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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

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
Danner Men's Caliper 8 Inch 400G Insulated Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Caliper 8 Inch 400G Insulated Work Boot - Brown

$184.00
$184.00 $230.00
Danner Men's Mountain 600 Hiking Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Mountain 600 Hiking Boot - Brown

$184.00
$184.00 $230.00
Dingo Men's Rake Steel Toe Work Boot - Brown
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Lenny's Shoe & Apparel

Dingo Men's Rake Steel Toe Work Boot - Brown

$67.50
$67.50 $140.00
Red Wing Men's Iron Ranger 6 Inch Boots - Amber Harness by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Red Wing Men's Iron Ranger 6 Inch Boots - Amber Harness

$349.99
$349.99 $349.99
Red Wing Men's Classic Chelsea 6 Inch Boots - Amber Harness by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Red Wing Men's Classic Chelsea 6 Inch Boots - Amber Harness

$299.99
$299.99 $299.99
Justin Men's 11 Inch Drywall Wyoming Waterproof Soft Toe Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Justin Men's 11 Inch Drywall Wyoming Waterproof Soft Toe Work Boots - Brown

$209.95
$209.95 $209.95
Thorogood Men's American Heritage 6 Inch Moc Steel Toe Work Boot - Crazy Horse by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Thorogood Men's American Heritage 6 Inch Moc Steel Toe Work Boot - Crazy Horse

$275.00
$275.00 $275.00
Lacrosse Men's Alphaburly Pro 1000G 18 Inch Winter Boots - Mossy Oak Country DNA by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro 1000G 18 Inch Winter Boots - Mossy Oak Country DNA

$184.00
$184.00 $230.00
Red Wing Men's Iron Ranger 6 Inch Boots - Copper Rough by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Red Wing Men's Iron Ranger 6 Inch Boots - Copper Rough

$349.99
$349.99 $349.99
Bates Men's Tactical Sport 2 Tall Boot - Coyote by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Bates Men's Tactical Sport 2 Tall Boot - Coyote

$110.95
$110.95 $110.95
Lacrosse Men's Alpha Agility 17 Inch 1200G Boots - Realtree Edge by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alpha Agility 17 Inch 1200G Boots - Realtree Edge

$168.00
$168.00 $210.00