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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 HOKA Transport 2 Shoes
HOKA Men's HOKA Transport 2 Shoes
A gray city-to-trail shoe with recycled polyester, sugarcane EVA cushioning, reflective details, and recycled rubber outsole.
(0)
$155 $155
SALE
$155 $155
SALE
Women's HOKA Transport 2 Shoes
HOKA Women's HOKA Transport 2 Shoes
A white polyester shoe offering cushioned city-to-trail versatility with recycled materials and 360-degree reflectivity.
(0)
$155 $155
SALE
$155 $155
SALE
Men's New Balance 574V3 Walking Shoes
New Balance Men's New Balance 574V3 Walking Shoes
A blue suede-and-mesh walking shoe with ENCAP cushioning, rubber outsole and removable foam insole for comfort.
(0)
$89.99 $89.99
SALE
$89.99 $89.99
SALE
Men's New Balance 603 Shoes
New Balance Men's New Balance 603 Shoes
A blue suede-and-mesh sneaker with a durable rubber outsole, removable insole, and cushioned EVA midsole.
(0)
$109.99 $109.99
SALE
$109.99 $109.99
SALE
Men's Comfort Walkers 2, Ventilated
L.L.Bean Men's Comfort Walkers 2, Ventilated
A gray walking shoe with water-resistant suede, breathable mesh, thermoregulating lining and cushioned EVA comfort.
(0)
$110 $110
SALE
$110 $110
SALE
Women's Comfort Walkers 2, Ventilated
L.L.Bean Women's Comfort Walkers 2, Ventilated
A blue walking shoe with water-resistant suede, breathable mesh, thermoregulating lining, cushioned support, and rubber traction.
(0)
$110 $110
SALE
$110 $110
SALE
Women's VEJA Campo Sneakers, Bold
Veja Women's VEJA Campo Sneakers, Bold
A tan leather sneaker with organic cotton laces, recycled polyester lining and an Amazonian rubber outsole.
(0)
$160 $160
SALE
$160 $160
SALE
Men's On Cloud 6 Shoes
On Men's On Cloud 6 Shoes
A blue, lightweight sneaker with recycled-polyester mesh, cushioned foam, torsional support, and a durable rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's New Balance 300 Court Shoes
New Balance Men's New Balance 300 Court Shoes
A yellow suede-and-mesh sneaker with cushioned insoles and durable rubber outsoles for everyday traction.
(0)
$89.99 $89.99
SALE
$89.99 $89.99
SALE
Women's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Women's Bean's Comfort Fitness Walking Shoes, Waterproof
A gray waterproof walking shoe with breathable polyester mesh, cushioned EVA midsole and grippy rubber outsole.
(276)
$120 $99.99
SALE
What customers like:
Supportive
Waterproof
Versatile
Comfortable
Well made
$120 $99.99
SALE
Men's Bean's Comfort Fitness Walking Shoes, Waterproof
L.L.Bean Men's Bean's Comfort Fitness Walking Shoes, Waterproof
A blue waterproof walker with breathable polyester mesh, cushioned support and grippy rubber traction.
(543)
$120 $99.99
SALE
What customers like:
Fit
Quality
Comfort
Durability
Arch support
$120 $99.99
SALE
Men's New Balance 990V6 Running Shoes
New Balance Men's New Balance 990V6 Running Shoes
A blue leather-and-mesh sneaker with plush cushioning, dependable stability, and a durable rubber outsole.
(0)
$199.95 $199.95
SALE
$199.95 $199.95
SALE
Men's Portland Boots, Chelsea
L.L.Bean Men's Portland Boots, Chelsea
A red leather Chelsea pull-on boot with elastic goring and a lightweight lugged Vibram® rubber outsole.
(0)
$190 $190
SALE
$190 $190
SALE
Women's Double L Sneakers, Lace Up
L.L.Bean Women's Double L Sneakers, Lace Up
A black leather sneaker with cushioned support, soft lining, and lugged rubber outsole for dependable traction.
(0)
$99 $49.99
SALE
$99 $49.99
SALE
Men's Portland Boots, Lace-Up
L.L.Bean Men's Portland Boots, Lace-Up
A red leather lace-up boot with soft lining, secure hooks, and lightweight lugged rubber traction.
(0)
$200 $200
SALE
$200 $200
SALE
Men's NextVenture Waterproof Slip-On Shoes, Leather
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Leather
A brown waterproof leather slip-on with cushioned EVA midsole, protective overlays, and grippy Vibram rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Keen Jasper Zionic Sneakers
Keen Men's Keen Jasper Zionic Sneakers
A green leather-and-rubber sneaker with breathable lining, supportive cushioning, lightweight stability, and high-traction lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Men's NextVenture Waterproof Slip-On Shoes, Suede
L.L.Bean Men's NextVenture Waterproof Slip-On Shoes, Suede
A brown suede slip-on with waterproof protection, cushioned EVA comfort, and Vibram rubber traction for trails.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Camden Hills Penny Loafers, Suede
L.L.Bean Women's Camden Hills Penny Loafers, Suede
A brown suede slip-on with cushioned comfort and grippy rubber traction for everyday exploring.
(0)
$140 $111.99
SALE
$140 $111.99
SALE
Women's Camden Hills Penny Loafers, Leather
L.L.Bean Women's Camden Hills Penny Loafers, Leather
A black leather slip-on loafer with cushioned support, shock absorption, and grippy rubber traction for exploring.
(0)
$140 $118.99
SALE
$140 $118.99
SALE
Women's Camden Hills Chelsea Boots
L.L.Bean Women's Camden Hills Chelsea Boots
A brown full-grain leather Chelsea boot with stretchy goring, cushioned EVA footbed and rugged rubber traction.
(0)
$190 $84.99
SALE
$190 $84.99
SALE
Men's Bucksport Shoes, Plain Toe
L.L.Bean Men's Bucksport Shoes, Plain Toe
A brown waterproof leather shoe with Goodyear welted construction, Vibram lug soles and cushioned all-day support.
(835)
$170 $170
SALE
What customers like:
Perfect fit
Quality
Durability
Excellent value
Comfortable
$170 $170
SALE
Women's On Cloud 6 Shoes
On Women's On Cloud 6 Shoes
A tan, breathable lifestyle sneaker with recycled-polyester mesh, cushioned CloudTec foam and a durable rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Men's Heritage Hiking Shoes, Waterproof
L.L.Bean Men's Heritage Hiking Shoes, Waterproof
A gray nylon hiking shoe with waterproof protection, recycled mesh lining, and cushioned EVA comfort.
(0)
$140 $99.99
SALE
$140 $99.99
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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