Vans 'Old Skool' Sneaker

$70

L.L. Bean Men's Bean Boots 6"

$125

Red Wing 6 Inch Moc Toe Boot

$270

Clarks Men's Bushacre 2 Chukka Boots

$100

Red Wing Heritage Men's Beckman Round 6" Boot

$347

Adidas Swift Run Running Shoe

$89

Cole Haan GrandPro Tennis Sneaker

$130

Cole Haan Original Grand Wingtip

$150

1901 'Bermuda' Penny Loafer

$90

Steven Madden Malice Chelsea Boot

$130