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Trail Hiking Shoes

Explore trail hiking shoes for your next hike, with a selection of styles to compare. Check each pair’s product details for sizing, fit and features to help you choose footwear that suits your hiking plans.

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Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A gray leather hiking shoe with a waterproof membrane, cushioned support, and rugged traction for trails.
(279)
$175 $175
SALE
What customers like:
Durable construction
High-quality materials
Excellent support
Comfortable fit
Professional customer service
$175 $175
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A gray leather hiking shoe with waterproof protection, cushioned support and multidirectional lugs for wet-trail traction.
(158)
$185 $185
SALE
$185 $185
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A brown leather hiking boot with waterproof, breathable protection, supportive cushioning, and grippy rubber traction.
(181)
$220 $220
SALE
What customers like:
Good quality
Light
Sturdy
Comfortable
Looks great
$220 $220
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Mid
A gray mid-height hiking boot with waterproof lining, nubuck leather, supportive nylon shank, and wet-trail traction.
(93)
$200 $200
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$200 $200
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Mid
A brown mid hiking boot with waterproof nubuck leather, mud-shedding lugs, and supportive cushioning.
(100)
$200 $200
SALE
What customers like:
Warm for cold conditions
Snug ankle support
Sturdy construction
Comfortable fit
$200 $200
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 protection, cushioned EVA comfort and Vibram rubber traction.
(0)
$280 $280
SALE
$280 $280
SALE
Men's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Men's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof mid hiking boot with nubuck leather, breathable mesh, supportive cushioning, and grippy non-marking lugs.
(0)
$180 $180
SALE
$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 hiking shoe with leather upper, rubber outsole, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes, Leather
A brown leather hiking shoe with waterproof protection, cushioned support, rock plate, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Women's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Women's Oboz Bridger Mid B-Dry Hiking Boots
A gray midheight hiking boot with waterproof nubuck leather, breathable membrane, and grippy rubber outsole.
(0)
$200 $200
SALE
$200 $200
SALE
Women's Keen Targhee IV Waterproof Hiking Shoes
Keen Women's Keen Targhee IV Waterproof Hiking Shoes
A gray waterproof leather hiking shoe with cushioned support, heel stability, and durable multidirectional traction.
(0)
$170 $170
SALE
$170 $170
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, flexible cushioning, and grippy rubber traction.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Women's Keen Targhee IV Mid Waterproof Hiking Boots
A brown leather hiking boot with waterproof protection, supportive cushioning, and multidirectional lugs for reliable traction.
(0)
$180 $180
SALE
$180 $180
SALE
Women's Access Hiking Shoes, Waterproof
L.L.Bean Women's Access Hiking Shoes, Waterproof
A waterproof multicolor hiking shoe with mesh and nubuck leather, cushioned support, and grippy trail traction.
(0)
$140 $140
SALE
$140 $140
SALE
Women's Oboz Ousel B-Dry Hiking Shoes
Oboz Women's Oboz Ousel B-Dry Hiking Shoes
Waterproof gray leather hiking shoes with breathable membranes, supportive insoles, responsive cushioning, and high-traction rubber outsoles.
(0)
$155 $155
SALE
$155 $155
SALE
Kids' Trail Model Hikers, Lace-Free
L.L.Bean Kids' Trail Model Hikers, Lace-Free
A gray kids’ hiking shoe with waterproof mesh, hook-and-loop closure, cushioned comfort and rugged traction.
(0)
$89.95 $89.95
SALE
$89.95 $89.95
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A gray waterproof hiking shoe with suede leather, rubber toe protection, cushioning, and wet-surface traction.
(0)
$110 $110
SALE
$110 $110
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A green waterproof hiking shoe with leather-and-rubber construction, cushioned EVA midsole, and Vibram® traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A brown low-cut hiking shoe with waterproof breathable lining, nubuck leather upper, and multidirectional traction lugs.
(0)
$185 $185
SALE
$185 $185
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof blue hiking shoe with leather-and-mesh upper, cushioned midsole and grippy rubber outsole for trails.
(0)
$140 $94.99
SALE
$140 $94.99
SALE
Women's Trail Model X Waterproof Hiking Boots, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Boots, Leather
Waterproof hiking boots in brown leather with a TEK2.5® membrane, rock plate, and enhanced wet-surface traction.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
A brown suede hiking boot with a waterproof membrane, rubber toe protection, and enhanced wet-surface traction.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Keen Targhee IV Waterproof Hiking Shoes
Keen Men's Keen Targhee IV Waterproof Hiking Shoes
A waterproof leather hiking shoe with breathable mesh, lightweight stability, cushioned comfort, and durable multi-directional traction.
(0)
$170 $170
SALE
$170 $170
SALE
Men's Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A brown leather hiking boot with waterproof protection, cushioned comfort, and Vibram® traction for rugged trails.
(0)
$280 $280
SALE
$280 $280
SALE

