Shopping Local, Made Easy

Never Miss a Local Alternative with the new Myti Finder! CLICK HERE TO DOWNLOAD NOW.

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.

217 products

KEEN Utility Men's Braddock Mid Waterproof Soft Toe Boots - Raven/Estate Blue
Choose options

Lenny's Shoe & Apparel

KEEN Utility Men's Braddock Mid Waterproof Soft Toe Boots - Raven/Estate Blue

$200.00
$200.00 $200.00
Kamik Men's Champlain 3 Winter Boots - Dark Brown
Choose options

Lenny's Shoe & Apparel

Kamik Men's Champlain 3 Winter Boots - Dark Brown

$104.99
$104.99 $104.99
Kamik Men's Nation Plus Wide Winter Boots - Dark Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Kamik Men's Nation Plus Wide Winter Boots - Dark Brown

$130.00
$130.00 $130.00
Kamik Men's Nation Plus Winter Boots - Dark Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Kamik Men's Nation Plus Winter Boots - Dark Brown

$130.00
$130.00 $130.00
Kamik Men's Cody XT Winter Boots - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Kamik Men's Cody XT Winter Boots - Black

$210.00
$210.00 $210.00
Grundens Men's Deck Boss Ankle Boot - Navy by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Grundens Men's Deck Boss Ankle Boot - Navy

$114.99
$114.99 $114.99
Grundens Men's Deck Boss Ankle Boot - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Grundens Men's Deck Boss Ankle Boot - Black

$114.99
$114.99 $114.99
Grundens Men's Deck Boss Ankle Boot - Dark Brown
Choose options

Lenny's Shoe & Apparel

Grundens Men's Deck Boss Ankle Boot - Dark Brown

$76.30
$76.30 $114.99
Bogs Men's Bedrock Mid Comp Toe Work Boots - Brown
Choose options

Lenny's Shoe & Apparel

Bogs Men's Bedrock Mid Comp Toe Work Boots - Brown

$105.00
$105.00 $170.00
Baffin Men's Crossfire Winter Boots - Black
Choose options

Lenny's Shoe & Apparel

Baffin Men's Crossfire Winter Boots - Black

$210.00
$210.00 $252.00
Korkers Men's Snowmageddon Boa Winter Boots - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Korkers Men's Snowmageddon Boa Winter Boots - Black

$240.00
$240.00 $240.00
Timberland Pro Men's Evergreen Composite Toe Waterproof Insulated Work Boot - Coffee
Choose options

Lenny's Shoe & Apparel

Timberland Pro Men's Evergreen Composite Toe Waterproof Insulated Work Boot - Coffee

$205.00
$205.00 $265.00
Timberland Pro Men's Evergreen Composite Toe Waterproof Work Boot - Brown
Choose options

Lenny's Shoe & Apparel

Timberland Pro Men's Evergreen Composite Toe Waterproof Work Boot - Brown

$175.00
$175.00 $225.00
KEEN Utility Men's Camden Waterproof 6 Inch Carbon Fiber Toe Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

KEEN Utility Men's Camden Waterproof 6 Inch Carbon Fiber Toe Work Boot - Brown

$220.00
$220.00 $220.00
Bogs Kids' Skipper II Pixel Shark Rain Boots - Gray Multi by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Bogs Kids' Skipper II Pixel Shark Rain Boots - Gray Multi

$41.00
$41.00 $41.00
The North Face Men's Hedgehog 3 Mid Waterproof Boots - TNF Black/Asphalt Grey by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

The North Face Men's Hedgehog 3 Mid Waterproof Boots - TNF Black/Asphalt Grey

$160.00
$160.00 $160.00
Red Wing Iron Ranger #8085
Choose options

Harbour Thread

Red Wing Iron Ranger #8085

$349.99
$349.99
Blundstone 510 Men's Originals Chelsea Boot by Harbour Thread
Choose options

Harbour Thread

Blundstone 510 Men's Originals Chelsea Boot

$189.95
$189.95
Red Wing Blacksmith Boot #3345
Choose options

Harbour Thread

Red Wing Blacksmith Boot #3345

$329.99
$329.99
Red Wing Iron Ranger #8084
Choose options

Harbour Thread

Red Wing Iron Ranger #8084

$349.99
$349.99
Blundstone 2238 Men's Lug Chelsea Boots by Harbour Thread
Choose options

Harbour Thread

Blundstone 2238 Men's Lug Chelsea Boots

$219.95
$219.95
KEEN Utility Men's Reno Mid Waterproof Carbon Fiber Toe Work Boots - Dark Olive/Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

KEEN Utility Men's Reno Mid Waterproof Carbon Fiber Toe Work Boots - Dark Olive/Black

$185.00
$185.00 $185.00
Danner Men's Quarry USA 8 Inch Alloy Toe Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Quarry USA 8 Inch Alloy Toe Work Boot - Brown

$330.00
$330.00 $330.00
Chinook Men's Wildwood 6 Inch Waterproof Composite Toe Work Boots - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Chinook Men's Wildwood 6 Inch Waterproof Composite Toe Work Boots - Brown

$158.99
$158.99 $158.99
Original Footwear Men's S.W.A.T Classic 9 Inch Work Boots - Black
Choose options

Lenny's Shoe & Apparel

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

$67.50
$67.50 $139.99
Timberland Pro Men's Tempe 6 Inch Waterproof Alloy Toe Work Boots - Medium Grey Leather by Lenny's Shoe & Apparel
Choose options

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
Choose options

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
Choose options

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
Choose options

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
Choose options

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 by Lenny's Shoe & Apparel
Choose options

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
Choose options

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
Choose options

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
Choose options

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
Choose options

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
Choose options

Lenny's Shoe & Apparel

KEEN Men's Targhee IV Waterproof Hiking Boots - Sea Turtle/Roasted Pecan

$190.00
$190.00 $190.00