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Men's Footwear

Stylish men's footwear from local Vermont shops and brands. Curated styles for every step, with fast local delivery across Vermont.

526 products

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
Timberland PRO Men's Powertrain Alloy Toe ESD Work Shoes - Black/Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland PRO Men's Powertrain Alloy Toe ESD Work Shoes - Black/Grey

$125.00
$125.00 $125.00
Saucony Men's Omni 22 Running Shoes - Navy/Currant by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Saucony Men's Omni 22 Running Shoes - Navy/Currant

$150.00
$150.00 $150.00
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
Columbia Men's PFG Bahama X Relaxed Shoes - Grill/Sunset Red by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Columbia Men's PFG Bahama X Relaxed Shoes - Grill/Sunset Red

$75.00
$75.00 $75.00
Timberland Pro Men's XR 1 Dynamic Natural Fit Alloy Toe Work Shoes - Blackout by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's XR 1 Dynamic Natural Fit Alloy Toe Work Shoes - Blackout

$115.00
$115.00 $115.00
KEEN Utility Men's Lansing Mid Steel Toe Work Boot - Grey/Yellow by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Lansing Mid Steel Toe Work Boot - Grey/Yellow

$155.00
$155.00 $155.00
KEEN Utility Men's Detroit XT ESD Steel Toe Work Shoe - Cascade Brown/Gargoyle by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Detroit XT ESD Steel Toe Work Shoe - Cascade Brown/Gargoyle

$170.00
$170.00 $170.00
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
Salomon Men's XA Pro 3D V9 GoreTex Trail Running Shoes - Phantom by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Salomon Men's XA Pro 3D V9 GoreTex Trail Running Shoes - Phantom

$170.00
$170.00 $170.00
Reebok Work Men's Athletic Waterproof Trailgrip Alloy Toe Work Shoes - Black/Light Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Reebok Work Men's Athletic Waterproof Trailgrip Alloy Toe Work Shoes - Black/Light Grey

$167.00
$167.00 $167.00
Ariat Men's Turbo Outlaw 8 Inch CSA Waterproof 400G Insulated Carbon Safety Toe Work Boot - Dark Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Ariat Men's Turbo Outlaw 8 Inch CSA Waterproof 400G Insulated Carbon Safety Toe Work Boot - Dark Brown

$214.95
$214.95 $214.95
Timberland Pro Men's Switchback Composite Toe Work Shoes - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Switchback Composite Toe Work Shoes - Brown

$155.00
$155.00 $155.00
Timberland Pro Men's Switchback Composite Toe Work Boot - Grey/Yellow by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Timberland Pro Men's Switchback Composite Toe Work Boot - Grey/Yellow

$165.00
$165.00 $165.00
Rocky Men's Forge 6 Inch Composite Toe Work Boots - Brown by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

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

$113.40
$113.40 $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
Carolina Men's Lytning Composite Toe Work Shoes - Brown Leather by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Carolina Men's Lytning Composite Toe Work Shoes - Brown Leather

$97.99
$97.99 $139.99
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
HOKA Men's Clifton 10 Running Shoes - Galactic Grey / Asteroid by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

HOKA Men's Clifton 10 Running Shoes - Galactic Grey / Asteroid

$155.00
$155.00 $155.00
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

$520.00
$520.00 $520.00
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
Saucony Men's Echelon 10 Running Shoes - Carbon/Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Saucony Men's Echelon 10 Running Shoes - Carbon/Black

$155.00
$155.00 $155.00
New Balance Men's FuelCell Walker Elite Shoes - NB Navy/Thirty Watt by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

New Balance Men's FuelCell Walker Elite Shoes - NB Navy/Thirty Watt

$139.99
$139.99 $139.99
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
KEEN Men's Kona Leather Flip Flop - Java/Dark Earth by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Men's Kona Leather Flip Flop - Java/Dark Earth

$75.00
$75.00 $75.00
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
Bogs Men's Workman Mid Work Boot - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Bogs Men's Workman Mid Work Boot - Black

$170.00
$170.00 $170.00
Danner Men's Riverside 4.5 Inch Steel Toe Work Shoe - Brown/Green by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Danner Men's Riverside 4.5 Inch Steel Toe Work Shoe - Brown/Green

$99.00
$99.00 $184.95
Reebok Work Men's Sublite Cushion Alloy Toe ESD Work Shoe - Grey/Blue by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Reebok Work Men's Sublite Cushion Alloy Toe ESD Work Shoe - Grey/Blue

$114.00
$114.00
Volcolm Men's Hybrid Composite Toe Work Shoes - Black/Tower Grey by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

Volcolm Men's Hybrid Composite Toe Work Shoes - Black/Tower Grey

$98.00
$98.00 $140.00
KEEN Men's Targhee IV Waterproof Shoes - Triple Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

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

$180.00
$180.00 $180.00
KEEN Utility Men's Vista Energy Shift ESD Carbon Fiber Toe Work Shoe - Black by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

KEEN Utility Men's Vista Energy Shift ESD Carbon Fiber Toe Work Shoe - Black

$140.00
$140.00 $140.00
UYN Men's 6Sense Shoes - Anthracite/Deep Lake by Lenny's Shoe & Apparel
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Lenny's Shoe & Apparel

UYN Men's 6Sense Shoes - Anthracite/Deep Lake

$199.00
$199.00 $199.00