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Trail Footwear

Shop trail footwear from L.L.Bean to find your next pair for the trail. Browse styles and compare sizing, fit information and individual product features to choose footwear that suits your plans.

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Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A tough, waterproof slip-on with leather upper, rubber outsole, and exceptional cushioning for all-weather comfort.
(3,695)
$130 $130
SALE
What customers like:
High quality
Warm and cozy
Versatile design
Easy to slip on
Comfortable fit
$130 $130
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
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A durable, waterproof hiking boot with a leather upper, rubber sole, and superior arch support.
(181)
$200 $200
SALE
What customers like:
Good quality
Light
Sturdy
Comfortable
Looks great
$200 $200
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 Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Women's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof membrane, cushioned EVA footbed, and Vibram rubber sole for traction.
(0)
$280 $280
SALE
$280 $280
SALE
Women's Maine Warden's Field Boot
L.L.Bean Women's Maine Warden's Field Boot
A rugged, deepest brown leather boot with GORE-TEX, Primaloft insulation, and Vibram outsole for superior traction.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A waterproof hiking shoe with suede leather, rubber, and recycled materials, offering superior comfort and traction.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Keen® Newport Sandals
Keen Men's Keen® Newport Sandals
A versatile brown sandal with waterproof leather, neoprene lining, and superior traction for wet surfaces.
(294)
$135 $135
SALE
$135 $135
SALE
Men's Kangaroo Upland Hunter's Boots, Insulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Insulated
An 8" brown leather hunting boot with 200-gram Primaloft insulation and Vibram Mega-Grip outsole.
(190)
$280 $280
SALE
What customers like:
No break-in period needed
High-quality leather
Great traction
Comfortable fit
Excellent warmth
$280 $280
SALE
Men's Kangaroo Upland Hunter's Boots, Uninsulated
L.L.Bean Men's Kangaroo Upland Hunter's Boots, Uninsulated
A pair of lightweight, durable brown leather hunting boots with improved traction and waterproof lining.
(178)
$260 $260
SALE
What customers like:
Boots keep feet dry
Well-made
Comfort
Durability
Great performance in wet conditions
$260 $260
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged, waterproof trail shoe with reliable traction, featuring a breathable nubuck leather upper in hazy gray.
(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 reliable traction and breathable nubuck leather upper for muddy trails.
(93)
$180 $180
SALE
What customers like:
Great fitting
Excellent support
High comfort
Superior quality
$180 $180
SALE
Women's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes, Leather
A brown waterproof leather hiking shoe with recycled laces, enhanced traction, and thermoregulating comfort lining.
(0)
$120 $120
SALE
$120 $120
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 Trail Model X Waterproof Hiking Shoes
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes
A gray suede leather hiking shoe with waterproof protection and enhanced traction for wet conditions.
(0)
$110 $110
SALE
$110 $110
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 $99.95
SALE
$99.95 $99.95
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 Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a recycled polyester mesh and nubuck leather upper for all-day comfort.
(0)
$140 $140
SALE
$140 $140
SALE
Men's NextVenture Boots, Lace-Up
L.L.Bean Men's NextVenture Boots, Lace-Up
A waterproof tan leather boot with Vibram rubber outsole and cushioned EVA midsole for all-day comfort.
(0)
$170 $170
SALE
$170 $170
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 Maine Warden's Field Boot
L.L.Bean Men's Maine Warden's Field Boot
A rugged, deepest brown leather boot with GORE-TEX waterproofing, Primaloft insulation, and Vibram Megagrip outsole.
(0)
$280 $280
SALE
$280 $280
SALE
Men's BOA® Technical Upland Boot
L.L.Bean Men's BOA® Technical Upland Boot
A lightweight, waterproof upland boot with a BOA lace system, goat leather upper, and Vibram® outsole.
(0)
$280 $280
SALE
$280 $280
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with a recycled polyester mesh and nubuck leather upper for all-day comfort.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof leather hiking boot offering stability, support, and comfort with eco-friendly features and durable traction.
(0)
$180 $180
SALE
$180 $180
SALE

