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Mens Flexible Shoes

Item #:269624
Available in Black, White
$75.00
  • Our best choice for avid fitness walkers
  • Excellent cushioning at heel for comfort with each stride
  • Flexible Walking Strike Path outsole supports a more powerful gait
Item #:206044
Available in Brown, Brown/Brown
$189.00
  • Based on our original Maine Hunting Shoe, introduced in 1912
  • Gore-Tex liner keeps feet dry while Thinsulate insulation wards off chill
  • Moccasin-like, flexible sole allows you to feel the forest floor
  • Improved upper, with premium waterproof leather for a custom fit
Item #:275347
Available in Black, Black/Brown
$199.00
Introduced in 1912, the Maine Hunting Shoe was Leon Leonwood Bean's very first product. We've updated the original with a flexible waxed-canvas upper with genuine shearling lining for ultimate warmth. A steel shank offers stability and arch support. Handstitched and quality-checked in Maine. (Fur USA). Introduced in 1912, the Maine Hunting Shoe was Leon Leonwood Bean's very first product. We've updated the original with a flexible waxed-canvas upper with genuine shearling lining for ultimate warmth. A steel shank offers stability and arch support. Handstitched and quality-checked in Maine. (Fur USA).
Item #:271749
Available in Brown, Chocolate Brown
$69.99
  • Crafted using genuine handsewn construction from the finest bison leather
  • Flexible rubber outsole delivers reliable traction while retaining a moccasin feel
  • Footbed adds superior cushioning, wear after wear
Item #:212206
Available in Brown, Brown/Brown
$159.00
  • Based on our original Maine Hunting Shoe, introduced in 1912
  • Moccasin-like, flexible sole allows you to feel the forest floor
  • Improved upper, with premium waterproof leather for a custom fit
  • Steel shank for superior lateral and arch support
Item #:269621
Available in Black, White
$75.00
  • Our best choice for avid fitness walkers
  • Excellent cushioning at heel for comfort with each stride
  • Flexible Walking Strike Path outsole supports a more powerful gait
Item #:212204
Available in Brown, Brown/Brown
$139.00
  • Based on our original Maine Hunting Shoe, introduced in 1912
  • Moccasin-like, flexible sole allows you to feel the forest floor
  • Improved upper, with premium waterproof leather for a custom fit
  • Steel shank for superior lateral and arch support
Item #:289536
Available in Black, Black/Yellow
$95.00 $49.95
  • Compact, flexible paddling shoes for tight kayak cockpits
  • Built with stretchy 3 mm Terraprene neoprene for cushion and warmth
  • Soft VaporLoft lining repels water and dries quickly
Item #:206042
Available in Brown, Brown/Brown
$129.00
  • Based on our original Maine Hunting Shoe, introduced in 1912
  • Moccasin-like, flexible sole allows you to feel the forest floor
  • Improved upper, with premium waterproof leather for a custom fit
  • Steel shank for superior lateral and arch support
Item #:260974
Available in Blue, Navy
$95.00 $46.99
  • Cushioning midsole has side drainage ports that let cool air in and water out
  • Quick-drying upper is pieced with cool mesh for extra breathability
  • Flexible nonmarking rubber outsole is deeply grooved for traction on wet surfaces
Item #:277449
Available in Brown, Coffee Bean
$79.00
  • Our Storm Chasers combine the waterproof protection of rubber boots with the comfort of sneakers
  • The upper is made of soft, flexible waterproof leather and we've added a TEK2.5 lining to keep feet dry
  • Multi-lugged rubber outsole is now siped for superior traction on wet surfaces
Item #:282000
Available in Firetread Midnight, Guell Lead, Multi Color
$85.00
  • Nylon shank keeps foot stable and three-point strap adjustment fine tunes the fit
  • Shoc Pad in heel gives you outstanding shock absorption
  • Original Spider rubber outsole is made for a sure grip
Item #:277451
Available in Brown, Coffee Bean
$89.00
  • Our Storm Chasers combine the waterproof protection of rubber boots with the comfort of sneakers
  • The upper is made of soft, flexible waterproof leather and we've added a TEK2.5 lining to keep feet dry
  • Multi-lugged rubber outsole is now siped for superior traction on wet surfaces
Item #:264296
Available in Black
$42.99
  • Flexible neoprene-coated upper fits over your calves without chafing
  • EVA base is coated with rubber, making it twice as abrasion resistant as similar styles
  • Thickly padded insole adds comfort and support
Item #:282611
Available in Black
$95.00 $49.95
  • Toasty warm, highly flexible booties featuring state-of-the-art titanium technology
  • Provides excellent range of motion for activities like sea kayaking, swimming, stand-up paddleboarding and surfing
  • Seamless design prevents chafing
Item #:287219
Available in Brown, Chocolate Brown
$99.00
  • Crafted using genuine handsewn construction from the finest bison leather
  • Flexible rubber outsole delivers reliable traction while retaining a moccasin feel
  • Footbed adds superior cushioning, wear after wear
  • Leather pull-on loop for easy on and off
Item #:278558
Available in Brown, Dark Mushroom
$95.00 $39.95
  • Easy-care faux shearling is handwashable
  • Lined with soft fleece to keep your feet warm
  • Comfortable and flexible outsole
Item #:282651
Available in Brown, Nut Brown
$99.00
  • Crafted using genuine handsewn construction from the finest bison leather
  • Flexible rubber outsole delivers reliable traction while retaining a moccasin feel
  • Footbed adds superior cushioning, wear after wear
  • Leather pull-on loop for easy on and off
Item #:254540
Available in Black, Chocolate, Ink Black
$95.00 $49.95
  • We've updated these popular mocs to be more streamlined and added additional comfort features
  • Water- and stain-resistant suede upper
  • Light, flexible anatomically designed EVA midsole and durable rubber outsole
Item #:260974
Available in Frost Gray, Gray, Peat Moss/Peat Moss, Thicket
$95.00 $49.95
  • Cushioning midsole has side drainage ports that let cool air in and water out
  • Quick-drying upper is pieced with cool mesh for extra breathability
  • Flexible nonmarking rubber outsole is deeply grooved for traction on wet surfaces
  • Quicklace system ensures a fast and secure fit