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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.

561 products

Timberland Pro Men's Trailwind Composite Toe Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Trailwind Composite Toe Work Boot - Brown

$190.00
$190.00 $190.00
Rocky Men's Dry Strike SRX Outdoor Shoes - Dark Taupe by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Rocky Men's Dry Strike SRX Outdoor Shoes - Dark Taupe

$80.00
$80.00 $80.00
UYN Men's Urban Trail Naked Shoes - White/Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

UYN Men's Urban Trail Naked Shoes - White/Grey

$149.00
$149.00 $149.00
Rocky Men's WorkSmart Composite Toe Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Rocky Men's WorkSmart Composite Toe Work Boot - Brown

$110.00
$110.00 $110.00
KEEN Utility Men's Camden Waterproof 6 Inch Carbon Fiber Toe Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Camden Waterproof 6 Inch Carbon Fiber Toe Work Boot - Brown

$220.00
$220.00 $220.00
Asolo Men's Tahoe Mid GTX Hiking Boot - Shark Grey/Black/Beige by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Asolo Men's Tahoe Mid GTX Hiking Boot - Shark Grey/Black/Beige

$200.00
$200.00 $200.00
Oboz Men's Sawtooth X Mid Waterproof Hiking Boot - Charcoal by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Sawtooth X Mid Waterproof Hiking Boot - Charcoal

$200.00
$200.00 $200.00
Spring Step Men's Draven Sneakers - Grey
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Lenny's Shoe & Apparel

Spring Step Men's Draven Sneakers - Grey

$54.50
$54.50 $129.95
Carolina Men's Amp 6 Inch USA Soft Toe Moc Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's Amp 6 Inch USA Soft Toe Moc Work Boots - Brown

$199.99
$199.99 $249.99
HOKA Men's Bondi 9 Running Shoes - Stardust/Cosmic Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

HOKA Men's Bondi 9 Running Shoes - Stardust/Cosmic Grey

$175.00
$175.00 $175.00
Acorn Men's Rambler Mule - Chocolate by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Acorn Men's Rambler Mule - Chocolate

$97.00
$97.00 $97.00
Acorn Men's Moc Slippers - Dark Charcoal by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Acorn Men's Moc Slippers - Dark Charcoal

$55.00
$55.00 $55.00