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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.

566 products

Asolo Men's Tahoe GTX Hiking Shoes - Black/Safety Yellow by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Asolo Men's Tahoe GTX Hiking Shoes - Black/Safety Yellow

$195.00
$195.00 $195.00
The North Face Men's Hedgehog 3 Waterproof Shoes - TNF Black/Asphalt Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

The North Face Men's Hedgehog 3 Waterproof Shoes - TNF Black/Asphalt Grey

$150.00
$150.00 $150.00
KEEN Utility Men's Braddock Low Soft Toe Work Shoe - Cascade/Orange Ochre by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Braddock Low Soft Toe Work Shoe - Cascade/Orange Ochre

$170.00
$170.00 $170.00
KEEN Utility Men's Cincinnati 6 Inch Waterproof Composite Toe Work Boot - Belgian/Sandshell by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Cincinnati 6 Inch Waterproof Composite Toe Work Boot - Belgian/Sandshell

$200.00
$200.00 $200.00
Teva Men's Riva Hiking Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Teva Men's Riva Hiking Boots - Brown

$165.00
$165.00 $165.00
Bogs Men's Bozeman Mid Insulated Waterproof Winter Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Bogs Men's Bozeman Mid Insulated Waterproof Winter Boots - Black

$180.00
$180.00 $180.00
Brooks Men's Addiction GTS 15 Running Shoes - India Ink/Black/Blue by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Brooks Men's Addiction GTS 15 Running Shoes - India Ink/Black/Blue

$140.00
$140.00 $140.00
Asolo Men's Drifter EVO Gv Hiking Boot - Graphite/Gunmetal by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Asolo Men's Drifter EVO Gv Hiking Boot - Graphite/Gunmetal

$239.00
$239.00 $347.00
Saucony Men's Peregrine 15 Trail Shoes - Black/Shadow by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Saucony Men's Peregrine 15 Trail Shoes - Black/Shadow

$145.00
$145.00 $145.00
Chinook Men's Olympic 6 Inch Composite Toe Waterproof Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Chinook Men's Olympic 6 Inch Composite Toe Waterproof Work Boots - Brown

$134.99
$134.99 $134.99
Spring Step Men's Kris Sneakers - Grey
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Lenny's Shoe & Apparel

Spring Step Men's Kris Sneakers - Grey

$54.50
$54.50 $149.95
New Balance Men's Fresh Foam X 860v14 Running Shoes - Grey Matter by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

New Balance Men's Fresh Foam X 860v14 Running Shoes - Grey Matter

$139.99
$139.99 $139.99