I wear Meindle Desert Fox boots most of the time, all ex-Army issue, and incredibly comfy, I don’t think I paid more than £38 for any of mine, and they retail for about £170! Three of the four pairs I have were pretty much unworn. I’ve got a pair of German para boots, same as the ones Klunk posted above, which I had resoled after the foam midsole disintegrated, which I keep for wet winter weather. Seeing those, perhaps I ought to be seriously thinking about another pair, they’re perfect for crappy weather. I use Renapur wax on mine, it gets the leather really soft and flexible, and helps with the waterproofing.
I’ve thought about Dr Marten’s, but I’ve never heard of the Solovair boots, and they’ve got me thinking now – I hadn’t realised the Doc M’s can’t really be resoled, whereas the Solovair boots can, which is well worth knowing. I like the rough wax finish ones.