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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.

214 products

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

$260.00
$260.00 $260.00
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

$230.00
$230.00 $230.00
KEEN Utility Men's Independence 6 Inch Waterproof Carbon Fiber Toe Work Boot - Dark Earth/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Independence 6 Inch Waterproof Carbon Fiber Toe Work Boot - Dark Earth/Black

$139.00
$139.00 $195.00
Danner Men's Scorch Military 8 Inch Boot - Coyote by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Scorch Military 8 Inch Boot - Coyote

$132.97
$132.97 $189.95
Danner Men's Vicious 4.5 Inch Work Boot - Brown/Orange by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Vicious 4.5 Inch Work Boot - Brown/Orange

$240.00
$240.00 $240.00
Lacrosse Men's Alphaburly Pro 18 Inch 1600G Insulated Boots - Open Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro 18 Inch 1600G Insulated Boots - Open Green

$240.00
$240.00 $240.00
Danner Men's Mountain 600 Hiking Boot - Brown/Red by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Mountain 600 Hiking Boot - Brown/Red

$220.00
$220.00 $220.00
Lacrosse Men's Alphaburly Pro Non Insulated Boots - Mossy Oak Country DNA by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro Non Insulated Boots - Mossy Oak Country DNA

$210.00
$210.00 $210.00
Lacrosse Men's Alphaburly Pro 800G Boots - Realtree Max by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro 800G Boots - Realtree Max

$200.00
$200.00 $220.00
Carolina Men’s 8 Inch Waterproof Insulated Composite Toe Logger - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men’s 8 Inch Waterproof Insulated Composite Toe Logger - Brown

$234.99
$234.99 $234.99
Oboz Men's Bridger Mid Waterproof Hiking Boot - Sudan by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Oboz Men's Bridger Mid Waterproof Hiking Boot - Sudan

$220.00
$220.00 $220.00
Lacrosse Men's Alpha Lite II Boots - Olive Night by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alpha Lite II Boots - Olive Night

$150.00
$150.00 $150.00
Lacrosse Men's Burly 18 Inch Air Grip Foam Insulated Rain Boots - Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Burly 18 Inch Air Grip Foam Insulated Rain Boots - Green

$130.00
$130.00 $130.00
KEEN Utility Men's Troy Carbon-Fiber Toe Work Boot - Magnet/Black/Yellow by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Troy Carbon-Fiber Toe Work Boot - Magnet/Black/Yellow

$169.00
$169.00 $245.00
Crispi Men's Altitude GTX Boots - Anthracite by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Crispi Men's Altitude GTX Boots - Anthracite

$380.00
$380.00 $380.00
Original Footwear Men's Classic 9 Inch Side Zip Safety Plus Non Metallic Toe Work Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Original Footwear Men's Classic 9 Inch Side Zip Safety Plus Non Metallic Toe Work Boots - Black

$154.99
$154.99 $154.99
KEEN Utility Men's Liberty 6 Inch Waterproof Carbon Toe Work Boots - Chestnut/Gum by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Liberty 6 Inch Waterproof Carbon Toe Work Boots - Chestnut/Gum

$295.00
$295.00 $295.00
Wolverine Men's Floorhand Waterproof 6 Inch Soft Toe Work Boots - Wheat by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Wolverine Men's Floorhand Waterproof 6 Inch Soft Toe Work Boots - Wheat

$125.00
$125.00 $125.00
Original Footwear Men's S.W.A.T. Classic 9 Inch Side Zip Soft Toe Work Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Original Footwear Men's S.W.A.T. Classic 9 Inch Side Zip Soft Toe Work Boots - Black

$139.99
$139.99 $139.99
Carolina Men's Elm 8 Inch Waterproof Soft Toe Insulated Logger Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's Elm 8 Inch Waterproof Soft Toe Insulated Logger Work Boots - Brown

$209.99
$209.99 $209.99
KEEN Utility Men's Evanston 6 Inch Waterproof Carbon Toe Work Boots - Bison/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Evanston 6 Inch Waterproof Carbon Toe Work Boots - Bison/Black

$160.00
$160.00 $160.00
Rocky Men's Sport Utility 8 Inch Insulated Waterproof Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Rocky Men's Sport Utility 8 Inch Insulated Waterproof Boot - Brown

$168.00
$168.00 $168.00
KEEN Utility Men's Independence 6 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Dark Earth/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Independence 6 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Dark Earth/Black

$139.00
$139.00 $200.00
KEEN Utility Men's Independence 8 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Dark Earth/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Independence 8 Inch Insulated Waterproof Carbon Fiber Toe Work Boots - Dark Earth/Black

$149.00
$149.00 $210.00
Thorogood Men's American Heritage 8 Inch Moc Soft Toe Work Boot - Tobacco by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Thorogood Men's American Heritage 8 Inch Moc Soft Toe Work Boot - Tobacco

$275.00
$275.00 $275.00
Danner Men's Steel Yard 6 Inch 400G Steel Toe Work Boot - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Steel Yard 6 Inch 400G Steel Toe Work Boot - Brown

$139.97
$139.97 $199.95
Lacrosse Men's Insulated PAC Rain Boots - Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Insulated PAC Rain Boots - Green

$140.00
$140.00 $140.00
Danner Men's Lookout 8" Insulated 800G Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Lookout 8" Insulated 800G Work Boot - Black

$220.00
$220.00 $220.00
Sorel Men's Caribou Winter Boots - Bruno by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Sorel Men's Caribou Winter Boots - Bruno

$250.00
$250.00 $250.00
Timberland Pro Men's Boondock HD Logger Composite Toe Work Boot - Mocha Full-Grain by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Boondock HD Logger Composite Toe Work Boot - Mocha Full-Grain

$285.00
$285.00 $285.00
Danner Men's 4.5 Inch Vicious Non-Metallic Toe Work Boot - Brown/Orange by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's 4.5 Inch Vicious Non-Metallic Toe Work Boot - Brown/Orange

$250.00
$250.00 $250.00
Lacrosse Men's Alphaburly Pro 18 Inch 1600G Boots - Realtree Edge by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Lacrosse Men's Alphaburly Pro 18 Inch 1600G Boots - Realtree Edge

$220.00
$220.00 $240.00
Timberland Pro Men's Montauk 6 Inch Steel Toe Work Boots - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Montauk 6 Inch Steel Toe Work Boots - Black

$130.00
$130.00 $130.00
Carolina Men's Duke 8 Inch Carbon Composite Toe Insulated Waterproof Work Boots - Dark Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's Duke 8 Inch Carbon Composite Toe Insulated Waterproof Work Boots - Dark Brown

$224.99
$224.99 $224.99