I have the Grasmere. It's pointy enough to be classy, but chunky enough to be all-weather practical, and generous in fit.
I've worn it with everything from suits to chinos and even cargo pants. I'd say the former, coloured blue jeans (more than denim), or cords, are its natural casual ally. But grey flannel trousers or a tweed suit are perfect too.
It's a beautifully made shoe, really versatile, and of course is scotchgrain so intrinsically wonderful. Buy it.