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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.

222 products

Bogs Men's Sauvie Chelsea Slip On Waterproof Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Bogs Men's Sauvie Chelsea Slip On Waterproof Boots - Black

$110.00
$110.00 $110.00
Lacrosse Men's Burly Hip Big Chief 32 Inch 600G Boots - Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Burly Hip Big Chief 32 Inch 600G Boots - Green

$152.00
$152.00 $190.00
Chinook Men's Kickaxe 15 Inch Waterproof Rubber Work Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Chinook Men's Kickaxe 15 Inch Waterproof Rubber Work Boots - Black

$55.00
$55.00 $55.00
Nunn Bush Men's Otis II Plain Toe Chelsea Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Nunn Bush Men's Otis II Plain Toe Chelsea Boots - Brown

$84.00
$84.00 $120.00
Dryshod Men's Steadyeti Mid Insulated Rain Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Dryshod Men's Steadyeti Mid Insulated Rain Boots - Black

$214.95
$214.95 $214.95
Lacrosse Men's Alpha Muddy Boots - Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alpha Muddy Boots - Green

$120.00
$120.00 $150.00
Oboz Men's Bridger 10 Inch Insulated Waterproof Winter Boot - Midnight Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Bridger 10 Inch Insulated Waterproof Winter Boot - Midnight Black

$240.00
$240.00 $240.00
Nexgrip Men's Ice Bromont Boot - Brown/ Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Nexgrip Men's Ice Bromont Boot - Brown/ Black

$240.00
$240.00 $240.00
KEEN Utility Men's Camden 8 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Leather Brown/ Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Camden 8 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Leather Brown/ Black

$245.00
$245.00 $245.00
Thorogood Men's American Legacy Waterproof 400G Insulated 8 Inch Work Boot - Crazy Horse by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Thorogood Men's American Legacy Waterproof 400G Insulated 8 Inch Work Boot - Crazy Horse

$309.95
$309.95 $309.95
KEEN Men's Targhee IV Waterproof Hiking Boots - Bison/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Men's Targhee IV Waterproof Hiking Boots - Bison/Black

$180.00
$180.00 $180.00
Asolo Men's Tps 520 Gv Evo Hiking Boot - Chestnut by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Asolo Men's Tps 520 Gv Evo Hiking Boot - Chestnut

$400.00
$400.00 $400.00