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  1. L.L.Bean/Men's Trail Footwear
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Men's Trail Footwear

Men's Trail Footwear helps you get outside, from winding woodland paths to favorite local trails. Explore a wide selection of quality options with timeless outdoor style for all kinds of outings. Built with the outdoors in mind, these versatile choices fit right in for time spent exploring with friends and family. Find the right pair for your next journey outside.

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  • Men's Storm Chaser 5 Slip-Ons
    Men's Storm Chaser 5 Slip-Ons
    $130

    A rugged brown leather and rubber slip-on with waterproof protection, insulation, and superior traction for wet conditions.

  • Men's Maine Hunting Shoes, 10"
    Men's Maine Hunting Shoes, 10"
    $160

    A 10" waterproof leather boot offering superior support and traction, perfect for hunting or daily wear.

    Pros: Favorite boots Lightweight Quiet in the woods Comfortable Warm

  • Men's Oboz Bridger Low B-Dry Hiking Shoes
    Men's Oboz Bridger Low B-Dry Hiking Shoes
    $160

    A lightweight, waterproof hiking shoe with advanced cushioning, superior arch support, and a durable granite peak outsole.

    Pros: Comfortable design Well-built Durable construction Advanced cushioning Superior arch support

  • Men's Oboz Bridger Mid B-Dry Hiking Boots
    Men's Oboz Bridger Mid B-Dry Hiking Boots
    $200

    A sleek, waterproof hiking boot with a leather upper, rubber sole, and superior arch support.

    Pros: Light Sturdy Comfortable Good quality orthotic base Looks great

  • Men's Oboz Sawtooth X B-DRY Hikers, Mid
    Men's Oboz Sawtooth X B-DRY Hikers, Mid
    $180

    A rugged, waterproof hiker with a nubuck leather upper and reliable traction for muddy or wet trails.

    Pros: Great fitting Excellent support High comfort Reliable traction Superior quality

  • Men's Elevation Trail Shoes, Waterproof
    Men's Elevation Trail Shoes, Waterproof
    $130

    A lightweight blue trail shoe with waterproof mesh upper, thermoregulating lining, and grippy rubber outsole.

  • Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
    Men's HOKA Challenger 8 Trail Shoes, GORE-TEX
    $165

    A black trail running shoe with GORE-TEX waterproofing, EVA cushioning, and multi-directional lugs for traction.

  • Men's Maine Warden's Field Boot
    Men's Maine Warden's Field Boot
    $280

    A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.

  • Men's Keen Targhee IV Waterproof Hiking Shoes
    Men's Keen Targhee IV Waterproof Hiking Shoes
    $170

    A waterproof leather hiking shoe offering stability, support, and comfort with eco-friendly features and durable traction.

  • Men's Oboz Sawtooth X B-DRY Hikers, Low
    Men's Oboz Sawtooth X B-DRY Hikers, Low
    $165

    A rugged brown trail shoe with waterproof nubuck leather, breathable lining, and multi-directional traction lugs.

  • Men's NextVenture Boots, Lace-Up
    Men's NextVenture Boots, Lace-Up
    $170

    A tan leather and rubber boot with waterproof protection, cushioned comfort, and Vibram® traction for any weather.

  • Men's Access Hiking Boots, Waterproof
    Men's Access Hiking Boots, Waterproof
    Price was from: $150 now: $126.99 $150 $126.99

    A waterproof black hiking boot with recycled mesh, nubuck leather, and grippy rubber outsole for superior traction.

  • Men's HOKA Transport 2 Shoes
    Men's HOKA Transport 2 Shoes
    $150

    A versatile gray athleisure shoe featuring recycled polyester, water-repellent treatment, and a Vibram EcoStep outsole.

  • Men's Trail Model X Waterproof Hiking Shoes, Camo
    Men's Trail Model X Waterproof Hiking Shoes, Camo
    Price was from: $110 now: $92.99 $110 $92.99

    A waterproof hiking shoe featuring water-resistant suede, breathable mesh, and enhanced traction for wet, muddy trails.

