Shop Hipster Walking Shoes

Sponsored
$150.00
Tommy Bahama Men's Suede Sneakers - Tan - Size 10.5
Tommy Bahama
$150.00
Tommy Bahama Men's Suede Sneakers - Tan - Size 10.5
Tommy Bahama
$104.99
$145.00
Most Comfortable Supportive Sneakers, Arch Support, Improved Mobility, Stretchable, Women's Sneakers | Orthofeet Shoes, Francis, 11.5 / Wide / Blue
Orthofeet
42
27% off
$104.99
$145.00
Most Comfortable Supportive Sneakers, Arch Support, Improved Mobility, Stretchable, Women's Sneakers | Orthofeet Shoes, Francis, 11.5 / Wide / Blue
Orthofeet
$99.99
$145.00
Most Comfortable Supportive Sneakers, Adjustable Arch Support, No Lace, Women's Sneakers | Orthofeet Orthopedic Shoes, Francis, 9 / Wide / Gray
Orthofeet
31% off
$99.99
$145.00
Most Comfortable Supportive Sneakers, Adjustable Arch Support, No Lace, Women's Sneakers | Orthofeet Orthopedic Shoes, Francis, 9 / Wide / Gray
Orthofeet
$114.99
$155.00
Best Shoes For Walking And Standing All Day, Superior Comfort, Men's Casual Shoes | Orthofeet Comfort Walking Shoe, Siron, 9.5 / Extra Wide / Brown
Orthofeet
25% off
$114.99
$155.00
Best Shoes For Walking And Standing All Day, Superior Comfort, Men's Casual Shoes | Orthofeet Comfort Walking Shoe, Siron, 9.5 / Extra Wide / Brown
Orthofeet
$140.00
Olukai Laeahi Li Ili - Kukui Brown | Mens Waterproof Leather Sneakers - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch
OluKai Official Store
713
$140.00
Olukai Laeahi Li Ili - Kukui Brown | Mens Waterproof Leather Sneakers - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch
OluKai Official Store
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black, Men's Size: 7) - Zero Drop Shoes
XeroShoes
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black, Men's Size: 7) - Zero Drop Shoes
XeroShoes
$165.00
Olukai Laeahi Lauhala - Fox | Mens Woven Leather Shoes - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
279
$165.00
Olukai Laeahi Lauhala - Fox | Mens Woven Leather Shoes - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
$45.95
$75.00
Women's Saucony Stretch & Go™ Glide Grey|Pink, Size 5.5m
Saucony
38% off
$45.95
$75.00
Women's Saucony Stretch & Go™ Glide Grey|Pink, Size 5.5m
Saucony
$99.95
ABEO MXV Cruise Sneakers - Black
WalkingCo
15
$99.95
ABEO MXV Cruise Sneakers - Black
WalkingCo
$130.00
Olukai Mio Li Men's Athletic Shoes | Pavement / Vintage Indigo - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
734
$130.00
Olukai Mio Li Men's Athletic Shoes | Pavement / Vintage Indigo - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
OluKai Official Store
$99.95
ABEO Encore Sneaker Shoes - Wide White Leather
WalkingCo
$99.95
ABEO Encore Sneaker Shoes - Wide White Leather
WalkingCo
$110.00
Men's Saucony Omni Walker 3 Black, Size 7m
Saucony
136
$110.00
Men's Saucony Omni Walker 3 Black, Size 7m
Saucony
$39.60
$79.00
Easy Spirit Gage Walking Shoes - (Size 10) Medium Width
Easy Spirit
49% off
$39.60
$79.00
Easy Spirit Gage Walking Shoes - (Size 10) Medium Width
Easy Spirit
$105.00
Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 9.0 | Navy | Synthetic/Textile
Skechers USA
In store
20% Off*
$105.00
Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 9.0 | Navy | Synthetic/Textile
Skechers USA
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black / White, Men's Size: 12) - Zero Drop Shoes
XeroShoes
2K+
$89.99
Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black / White, Men's Size: 12) - Zero Drop Shoes
XeroShoes
$105.00
Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 10.5 | Black/Charcoal | Synthetic/Textile
Skechers USA
In store
20% Off*
$105.00
Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 10.5 | Black/Charcoal | Synthetic/Textile
Skechers USA
$129.00
Men's Stonington Shoes, Moc-Toes Dark Cocoa 14 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$129.00
Men's Stonington Shoes, Moc-Toes Dark Cocoa 14 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$107.99
$119.99
Xero Shoes - Barefoot Shoes - Ridgeway Mesh Low - Women (Style: Faded Black, Women's Size: 11.5) - Zero Drop Shoes
XeroShoes
10% off
$107.99
$119.99
Xero Shoes - Barefoot Shoes - Ridgeway Mesh Low - Women (Style: Faded Black, Women's Size: 11.5) - Zero Drop Shoes
XeroShoes
$131.99
$165.00
HOKA Women's Bondi 8 Shoes In Coastal Sky/All Aboard, Size 5.5
