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Waterproof Casual Sneakers for Walking

Shop waterproof casual sneakers for walking in versatile styles made for everyday outings. Explore a selection of comfortable-looking walking shoes in a range of designs to suit errands, travel and time spent on your feet.

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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 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, cushioned EVA midsole, and durable mesh upper.
(0)
$165 $165
SALE
$165 $165
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A lightweight green waterproof travel shoe with recycled mesh upper, cushioned insole, and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Comfort Walkers 2, Ventilated
L.L.Bean Men's Comfort Walkers 2, Ventilated
A lightweight gray walking shoe with water-resistant suede, thermoregulating lining, and VertiGrip rubber outsole.
(0)
$110 $110
SALE
$110 $110
SALE
Men's Storm Chaser 5 Slip-Ons
L.L.Bean Men's Storm Chaser 5 Slip-Ons
A durable, waterproof slip-on with leather upper, rubber outsole, and exceptional cushioning for cold, wet conditions.
(3,695)
$130 $130
SALE
What customers like:
High quality
Warm and waterproof
Versatile design
Easy to slip on
Comfortable fit
$130 $130
SALE
Men's Stonington Shoes, Moc-Toes
L.L.Bean Men's Stonington Shoes, Moc-Toes
A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Style
Versatility
$140 $140
SALE
Men's Stonington Oxford Shoes, Plain Toe
L.L.Bean Men's Stonington Oxford Shoes, Plain Toe
A rugged deepest brown leather shoe with sneaker-like comfort, water-resistant protection, and durable rubber outsole.
(681)
$140 $140
SALE
What customers like:
Good looking
Rain resistance
Comfort
True to size
Non-slip soles
$140 $140
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, advanced cushioning, and superior arch support.
(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 walking shoe with a breathable polyester mesh upper and durable VertiGrip rubber outsole.
(276)
$120 $120
SALE
What customers like:
Supportive
Waterproof
Versatile
Comfortable
Well made
$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
Men's Eco Bay Sneakers, Leather
L.L.Bean Men's Eco Bay Sneakers, Leather
A pair of black full-grain leather sneakers with recycled rubber outsoles and anti-odor treatment.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A lightweight gray water-friendly shoe with breathable nylon/neoprene, cushioned EVA midsole, and VertiGrip outsole.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE
Men's Elevation Trail Shoes, Waterproof
L.L.Bean Men's Elevation Trail Shoes, Waterproof
A lightweight blue trail shoe with waterproof mesh upper, thermoregulating lining, and grippy rubber outsole.
(0)
$130 $130
SALE
$130 $130
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A lightweight green trail shoe featuring a waterproof mesh upper and grippy rubber outsole for wet conditions.
(0)
$130 $130
SALE
$130 $130
SALE
Men's Access Hiking Shoes, Waterproof
L.L.Bean Men's Access Hiking Shoes, Waterproof
A waterproof hiking shoe with blue leather and rubber, offering all-day comfort and superior traction.
(0)
$140 $140
SALE
$140 $140
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
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
Women's 1985 Mountain Classic Sneakers
L.L.Bean Women's 1985 Mountain Classic Sneakers
A gray sneaker crafted from water-resistant suede, nylon, and rubber with exceptional cushioning and rugged traction.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A water-resistant black sneaker with suede, nylon, and rubber, offering cushioned comfort and rugged traction.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A waterproof tan hiking shoe with suede-and-nylon upper, grippy rubber outsole, and recycled mesh lining.
(0)
$140 $99.99
SALE
$140 $99.99
SALE

Outdoor Travel Bags

Outdoor travel bags make it easier to organize the essentials for weekend trips, day hikes, airport connections and everyday sightseeing. Look for a travel backpack, duffel bag or compact carry-on with practical compartments for casual sneakers, socks, a light layer, water bottle and personal items. Comfortable straps, easy-access pockets and a thoughtfully sized main compartment can help keep your gear organized while you move from the car to the trailhead, hotel or town. Pairing outdoor travel bags with waterproof casual sneakers creates a versatile setup for active getaways and daily walking. A streamlined backpack works well for hands-free travel, while a duffel offers flexible space for clothing and footwear. Choose a style that suits your routine, from a compact day bag for local exploring to a roomy weekend bag for road trips, and keep your walking shoes easy to reach so you can change comfortably throughout the day.

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