Trail Hiking Shoes

Trail hiking shoes are footwear for hiking on trails, and choosing a pair starts with fit, personal preferences and the details of the route ahead. A familiar loop through the woods, a path to a favorite overlook and a longer outing with friends can all be part of the same interest in getting outside, but each gives a shopper a different starting point. Think about the trails most often visited, how much time a typical hike takes and what has worked well in previous footwear. Those details make browsing more purposeful than choosing by appearance alone. Someone returning to a well-loved walking path may have a clear sense of the fit they prefer, while someone beginning to explore local trails may need more time to compare sizes and descriptions. Trail length and terrain provide useful context, but they do not replace the information supplied for an individual pair. Read that information alongside any requirements published for the intended route, particularly when planning an unfamiliar hike. For a broader look at hiking footwear, compare trail hiking shoes with trail hiking boots, paying attention to the individual descriptions rather than making a decision from the category name alone. Personal style matters, too: the appearance of a shoe is a reasonable part of the choice, provided fit receives equal attention. Picture the outings that already belong on the calendar, whether that means a Saturday hike with family or a regular visit to a nearby trail with a friend. Choosing around those real plans keeps the decision grounded in the way the footwear will actually be used. There is no need to build a purchase around someone else’s mileage or ambitions. A thoughtfully chosen pair begins with the person wearing it, the hiking they enjoy and a careful reading of the information for that particular style.

Fit deserves a closer look than the size printed inside a familiar pair of shoes. Foot measurements, preferred socks and individual fit guidance all help make a more useful comparison. Measure both feet and consult the size chart for the footwear being considered, including any width information provided. If the measurements differ, account for the larger foot rather than choosing solely from the smaller measurement. A previous shoe size can be a starting point, but it should not be the only reference. When trying on hiking shoes, wear the socks intended for hiking, fasten both shoes as directed and take time to assess each foot separately. Notice where the toes sit, how the heel feels and whether any part of the shoe presses against the foot. Standing still offers only part of the picture; walking around a suitable indoor space can help reveal pressure or movement that was less noticeable at first. A toe touching the front, a heel that repeatedly slips or a spot that feels pinched is worth addressing before taking the shoes onto a trail. Avoid treating an uncomfortable fit as something that must simply be accepted. Compare another size or width where appropriate, and follow any fit recommendations included in the description. It can help to recall the fit of previous hiking footwear in concrete terms: enough room in one area, too much movement in another or pressure in a particular place. Those observations are more useful than a general impression that a shoe ran “big” or “small.” For households with several hikers, each person should make that assessment independently rather than borrowing another family member’s size choice. Even two people who wear the same stated size may prefer a different fit. The aim is not to find a single style that suits everyone, but to choose footwear with attention to the wearer’s own measurements and experience. Giving the fitting process a little time makes it easier to distinguish a genuinely suitable choice from one that merely looks right.

Materials, construction and care instructions belong in the comparison, too, with the individual shoe description serving as the reference for those details. Read the full description instead of relying on a photograph to identify what a pair is made from or how it should be maintained. For care, follow the directions supplied with the footwear, including any instructions for cleaning, drying or storage. Before applying a cleaner or using a cleaning tool, check that the method is appropriate for that pair. Keeping the supplied information somewhere easy to find can make later care less of a guessing exercise, especially in a household where several people have different hiking shoes. After an outing, a brief inspection offers a chance to notice anything that needs attention before the next hike. Look over the shoes, check the fastenings and note visible wear or changes in fit. Durability is best considered through the details of the individual footwear and its condition over time, rather than through appearance alone. The distance covered, frequency of use and care history are useful context when assessing a pair already owned. For someone replacing hiking shoes, those observations can also help focus the next purchase: perhaps the earlier size no longer feels right, or a particular part of the fit deserves closer attention. Trail hiking shoes can be a thoughtful gift for someone who enjoys hiking, though footwear is a personal choice that benefits from accurate sizing information. A partner who visits the same trail each weekend, a parent who likes family hikes or a friend exploring local paths may appreciate having a say in the selection. Confirm the intended recipient’s measurements and preferences rather than relying only on a remembered shoe size. Whether the purchase is a gift or a personal choice, fit, clearly described product details and care directions provide a practical foundation. The result is a decision connected to actual hiking plans and the person who will be wearing the shoes.
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