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.

214 products

The North Face Men's Chilkat V 400 Waterproof Winter Boots - Toasted Brown/Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

The North Face Men's Chilkat V 400 Waterproof Winter Boots - Toasted Brown/Black

$159.00
$159.00 $170.00
Chinook Men's Wildwood 8 Inch Waterproof Composite Toe Work Boots - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Chinook Men's Wildwood 8 Inch Waterproof Composite Toe Work Boots - Brown

$174.99
$174.99 $174.99
KEEN Utility Men's Liberty 8 Inch Waterproof Carbon Toe Work Boots - Chestnut/Gum by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

KEEN Utility Men's Liberty 8 Inch Waterproof Carbon Toe Work Boots - Chestnut/Gum

$300.00
$300.00 $300.00
Hoffman Men's 12 Inch Double Insulated Plain Toe Guide Work Boots - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Hoffman Men's 12 Inch Double Insulated Plain Toe Guide Work Boots - Brown

$280.00
$280.00 $280.00
Sorel Men's Slabtown 62 Waterproof Moc Boots - Alpine Tundra/ Tawny Buff
Choose options

Lenny's Shoe & Apparel

Sorel Men's Slabtown 62 Waterproof Moc Boots - Alpine Tundra/ Tawny Buff

$129.00
$129.00 $180.00
Sitka Men's VentLite GTX Boots - Optifade Cover
Choose options

Lenny's Shoe & Apparel

Sitka Men's VentLite GTX Boots - Optifade Cover

$399.00
$399.00 $399.00
Thorogood Men's 8 Inch American Heritage Moc Black Wedge Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Thorogood Men's 8 Inch American Heritage Moc Black Wedge Work Boot - Brown

$274.95
$274.95 $274.95
Lacrosse Men's Alpha Thermal 16 Inch 7.0mm Boots - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Lacrosse Men's Alpha Thermal 16 Inch 7.0mm Boots - Black

$210.00
$210.00 $210.00
Muck Boot Arctic Men's Sport Hi High Performance Sport Boot - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Muck Boot Arctic Men's Sport Hi High Performance Sport Boot - Black

$175.00
$175.00 $175.00
Sitka Men's Back 40 Boots - Optifade Cover by Lenny's Shoe & Apparel
Choose options

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
Choose options

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
Choose options

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
Choose options

Lenny's Shoe & Apparel

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

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

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
Choose options

Lenny's Shoe & Apparel

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

$220.00
$220.00 $240.00
Danner Men's 8 Inch Lookout Side-Zip Boot Plain Toe Work Boots - Black by Lenny's Shoe & Apparel
Choose options

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
Choose options

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
Choose options

Lenny's Shoe & Apparel

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

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

Lenny's Shoe & Apparel

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

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

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
Choose options

Lenny's Shoe & Apparel

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

$420.00
$420.00 $420.00
Hoffman Men's 14 In Felt Steel Toe Pac Logger Boots - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Hoffman Men's 14 In Felt Steel Toe Pac Logger Boots - Black

$330.00
$330.00 $330.00
Danner Men's Bull Run 8 Inch Moc Soft Toe Work Boot - Tobacco by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Bull Run 8 Inch Moc Soft Toe Work Boot - Tobacco

$270.00
$270.00 $270.00
Oboz Men's Bridger 10 Inch Insulated Waterproof Winter Boot - Black Sea by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Oboz Men's Bridger 10 Inch Insulated Waterproof Winter Boot - Black Sea

$240.00
$240.00 $240.00
Danner Men's Bull Run Moc Steel Toe Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Bull Run Moc Steel Toe Work Boot - Brown

$270.00
$270.00 $270.00
Hoffman Men's 10 Inch Powerline Composite Toe Work Boots - Brown Leather by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Hoffman Men's 10 Inch Powerline Composite Toe Work Boots - Brown Leather

$435.00
$435.00 $435.00
Danner Men's Vicious 8 Inch Insulated 400G Composite Toe Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Vicious 8 Inch Insulated 400G Composite Toe Work Boot - Brown

$290.00
$290.00 $290.00
Zamberlan Men's Sierra GTX Boots - Forest by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Zamberlan Men's Sierra GTX Boots - Forest

$340.00
$340.00 $340.00
Danner Men's Light II Hiking Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Light II Hiking Boot - Brown

$480.00
$480.00 $480.00
Carolina Men's Hemlock Insulated 400G Composite Toe Logger Work Boots - Medium Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Carolina Men's Hemlock Insulated 400G Composite Toe Logger Work Boots - Medium Brown

$254.99
$254.99 $254.99
Teva Men's Riva Hiking Boots - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Teva Men's Riva Hiking Boots - Brown

$165.00
$165.00 $165.00
Bogs Men's Bozeman Mid Insulated Waterproof Winter Boots - Black by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Bogs Men's Bozeman Mid Insulated Waterproof Winter Boots - Black

$180.00
$180.00 $180.00
Asolo Men's Drifter EVO Gv Hiking Boot - Graphite/Gunmetal by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Asolo Men's Drifter EVO Gv Hiking Boot - Graphite/Gunmetal

$239.00
$239.00 $347.00
Chinook Men's Olympic 6 Inch Composite Toe Waterproof Work Boots - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

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

$134.99
$134.99 $134.99
Danner Men's Caliper 8 Inch 400G Insulated Work Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Caliper 8 Inch 400G Insulated Work Boot - Brown

$230.00
$230.00 $230.00
Danner Men's Mountain 600 Hiking Boot - Brown by Lenny's Shoe & Apparel
Choose options

Lenny's Shoe & Apparel

Danner Men's Mountain 600 Hiking Boot - Brown

$230.00
$230.00 $230.00