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Men's Footwear

Stylish men's footwear from local Vermont shops and brands. Curated styles for every step, with fast local delivery across Vermont.

563 products

New Balance Men's More Trail V2 Running Shoes - Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

New Balance Men's More Trail V2 Running Shoes - Green

$165.00
$165.00 $165.00
Asolo Men's Fugitive GTX Hiking Boot - Wool/Black/Red by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Asolo Men's Fugitive GTX Hiking Boot - Wool/Black/Red

$335.00
$335.00 $335.00
Oboz Men's Bridger Low B-DRY - Canteen Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Bridger Low B-DRY - Canteen Brown

$175.00
$175.00 $175.00
Danner Men's Super Rain Forest 8 Inch Composite Toe Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Super Rain Forest 8 Inch Composite Toe Work Boot - Black

$424.00
$424.00 $530.00
Lacrosse Men's Uplander II 10 Inch Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Uplander II 10 Inch Boots - Brown

$127.96
$127.96 $159.95
Chaco Men's Canyon Woven Clog - Hut Dark Sand by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Chaco Men's Canyon Woven Clog - Hut Dark Sand

$91.00
$91.00 $130.00
KEEN Utility Men's Pittsburgh Energy 6 Inch Waterproof Carbon Fiber Toe Work Boots - Cascade Brown/Greener Pastures by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Pittsburgh Energy 6 Inch Waterproof Carbon Fiber Toe Work Boots - Cascade Brown/Greener Pastures

$200.00
$200.00 $200.00
Carolina Men's 6 Inch Amp Steel Toe Moc Toe Wedge Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's 6 Inch Amp Steel Toe Moc Toe Wedge Work Boot - Brown

$207.99
$207.99 $259.99
New Balance Men's Fresh Foam X Vongo v6 Running Shoes - Aluminum Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

New Balance Men's Fresh Foam X Vongo v6 Running Shoes - Aluminum Grey

$164.99
$164.99 $164.99
KEEN Utility Men's Sparta XT Aluminum Toe Work Shoe - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Sparta XT Aluminum Toe Work Shoe - Black

$120.00
$120.00 $120.00
Kamik Men's Cody XT Winter Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Kamik Men's Cody XT Winter Boots - Black

$210.00
$210.00 $210.00
Crispi Men's Wild Rock GTX Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Crispi Men's Wild Rock GTX Boots - Brown

$416.00
$416.00 $520.00