HOKA (hoka.com)
20% off
$131.99
$165.00
HOKA Women's Bondi 8 Shoes In Coastal Sky/All Aboard, Size 5.5
HOKA (hoka.com)
$175.00
HOKA Women's Bondi SR Shoes In White, Size 9.5
HOKA (hoka.com)
Free shipping
$175.00
HOKA Women's Bondi SR Shoes In White, Size 9.5
HOKA (hoka.com)
$70.00
Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 6.5 Wide | White | Textile | Vegan | Machine Washable
Skechers USA
20% Off*
$70.00
Skechers Women's Arch Fit Arcade - Meet Ya There Sneaker | Size 6.5 Wide | White | Textile | Vegan | Machine Washable
Skechers USA
$39.60
$79.00
Easy Spirit Gage Walking Shoes - (Size 5) Medium Width
Easy Spirit
49% off
$39.60
$79.00
Easy Spirit Gage Walking Shoes - (Size 5) Medium Width
Easy Spirit
$109.00
L.L.Bean | Men's Comfort Fitness Walking Shoes Classic Navy/Iron 10 M(D), Rubber
L.L.Bean
Free shipping
$109.00
L.L.Bean | Men's Comfort Fitness Walking Shoes Classic Navy/Iron 10 M(D), Rubber
L.L.Bean
$23.70
$79.00
Easy Spirit Hellen Walking Shoes - (Size 6) Medium Width
Easy Spirit
70% off
$23.70
$79.00
Easy Spirit Hellen Walking Shoes - (Size 6) Medium Width
Easy Spirit
$175.00
HOKA Women's Bondi SR Shoes In Black, Size 9 W
HOKA (hoka.com)
Free shipping
$175.00
HOKA Women's Bondi SR Shoes In Black, Size 9 W
HOKA (hoka.com)
$135.00
Allbirds Women's Tree Gliders, Lightweight Walking Sneakers, Black, Size 5
Allbirds
$135.00
Allbirds Women's Tree Gliders, Lightweight Walking Sneakers, Black, Size 5
Allbirds
$160.00
Taos Advance Lace-Up Sneakers For Women, Perfect For Walking & Travel, Plantar Fasciitis & Arch Support, Size 10, Sandstone Multi
Taos Footwear
2
$160.00
Taos Advance Lace-Up Sneakers For Women, Perfect For Walking & Travel, Plantar Fasciitis & Arch Support, Size 10, Sandstone Multi
Taos Footwear
$129.00
Kizik Women's Athens - Blackout 10 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
$129.00
Kizik Women's Athens - Blackout 10 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
$90.00
Women's Saucony Integrity Walker 3 Wide Black, Size 7W
Saucony
$90.00
Women's Saucony Integrity Walker 3 Wide Black, Size 7W
Saucony
$120.00
Allbirds Women's Tree Runner Go, Comfortable Walking Shoes, Beige, Size 6
Allbirds
$120.00
Allbirds Women's Tree Runner Go, Comfortable Walking Shoes, Beige, Size 6
Allbirds
$99.95
ABEO Encore Sneaker Shoes - Tan Nubuck
WalkingCo
$99.95
ABEO Encore Sneaker Shoes - Tan Nubuck
WalkingCo
$135.00
Allbirds Women's Tree Gliders, Lightweight Walking Sneakers, White, Size 7.5
Allbirds
$135.00
Allbirds Women's Tree Gliders, Lightweight Walking Sneakers, White, Size 7.5
Allbirds
$89.00
$129.00
Kizik Women's Athens - Lilac 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
31% off
$89.00
$129.00
Kizik Women's Athens - Lilac 5.5 / Standard | Kizik Hands-Free Shoes | Step In Shoes | Slip On Shoes
Kizik Store
$69.95
$120.00
Rockport - Men's Ridgefield Eureka Lace-Up - 7.5 m
Rockport US
20K+
41% off
$69.95
$120.00
Rockport - Men's Ridgefield Eureka Lace-Up - 7.5 m
Rockport US
$130.00
Best Shoes For Plantar Fasciitis, Engineered For Arch Support & Shock Absorption - G-DEFY Mighty Walk Athletic Shoes, Size 10.5 Men
Gravity Defyer
25% Off*
Free shipping
$130.00
Best Shoes For Plantar Fasciitis, Engineered For Arch Support & Shock Absorption - G-DEFY Mighty Walk Athletic Shoes, Size 10.5 Men
Gravity Defyer
$130.00
Gravity Defyer Women's Orthopedic | Arch Support | Plantar Fasciitis | Foot & Knee Pain | Wide Shoes | Bunions | Heel Pain | Free Orthotic Included
Gravity Defyer
25% Off*
Free shipping
$130.00
Gravity Defyer Women's Orthopedic | Arch Support | Plantar Fasciitis | Foot & Knee Pain | Wide Shoes | Bunions | Heel Pain | Free Orthotic Included
Gravity Defyer
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    Shop Hipster Walking Shoes

    Sponsored
    $150.00
    Tommy Bahama Men's Suede Sneakers - Tan - Size 10.5
    Tommy Bahama
    $150.00
    Tommy Bahama Men's Suede Sneakers - Tan - Size 10.5
    Tommy Bahama
    $104.99
    $145.00
    Most Comfortable Supportive Sneakers, Arch Support, Improved Mobility, Stretchable, Women's Sneakers | Orthofeet Shoes, Francis, 11.5 / Wide / Blue
    Orthofeet
    42
    27% off
    $104.99
    $145.00
    Most Comfortable Supportive Sneakers, Arch Support, Improved Mobility, Stretchable, Women's Sneakers | Orthofeet Shoes, Francis, 11.5 / Wide / Blue
