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Outdoor Walking Shoes

Find outdoor walking shoes for your next walk, with styles to match your personal preferences. Compare sizing, fit information and individual product details to narrow the selection and choose the pair that’s right for you.

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Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A durable all-weather slip-on with waterproof leather, rubber outsole, and exceptional cushioning for cold, wet conditions.
(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 Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged, waterproof brown leather shoe with Vibram® rubber outsoles and anti-odor technology for all-day comfort.
(835)
$170 $170
SALE
What customers like:
Perfect fit
Quality
Durability
Excellent value
Comfortable
$170 $170
SALE
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 $120
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $120
SALE
Men's Oboz Bridger Low B-Dry Hiking Shoes
Oboz Men's Oboz Bridger Low B-Dry Hiking Shoes
A versatile, waterproof hiking shoe with advanced cushioning, superior arch support, and a durable granite peak outsole.
(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 Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Women's Bean's Comfort Fitness Walking Shoes, Waterproof
A weatherproof cushioned walker with a breathable polyester mesh upper and durable VertiGrip rubber outsole.
(276)
$120 $120
SALE
What customers like:
Supportive
Waterproof
Comfortable
Good fit
Well made
$120 $120
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 nubuck leather upper and reliable traction for muddy trails and rainy walks.
(93)
$180 $180
SALE
What customers like:
Great support
High comfort
Excellent fitting
Superior quality
$180 $180
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 leather upper and rubber outsole, perfect for all-weather comfort.
(0)
$150 $150
SALE
$150 $150
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 outstanding stability, support, and comfort with eco-friendly features.
(0)
$180 $180
SALE
$180 $180
SALE
Women's Camden Hills Clogs
L.L.Bean Women's Camden Hills Clogs
A comfortable oakwood leather clog with a 1 3/4" heel and rugged rubber outsole for versatile traction.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A lightweight green travel shoe with waterproof mesh, grippy rubber outsole, and thermoregulating lining for comfort.
(0)
$130 $130
SALE
$130 $130
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 Oboz Ousel B-Dry Hiking Shoes
Oboz Women's Oboz Ousel B-Dry Hiking Shoes
A waterproof hiking shoe with leather upper, rubber outsole, and REPREVE® recycled polyester laces for women.
(0)
$145 $145
SALE
$145 $145
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 Oboz Sawtooth X B-DRY Hikers, Low
Oboz Men's Oboz Sawtooth X B-DRY Hikers, Low
A rugged brown leather, rubber, and nylon trail shoe with waterproof lining and reliable traction for wet conditions.
(0)
$165 $165
SALE
$165 $165
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
Women's Higgins Beach 4-Eye Slip-Ons, Print
L.L.Bean Women's Higgins Beach 4-Eye Slip-Ons, Print
A lightweight, breathable canvas slip-on in deep olive camo with a cushioned midsole and durable EVA outsole.
(0)
$79.95 $39.99
SALE
$79.95 $39.99
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 New Balance 574V3 Walking Shoes
New Balance Men's New Balance 574V3 Walking Shoes
A versatile walking shoe with a breathable suede-and-mesh upper, ENCAP® midsole, and durable rubber outsole.
(0)
$89.99 $89.99
SALE
$89.99 $89.99
SALE
Men's Comfort Walkers 2, Ventilated
L.L.Bean Men's Comfort Walkers 2, Ventilated
A lightweight brown suede walking shoe with mesh panels, thermoregulating lining, and VertiGrip rubber outsole.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A gray suede hiking shoe with waterproof membrane, breathable mesh panels, and enhanced rubber outsole traction.
(0)
$110 $110
SALE
$110 $110
SALE
Men's On Cloudvista Trail Running Shoes
On Men's On Cloudvista Trail Running Shoes
A lightweight gray trail running shoe featuring breathable mesh, Helion™ superfoam cushioning, and Missiongrip™ rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A gray athleisure shoe featuring recycled polyester, water-repellent treatment, and a Vibram EcoStep outsole.
(0)
$150 $150
SALE
$150 $150
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

Outdoor Walking Shoes

Outdoor Walking Shoes belong to one of the simplest pleasures of being outside: setting off at your own pace, with time to notice what’s around you. A familiar neighborhood can feel a little different when the leaves begin to turn, the gardens come into bloom, or a friend joins you for the usual loop. Choosing a pair starts with thinking about what you enjoy wearing and how walking fits into your day. You might prefer a familiar, understated style that looks at home beside your everyday clothes, or a little more color to make the pair feel distinctly yours. Look closely at the shape, closure and sizing information for each option rather than choosing by appearance alone. The right place to begin is with your own preferences—not someone else’s idea of what an outdoor shoe should look like. A pair that suits your wardrobe and feels right when you try it on is a thoughtful starting point.

Fit deserves particular attention when comparing walking shoes, especially when you’re shopping online and can’t try several pairs side by side. Measure both feet, consult the sizing information for the individual style, and check whether width options are available. Your usual size is useful context, but it isn’t a substitute for the details provided for each pair. When trying shoes on, wear the socks you expect to wear for walking and take a few turns indoors, following the retailer’s return requirements. Notice whether your toes have room, whether your heel moves excessively, and whether you feel pressure across the top or sides of either foot. Don’t overlook the small details you’ll handle every time you head out, such as how a closure adjusts and how easily you can put the shoes on and take them off. Comparing those details can help narrow a long list to options that make sense for you, without getting distracted by features you may not need.

Walking shoes can also make a personal gift for someone who treasures time outside, whether that’s a parent who looks forward to an evening walk or a friend who always suggests catching up on foot. The most useful clues often come from the shoes they already choose: their preferred size and width, the colors they reach for, and the styles they like to wear. If you’re uncertain, ask rather than guess, and check the exchange policy before purchasing. Footwear is personal, and leaving room for the recipient to decide on fit is part of giving thoughtfully. For your own pair, bring that same attention to the choice. Picture the walks already woven into your life—the quiet stretch before the day gets busy, the conversation that lasts another block, the familiar way home—and compare styles with your preferences in mind. There’s no need to make getting outside complicated; choosing thoughtfully is a good beginning.

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