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Men's Boots

Sturdy and stylish men's boots from local Vermont shops and brands. Curated styles for any weather, with fast local delivery across Vermont.

255 products

Carolina Men's Elm 8 Inch Soft Toe Logger Work Boot - Briar Pitsop by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's Elm 8 Inch Soft Toe Logger Work Boot - Briar Pitsop

$154.99
$154.99 $154.99
Danner Men's Lookout EMS/CSA Side-Zip 8 Inch Composite Toe Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Lookout EMS/CSA Side-Zip 8 Inch Composite Toe Work Boot - Black

$239.95
$239.95 $239.95
Rocky Men's Forge 6 Inch Composite Toe Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Rocky Men's Forge 6 Inch Composite Toe Work Boots - Brown

$113.40
$113.40 $162.00
KEEN Utility Men's Synchro Waterproof Carbon Toe Work Boots - Forest Night/Gum by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Synchro Waterproof Carbon Toe Work Boots - Forest Night/Gum

$185.00
$185.00 $185.00
Danner Men's Caliper 6 Inch Aluminum Toe Work Boot - Brown Leather by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Caliper 6 Inch Aluminum Toe Work Boot - Brown Leather

$169.95
$169.95 $169.95
Crispi Men's Hunter GTX Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Crispi Men's Hunter GTX Boots - Brown

$520.00
$520.00 $520.00
Timberland Pro Men's 8 Inch Boondock Comp Safety Toe Waterproof Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's 8 Inch Boondock Comp Safety Toe Waterproof Work Boots - Brown

$250.00
$250.00 $250.00
KEEN Men's Targhee IV Waterproof Hiking Boots - Sea Turtle/Roasted Pecan by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Men's Targhee IV Waterproof Hiking Boots - Sea Turtle/Roasted Pecan

$180.00
$180.00 $180.00
Oboz Men's Sawtooth X Mid Waterproof Hiker Boot - Canteen by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Sawtooth X Mid Waterproof Hiker Boot - Canteen

$129.00
$129.00 $180.00
Danner Men's Bull Run 6 Inch Moc Toe Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Bull Run 6 Inch Moc Toe Work Boot - Brown

$280.00
$280.00 $280.00
Oboz Men's Bangtail Mid Insulated Waterproof Winter Boot - Charcoal by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Bangtail Mid Insulated Waterproof Winter Boot - Charcoal

$230.00
$230.00 $230.00
LaCrosse Men's Ridgeback 8 Inch 1200G Insulated Boots - Realtree Edge by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

LaCrosse Men's Ridgeback 8 Inch 1200G Insulated Boots - Realtree Edge

$210.00
$210.00 $210.00