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City Walking Shoes

Find city walking shoes for your walks around town, with versatile styles to pair with your everyday wardrobe. Browse the selection and compare individual fit and sizing details to help choose the right pair for you.

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Men's Kennebec Oxford Shoes
L.L.Bean Men's Kennebec Oxford Shoes
A versatile asphalt leather oxford with athletic comfort, anti-odor footbed, and reliable VertiGrip traction.
(207)
$130 $89.99
SALE
What customers like:
Great fit
Versatile style
Dressy look
Comfortable
Nice color
$130 $89.99
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 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
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
Men's Kennebec Slip-On Shoes
L.L.Bean Men's Kennebec Slip-On Shoes
An asphalt-colored leather slip-on with True Comfort footbed and VertiGrip outsole for versatile everyday wear.
(238)
$130 $89.99
SALE
What customers like:
High quality
Nice looking
Attractive color
Perfect fit
Comfortable
$130 $89.99
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 On Cloud 6 Shoes
On Men's On Cloud 6 Shoes
A lightweight blue sneaker with a recycled mesh upper, cushioned CloudTec® midsole, and durable rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Elevation Travel Slip-On Shoes, Waterproof
L.L.Bean Men's Elevation Travel Slip-On Shoes, Waterproof
A lightweight gray mesh and rubber travel shoe with waterproof protection, grippy outsole, and thermoregulating lining.
(0)
$130 $130
SALE
$130 $130
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 Eco Bay Sneakers, Leather
L.L.Bean Men's Eco Bay Sneakers, Leather
A pair of white full-grain leather sneakers with recycled rubber outsoles and anti-odor treatment.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Men's HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A versatile gray athleisure shoe featuring recycled polyester, water-repellent treatment, and a Vibram EcoStep outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Camden Hills Clogs
L.L.Bean Women's Camden Hills Clogs
A comfortable oakwood leather clog with a True Comfort footbed and rugged VertiGrip rubber outsole.
(0)
$140 $140
SALE
$140 $140
SALE
Men's Portland Boots, Lace-Up
L.L.Bean Men's Portland Boots, Lace-Up
A heritage-inspired dark russet leather boot with a Vibram® rubber outsole for durability and traction.
(0)
$200 $200
SALE
$200 $200
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 insulation for cold, wet conditions.
(3,695)
$130 $130
SALE
What customers like:
High quality
Versatile design
Easy to slip on
Warm and insulated
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 durable rubber outsole.
(1,369)
$140 $140
SALE
What customers like:
Fit
Quality
Comfort
Water resistance
Versatility
$140 $140
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A rugged dark cocoa leather shoe with Vibram® rubber outsoles and waterproof oiled-leather upper for durability.
(835)
$170 $170
SALE
What customers like:
Excellent quality
Durable
Great appearance
Versatile
Comfortable
$170 $170
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown suede waterproof slip-on shoe with Vibram outsole and cushioned EVA midsole for all-day comfort.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Camden Hills Penny Loafers, Leather
L.L.Bean Women's Camden Hills Penny Loafers, Leather
A comfortable black leather penny loafer with a cushioned insole and durable rubber outsole for versatile wear.
(0)
$140 $140
SALE
$140 $140
SALE
Men's NextVenture Hiking Shoes, Waterproof
L.L.Bean Men's NextVenture Hiking Shoes, Waterproof
A tan waterproof hiking shoe with leather and rubber materials, cushioned EVA midsole, and Vibram outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's New Balance 990V6 Running Shoes
New Balance Men's New Balance 990V6 Running Shoes
A classic multi-color sneaker featuring breathable mesh, pigskin leather, and all-day cushioning with reliable stability.
(0)
$199.95 $199.95
SALE
$199.95 $199.95
SALE
Men's 1985 Mountain Classic Sneakers
L.L.Bean Men's 1985 Mountain Classic Sneakers
A black water-resistant suede and recycled nylon sneaker with cushioned midsole and grippy VertiGrip rubber outsole.
(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 a suede-and-nylon upper and grippy VertiGrip Trail rubber outsole.
(0)
$140 $99.99
SALE
$140 $99.99
SALE
Men's Elevation H2O Shoes
L.L.Bean Men's Elevation H2O Shoes
A lightweight gray water-friendly shoe with breathable nylon/neoprene, convertible heel, and VertiGrip outsole for traction.
(0)
$99.95 $64.99
SALE
$99.95 $64.99
SALE

City Walking Shoes

City Walking Shoes are part of the everyday rhythm of getting outside: passing the neighborhood bakery as the door opens, taking the long way around a favorite block, and noticing a mural you’ve walked past a dozen times before. Choosing a pair starts with your own sense of style and the city walking you enjoy. You might prefer a simple, understated shape that looks familiar alongside your favorite jeans, or a sportier design that adds a casual touch to an otherwise classic outfit. Consider the proportions as well as the color: a substantial silhouette creates a different look from a streamlined one, even when both are worn with the same pants. This collection offers a place to compare those details and find a style that feels like you. Rather than choosing around a single outfit, think about the clothes you reach for most often and the shoes you can picture beside them.

Fit deserves a closer look before you settle on a pair. Start with the individual listing’s size information, available widths, and any guidance about how the style runs; your usual size is a starting point, not a reason to skip the details. When trying shoes on, wear the socks you expect to wear with them, check both feet, and take a few steps to notice whether your toes have room and your heels stay in place. Pay attention to any pinching or slipping rather than assuming it will disappear with wear. Beyond fit, look closely at the opening, closure, and overall shape. Think about whether you like adjusting laces or prefer a different style of entry, and review the care instructions so you know what upkeep involves. Comparing these particulars can be more helpful than choosing by appearance alone, especially when two pairs look similar at first glance.

For someone who enjoys city walking, a thoughtfully chosen pair can also make a personal gift. Picture the person’s existing wardrobe and favorite shoes before deciding: the friend who keeps everything understated may appreciate a quieter design, while someone who enjoys color may welcome a more noticeable accent. Confirm their size and width preferences when possible, and check the exchange options rather than guessing about fit. The same attention is worthwhile when shopping for yourself. Think of a familiar Saturday spent wandering blocks with a friend, pausing to admire a window display, or catching up on the walk through your neighborhood. Those ordinary moments provide a useful starting point for choosing a style—not an imagined occasion that rarely comes around, but the city walking that’s already part of your life. Look for a pair whose appearance, fit, and details suit your preferences, and make the choice your own.

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