I'm personally a fan of very 'country' styled shoes -- double stacked leather soles, or rubber soled shoes.
Alden of Carmel 'Cigar Cordovan'
Crockett & Jones "Cardiff"
Alfred Sargent "Appleby"
I'm looking to find more interesting examples of "heavier" and less dressy shoes, along those lines. Any recommendations? In particular, I would love to find a brown and tan spectator/correspondant with either a double sole or rubber sole,...