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Outdoor Walking Footwear

Explore outdoor walking footwear in a range of styles for walks close to home and farther afield. Compare each pair’s sizing, fit guidance and product details to find the right match for your usual routes and personal preferences.

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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 Maine Hunting Shoes, 10"
L.L.Bean Men's Maine Hunting Shoes, 10"
A premium waterproof leather boot with superior support and improved traction, perfect for outdoor adventures.
(590)
$160 $160
SALE
What customers like:
Favorite boots
Lightweight
Quiet in the woods
Comfortable
Vibrant colors
$160 $160
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 lightweight, waterproof hiking shoe with advanced cushioning, superior arch support, and a durable rubber toe cap.
(279)
$160 $160
SALE
What customers like:
Durable design
Excellent sole
High-quality construction
Superior arch support
Comfortable fit
$160 $160
SALE
Men's Oboz Bridger Mid B-Dry Hiking Boots
Oboz Men's Oboz Bridger Mid B-Dry Hiking Boots
A sleek, all-leather hiking boot with superior arch support, waterproofing, and a durable rubber sole.
(181)
$200 $200
SALE
What customers like:
Light
Sturdy
Comfortable
Good quality orthotic base
Looks great
$200 $200
SALE
Women's Oboz Sawtooth X B-DRY Hikers, Mid
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Mid
A rugged brown hiker with waterproof B-DRY lining, nubuck leather upper, and reliable multi-directional traction.
(100)
$180 $180
SALE
What customers like:
Snug ankle support
Waterproof protection
Warm and insulated
Sturdy construction
Comfortable fit
$180 $180
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 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
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with recycled polyester mesh, nubuck leather, and grippy VertiGrip Trail rubber outsole.
(0)
$140 $140
SALE
$140 $140
SALE
Women's Keen Targhee IV Mid Waterproof Hiking Boots
Keen Women's Keen Targhee IV Mid Waterproof Hiking Boots
A waterproof hiking boot with premium nubuck leather, Eco Anti-Odor, and durable TPU outsole for stability.
(0)
$180 $180
SALE
$180 $180
SALE
Men's Trail Model X Waterproof Hiking Shoes
L.L.Bean Men's Trail Model X Waterproof Hiking Shoes
A gray suede and rubber hiking shoe with waterproof membrane, breathable mesh, and enhanced wet-surface traction.
(0)
$110 $110
SALE
$110 $110
SALE
Women's NextVenture Hiking Shoes, Waterproof
L.L.Bean Women's NextVenture Hiking Shoes, Waterproof
A waterproof brown hiking shoe with breathable mesh, nubuck leather, and Vibram® rubber outsole for traction.
(0)
$150 $150
SALE
$150 $150
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 Cresta II Waterproof Hiking Boots, Leather
L.L.Bean Men's Cresta II Waterproof Hiking Boots, Leather
A rugged brown leather hiking boot with waterproof membrane and Vibram® sole for reliable traction and comfort.
(0)
$280 $280
SALE
$280 $280
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A gray sneaker with water-resistant suede, recycled mesh, and grippy VertiGrip rubber outsole for rugged traction.
(0)
$110 $79.99
SALE
$110 $79.99
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 Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight brown trail shoe with waterproof mesh upper, thermoregulating lining, and grippy VertiGrip rubber outsole.
(0)
$130 $130
SALE
$130 $130
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 VertiGrip rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Access Hiking Boots, Waterproof
L.L.Bean Men's Access Hiking Boots, Waterproof
A waterproof hiking boot in carbon navy with leather/rubber construction, offering all-day comfort and superior traction.
(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 stability, support, and comfort with eco-friendly features and durable traction.
(0)
$180 $180
SALE
$180 $180
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 Trail Model X Waterproof Hiking Boots
L.L.Bean Men's Trail Model X Waterproof Hiking Boots
A brown suede leather hiking boot with waterproof membrane and enhanced traction for wet surfaces.
(0)
$120 $120
SALE
$120 $120
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A lightweight green water-friendly shoe with breathable nylon/neoprene, cushioned EVA midsole, and VertiGrip outsole.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE

Outdoor Walking Footwear

Outdoor Walking Footwear is a good place to start when time outside is part of the day you look forward to most. There’s something special about a familiar walk: the turn where the trees open up, a neighbor who always waves, the conversation that carries on a little longer than planned. Choosing footwear for those moments starts with your own preferences, not someone else’s idea of what an outdoor shoe should look like. Consider the shapes and styles you already reach for, how you like your shoes to fit, and the details you appreciate every time you put them on. A simple design may feel most at home in your wardrobe, while a more distinctly outdoorsy look might be just your style. Let those everyday preferences help narrow the choices, then look closely at each pair’s description before deciding.

Fit deserves particular attention when shopping for outdoor walking footwear. Your usual shoe size is a useful starting point, but check the individual sizing notes and available widths rather than assuming every style will fit the same way. Think about the socks you expect to wear, too, and allow time to try footwear on with them. Pay attention to the space around your toes, the feel across the widest part of your foot, and whether your heel stays comfortably in place as you walk. If you already own a pair you enjoy wearing, identifying what you like about its fit can make comparing options much easier. Closure style is another worthwhile consideration: you may prefer the familiar adjustment of laces or a different way of getting shoes on and off. Product details and care instructions can help round out the decision, giving you a clearer picture of what you’re choosing and how to look after it.

For someone who enjoys outdoor walking, footwear can also be a thoughtful gift—especially when you know their size, preferred fit and personal taste. Think of the friend who makes a weekly walk a standing invitation, or the family member who would rather spend an afternoon outside together than make elaborate plans. Take your cue from what they already wear and enjoy, rather than choosing a style that asks them to change their habits. If you’re shopping for yourself, the same approach holds true. There’s no need to reinvent your wardrobe or plan a grand outing to make the choice meaningful. Look for a pair that feels like you, with a fit you’ve considered carefully and a style you’ll be glad to see by the door. The best part is the time outside that comes next, whether it’s a quiet walk on your own or another chance to catch up with someone you love.

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