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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.

206 products

Timberland Pro Men's Tempe 6 Inch Waterproof Alloy Toe Work Boots - Medium Grey Leather by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Tempe 6 Inch Waterproof Alloy Toe Work Boots - Medium Grey Leather

$150.00
$150.00 $150.00
Oboz Men's Sawtooth X Mid Waterproof Hiking Boot - Classic Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Sawtooth X Mid Waterproof Hiking Boot - Classic Brown

$200.00
$200.00 $200.00
Lacrosse Men's Windrose 8 Inch 1000G Insulated Boots - Realtree Edge by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Windrose 8 Inch 1000G Insulated Boots - Realtree Edge

$200.00
$200.00 $200.00
KEEN Men's Targhee IV Waterproof Hiking Boots - Triple Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Men's Targhee IV Waterproof Hiking Boots - Triple Black

$190.00
$190.00 $190.00
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

$250.00
$250.00 $250.00
Rocky Men's Forge 6 Inch Composite Toe Work Boots - Brown
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Lenny's Shoe & Apparel

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

$75.00
$75.00 $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

$200.00
$200.00 $200.00
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

$510.00
$510.00 $510.00
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

$190.00
$190.00 $190.00
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