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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.

223 products

Sitka Men's Back 40 Boots - Optifade Cover by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Sitka Men's Back 40 Boots - Optifade Cover

$229.00
$229.00 $229.00
KEEN Utility Men's San Jose Chelsea 90 Degree Heel Aluminum Toe Work Boots - Cascade Brown/Gum by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's San Jose Chelsea 90 Degree Heel Aluminum Toe Work Boots - Cascade Brown/Gum

$165.00
$165.00 $165.00
The North Face Men's Bergen Leather Waterproof Winter Boots - New Taupe Green/Asphalt Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

The North Face Men's Bergen Leather Waterproof Winter Boots - New Taupe Green/Asphalt Grey

$159.00
$159.00 $159.00
Danner Men's Super Rain Forest 8 Inch Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Super Rain Forest 8 Inch Work Boot - Black

$416.00
$416.00 $520.00
Sorel Men's Carson Moc Boots - Velvet Tan/Gum by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Sorel Men's Carson Moc Boots - Velvet Tan/Gum

$165.00
$165.00 $165.00
Lacrosse Men's Alphaburly Pro 18 Inch 1000G Boots - Realtree Edge by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro 18 Inch 1000G Boots - Realtree Edge

$192.00
$192.00 $240.00
Danner Men's 8 Inch Lookout Side-Zip Boot Plain Toe Work Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's 8 Inch Lookout Side-Zip Boot Plain Toe Work Boots - Black

$210.00
$210.00 $210.00
Hoffman Men's Explorer 8 Inch Insulated Work Boots - Brown/Green/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Hoffman Men's Explorer 8 Inch Insulated Work Boots - Brown/Green/Black

$425.00
$425.00 $425.00
Danner Men's Acadia 8 Inch 200G Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Acadia 8 Inch 200G Work Boot - Black

$351.96
$351.96 $439.95
Carolina Men's 28 Series 8 Inch Waterproof Composite Toe Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's 28 Series 8 Inch Waterproof Composite Toe Work Boots - Brown

$183.99
$183.99 $229.99
Ariat Men's Rebar Lift 6 Inch Waterproof Work Boots - Distressed Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Ariat Men's Rebar Lift 6 Inch Waterproof Work Boots - Distressed Brown

$189.95
$189.95 $189.95
Lacrosse Men's Ursa LS GTX 10 Inch 400G Insulated Boots - Gunmetal by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Ursa LS GTX 10 Inch 400G Insulated Boots - Gunmetal

$336.00
$336.00 $420.00