  • Men's Keen Targhee IV Mid Waterproof Hiking Boots
    Men's Keen Targhee IV Mid Waterproof Hiking Boots
    $180

    A waterproof leather hiking boot offering stability, support, and comfort with eco-friendly features and durable traction.

  • Men's Trail Model X Waterproof Hiking Shoes, Leather
    Men's Trail Model X Waterproof Hiking Shoes, Leather
    $120

    A brown waterproof leather hiking shoe with enhanced traction, breathable mesh panels, and recycled polyester details.

  • Men's Trail Model X Waterproof Hiking Boots, Leather
    Men's Trail Model X Waterproof Hiking Boots, Leather
    $130

    A brown waterproof leather hiking boot with enhanced traction, recycled materials, and breathable, thermoregulating lining.

  • Men's Access Hiking Shoes, Waterproof
    Men's Access Hiking Shoes, Waterproof
    Price was from: $140 now: $119.99 $140 $119.99

    A waterproof black hiking shoe featuring recycled mesh, nubuck leather, and a grippy rubber outsole for traction.

  • Men's Cresta II Waterproof Hiking Boots, Leather
    Men's Cresta II Waterproof Hiking Boots, Leather
    $280

    A rugged brown leather hiking boot with waterproof protection, cushioned EVA footbed, and Vibram® rubber sole.

  • Men's Trail Model X Waterproof Hiking Shoes
    Men's Trail Model X Waterproof Hiking Shoes
    $110

    A durable brown suede hiking shoe with waterproof membrane and enhanced traction for wet conditions.

  • Men's Elevation H2O Shoes
    Men's Elevation H2O Shoes
    Price was from: $99.95 now: $64.99 $99.95 $64.99

    A lightweight gray water-friendly shoe with nylon and neoprene, offering quick-drying comfort and wet/dry traction.

  • Men's Trail Model X Waterproof Hiking Boots
    Men's Trail Model X Waterproof Hiking Boots
    $120

    A brown suede leather hiking boot with waterproof features and enhanced traction for wet surfaces.

  • Men's Trail Model X Ventilated Hiking Shoes
    Men's Trail Model X Ventilated Hiking Shoes
    $99.95

    A water-resistant suede hiking shoe with breathable mesh panels and enhanced traction for wet surfaces.

  • Men's 1985 Mountain Classic Sneakers
    Men's 1985 Mountain Classic Sneakers
    Price was from: $110 now: $79.99 $110 $79.99

    A black sneaker featuring water-resistant suede, recycled mesh, and a grippy VertiGrip rubber outsole for outdoor traction.

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Check out the following recommendations.

When it comes to exploring the outdoors, the right trail footwear can make all the difference. Whether you’re setting out for a day hike on your favorite local trail, planning a weekend in the mountains, or simply enjoying long walks through the woods with family, having dependable shoes underfoot is essential for comfort and confidence. Many outdoor enthusiasts know the feeling of anticipation as they lace up before sunrise, the world quiet except for the crunch of gravel or pine needles beneath their feet. Trail footwear is designed with these moments in mind—offering the support and versatility needed for everything from gentle nature walks to more challenging ascents. For those who find their peace in the rhythm of the outdoors, a well-chosen pair of trail shoes becomes a trusted companion, ready for winding forest paths, rocky overlooks, and spontaneous detours down a stream bank.