    Orthofeet
    $99.99
    $145.00
    Most Comfortable Supportive Sneakers, Adjustable Arch Support, No Lace, Women's Sneakers | Orthofeet Orthopedic Shoes, Francis, 9 / Wide / Gray
    Orthofeet
    31% off
    $99.99
    $145.00
    Most Comfortable Supportive Sneakers, Adjustable Arch Support, No Lace, Women's Sneakers | Orthofeet Orthopedic Shoes, Francis, 9 / Wide / Gray
    Orthofeet
    $114.99
    $155.00
    Best Shoes For Walking And Standing All Day, Superior Comfort, Men's Casual Shoes | Orthofeet Comfort Walking Shoe, Siron, 9.5 / Extra Wide / Brown
    Orthofeet
    25% off
    $114.99
    $155.00
    Best Shoes For Walking And Standing All Day, Superior Comfort, Men's Casual Shoes | Orthofeet Comfort Walking Shoe, Siron, 9.5 / Extra Wide / Brown
    Orthofeet
    $140.00
    Olukai Laeahi Li Ili - Kukui Brown | Mens Waterproof Leather Sneakers - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch
    OluKai Official Store
    713
    $140.00
    Olukai Laeahi Li Ili - Kukui Brown | Mens Waterproof Leather Sneakers - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch
    OluKai Official Store
    $89.99
    Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black, Men's Size: 7) - Zero Drop Shoes
    XeroShoes
    $89.99
    Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black, Men's Size: 7) - Zero Drop Shoes
    XeroShoes
    $165.00
    Olukai Laeahi Lauhala - Fox | Mens Woven Leather Shoes - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    279
    $165.00
    Olukai Laeahi Lauhala - Fox | Mens Woven Leather Shoes - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    $45.95
    $75.00
    Women's Saucony Stretch & Go™ Glide Grey|Pink, Size 5.5m
    Saucony
    38% off
    $45.95
    $75.00
    Women's Saucony Stretch & Go™ Glide Grey|Pink, Size 5.5m
    Saucony
    $99.95
    ABEO MXV Cruise Sneakers - Black
    WalkingCo
    15
    $99.95
    ABEO MXV Cruise Sneakers - Black
    WalkingCo
    $130.00
    Olukai Mio Li Men's Athletic Shoes | Pavement / Vintage Indigo - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    734
    $130.00
    Olukai Mio Li Men's Athletic Shoes | Pavement / Vintage Indigo - Premium Hawaiian Footwear - Comfortable Everyday Walking Shoes With Arch Support -
    OluKai Official Store
    $99.95
    ABEO Encore Sneaker Shoes - Wide White Leather
    WalkingCo
    $99.95
    ABEO Encore Sneaker Shoes - Wide White Leather
    WalkingCo
    $110.00
    Men's Saucony Omni Walker 3 Black, Size 7m
    Saucony
    136
    $110.00
    Men's Saucony Omni Walker 3 Black, Size 7m
    Saucony
    $39.60
    $79.00
    Easy Spirit Gage Walking Shoes - (Size 10) Medium Width
    Easy Spirit
    49% off
    $39.60
    $79.00
    Easy Spirit Gage Walking Shoes - (Size 10) Medium Width
    Easy Spirit
    $105.00
    Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 9.0 | Navy | Synthetic/Textile
    Skechers USA
    In store
    20% Off*
    $105.00
    Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 9.0 | Navy | Synthetic/Textile
    Skechers USA
    $89.99
    Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black / White, Men's Size: 12) - Zero Drop Shoes
    XeroShoes
    2K+
    $89.99
    Xero Shoes - Barefoot Shoes - Prio - Men (Style: Black / White, Men's Size: 12) - Zero Drop Shoes
    XeroShoes
    $105.00
    Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 10.5 | Black/Charcoal | Synthetic/Textile
    Skechers USA
    In store
    20% Off*
    $105.00
    Skechers Men's Max Cushioning Premier 2.0 - Vantage Sneaker | Size 10.5 | Black/Charcoal | Synthetic/Textile
    Skechers USA
    $129.00
    Men's Stonington Shoes, Moc-Toes Dark Cocoa 14 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $129.00
    Men's Stonington Shoes, Moc-Toes Dark Cocoa 14 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    $107.99
    $119.99
    Xero Shoes - Barefoot Shoes - Ridgeway Mesh Low - Women (Style: Faded Black, Women's Size: 11.5) - Zero Drop Shoes
    XeroShoes
    10% off
    $107.99
    $119.99
    Xero Shoes - Barefoot Shoes - Ridgeway Mesh Low - Women (Style: Faded Black, Women's Size: 11.5) - Zero Drop Shoes
    XeroShoes