Trail Footwear

Trail footwear belongs to the part of getting outside that starts before reaching the trailhead: deciding where to go, making time to meet a friend, and choosing what to bring along. A familiar loop through the trees can be just as welcome as a path somewhere new, especially when the outing leaves room for conversation and a few stops to take in the view. Choosing footwear for those moments is a personal decision, shaped by fit, preferences, and the trails that keep drawing someone back. This collection brings trail footwear together in one place, offering a starting point for comparing styles and finding an option that feels right for the person wearing it. The category name provides a useful starting point, but individual descriptions matter when deciding between options. Footwear grouped under the same theme should not be assumed to have identical construction, sizing, care requirements, or intended uses. Looking beyond appearance helps make the comparison more meaningful, whether the search begins with a favorite silhouette or a particular fit preference. Someone who enjoys returning to the same woodland path may approach the choice differently from someone who likes planning a visit to an unfamiliar trail. Both can start with the same practical consideration: how a particular pair fits into their own plans and preferences. There is no need to choose according to someone else’s pace or ambitions. The shared pleasure of being outside can mean an unhurried afternoon with family, a regular meeting with a friend, or simply another chance to notice a bend in the path that looks different from a new angle. Trail footwear is part of preparing for that experience, not a measure of how far someone goes. Timeless styling, quality, and a considered fit offer a more personal starting point than choosing solely by looks or following another person’s favorite.

Fit deserves close attention because a familiar size is only the beginning of a footwear decision. Comparing the listed size information with the fit of footwear already worn regularly can help establish a starting point, while any style-specific sizing notes deserve a careful read. Different people prefer different amounts of room, and the shape of a pair matters alongside the number on its label. During a try-on, wear the socks intended for the outing and take time to check both feet rather than judging from a quick slip-on. Notice where the toes sit, how the heel feels, and whether any area presses or rubs. A pair that looks right still needs to feel right to the person wearing it; choosing a different size is not necessarily the answer to every fit issue. If an orthotic or another prescribed insert is part of someone’s usual routine, its compatibility with a particular style is another detail to confirm rather than assume. These small considerations make comparisons more useful without turning the choice into a technical exercise. Appearance matters, too, and personal taste is a reasonable part of the decision. A straightforward design may appeal to someone who likes familiar essentials, while another person may be drawn to a different shape or set of details. Neither preference replaces the need to review the individual description. Construction and material information belong in that closer comparison, where the details can be understood in relation to one particular option instead of treated as promises about the entire category. The same approach applies to intended use: match the stated purpose of the footwear to the outing being planned, rather than relying on the word “trail” alone. A route description, a trail map, and a clear sense of the day’s plans provide useful context for that decision. Whether the destination is a well-known local trail or a place suggested by a friend, choosing thoughtfully starts with the person, the fit, and the details provided for the pair under consideration.

Care is another worthwhile consideration when comparing trail footwear, particularly for someone who prefers a simple routine. Read the care directions for the individual pair before choosing a cleaning method or treatment, since instructions can differ with construction and materials. A routine borrowed from another pair may not be appropriate, even when the two look similar. Following the stated directions takes the guesswork out of care and gives the owner a clear reference after an outing. It is also worth paying attention to condition over time rather than assuming that every pair will wear in the same way. Durability cannot be judged from a category name or appearance alone; individual construction details, care guidance, and the way footwear is used all deserve consideration. Keeping those details in mind makes quality a more useful part of the shopping decision than a broad promise about how long something will last. For a gift, trail footwear can be a thoughtful choice for someone whose favorite plans often include time outside, but personal fit makes a little advance knowledge especially valuable. Knowing the recipient’s usual size is helpful; knowing their fit preferences and the styles they have been considering is better. A shared selection can be part of the gift, giving the recipient a say in something they will wear. The occasion does not need to be elaborate: an invitation to revisit a favorite trail together can give the choice a personal connection. For anyone considering the rest of an outfit, Trail Wear offers a related collection to explore alongside footwear, with individual details to review in the same thoughtful way. The aim is a selection that reflects real preferences and real plans, rather than a checklist of features that may not matter to the wearer. A little attention before heading out leaves more room for the parts of the day worth remembering: conversation at the trailhead, a pause beneath the trees, and the decision to come back again.
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