Choosing trail footwear is a personal decision, shaped by where you plan to go and how you like to move. Some look for shoes that feel light and flexible, prioritizing ease of movement for brisk hikes or trail runs, while others prefer sturdy options that offer extra support on uneven terrain. It’s worth considering the type of trails you frequent—whether you’re navigating muddy woodland tracks, dry and dusty ridgelines, or leaf-strewn footpaths as the seasons shift. Fit is especially important; a good trail shoe should feel secure but never restrictive, allowing room for natural foot movement and the occasional thicker sock as the air grows crisp. Many find that trail footwear makes a thoughtful gift, especially for those who love spending time outside—whether it’s a friend who’s just discovered hiking, a partner who enjoys weekend adventures, or a family member preparing for a new season of outdoor exploration. There’s a certain satisfaction that comes from giving a gift that encourages time together in nature, from early summer mornings to the golden afternoons of fall.

Trail footwear isn’t just about the miles covered—it’s about the shared moments and small discoveries along the way. From spotting a flash of color as a songbird darts through the trees, to the quiet camaraderie of a group hike, or the solitude of a solo trek that clears the mind, the right footwear supports every step of the journey. As the weather transitions from warm, sun-filled days to cooler evenings, reliable trail shoes help you make the most of every outing, whether you’re chasing a sunset, gathering around a campfire, or simply enjoying the changing colors of the season. For those interested in exploring more options tailored to hiking and outdoor pursuits, the Men's Hiking Footwear page offers a wider selection designed for various terrains and preferences. Every pair is an invitation to get outside, connect with the world around you, and create lasting memories—one trail at a time.

Popular Items

Men's Oboz Bridger Low B-Dry Hiking Shoes
Men's Oboz Bridger Low B-Dry Hiking Shoes
$160
Men's Oboz Bridger Mid B-Dry Hiking Boots
Men's Oboz Bridger Mid B-Dry Hiking Boots
$200
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Men's Oboz Sawtooth X B-DRY Hikers, Mid
$180
Men's Elevation Trail Shoes, Waterproof
Men's Elevation Trail Shoes, Waterproof
$130
Men's Cresta II Waterproof Hiking Boots, Leather
Men's Cresta II Waterproof Hiking Boots, Leather
$280
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Men's Keen Targhee IV Mid Waterproof Hiking Boots
$180
Men's Trail Model X Waterproof Hiking Shoes, Leather
Men's Trail Model X Waterproof Hiking Shoes, Leather
$120
Men's Oboz Sawtooth X B-DRY Hikers, Low
Men's Oboz Sawtooth X B-DRY Hikers, Low
$165
Men's Heritage Hiking Shoes, Waterproof
Men's Heritage Hiking Shoes, Waterproof
$99.99 $140
Men's Keen Targhee IV Waterproof Hiking Shoes
Men's Keen Targhee IV Waterproof Hiking Shoes
$170
Men's Trail Model X Ventilated Hiking Shoes
Men's Trail Model X Ventilated Hiking Shoes
$99.95
Men's Trail Model X Waterproof Hiking Boots, Leather
Men's Trail Model X Waterproof Hiking Boots, Leather
$130
Men's NextVenture Hiking Shoes, Waterproof
Men's NextVenture Hiking Shoes, Waterproof
$150
Men's Trail Model X Waterproof Hiking Shoes, Camo
Men's Trail Model X Waterproof Hiking Shoes, Camo
$92.99 $110
Men's Elevation Travel Slip-On Shoes, Waterproof
Men's Elevation Travel Slip-On Shoes, Waterproof
$130

FAQs

L.L.Bean offers a range of men's trail footwear, including trail shoes, hiking boots and casual outdoor styles. The assortment includes L.L.Bean favorites and other trusted outdoor brands.

Start by thinking about where you'll wear your men's trail footwear most often. Compare each product's details and size guidance to choose the style that best matches your plans.

Compare the product details, fit guidance and style features for each pair of men's trail footwear. The individual product pages list the specific construction and materials so you can choose with confidence.

Many men's trail footwear styles have classic outdoor designs that work well with everyday wardrobes. Check the individual product details to find the pair that best fits your routine.

To care for men's trail footwear, brush off dirt after use and let the footwear air dry naturally. Follow the care instructions on the individual product page for the best guidance.

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