when you’re comparing an unfamiliar style with a pair you’ve worn for years. Start with the individual size chart and fit notes, and take any width options into account rather than relying only on your usual shoe size. When trying shoes on, wear the socks you expect to wear with them and check both feet. Notice where your toes sit, how the heel feels, and whether there’s pressure across the top or sides of either foot. If you use an insert, check the product details for compatibility before making your choice. A few unhurried minutes spent comparing these details can tell you more than a quick glance at a photo. Customer feedback can offer useful context, too, particularly when reviewers describe their usual size and preferences, though their experience is no substitute for checking your own fit.

Everyday Trail Shoes can also be a thoughtful gift for someone who looks forward to time on a favorite path, whether that’s a sibling who always suggests meeting outside or a partner who enjoys a quiet stretch of trail together. The most personal gifts often begin with small observations: the colors someone wears repeatedly, their preference for a simple design, or the fit details they mention when shopping for themselves. Footwear is personal enough that asking about size and width needn’t spoil the gesture; it shows you want to choose something they’ll genuinely appreciate. If you’re shopping for yourself, give those same preferences equal weight. Compare the details that matter to you, check the return policy, and leave room for your own taste. The goal isn’t to choose what suits everyone—it’s to find a pair that feels right for you and the everyday moments you look forward to outside.

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