If you have the cash and want a really good fitting, try
http://www.altberg.co.uk/Web/
My current walking boots are a Lowa clones made by a british company called Web-tex. Cost about 80 quid, waterproof, with insulation/wicking liner membrane... considering I've always used new british army assault boots (like these:
http://www.surplusandadventure.com/...y-boots/british-army-assault-boot-219264.html) for hiking (I've destroyed a couple of pairs over the years; eventually they just fall to bits across the sole and the toe crease) I was pleasantly surprised with how comfortable they've been.
http://www.web-tex.co.uk/boots-and-clothing/web-tex-pro-xt-ii-boots/prod_1312.html
Go with Leather boots, not some s****y (eh? damn filter thing thinks I'm saying a bad word should be 's w a n k y') all technical fabric. Unless you know what you're getting (like I did) never buy walking boots without trying them for fitting first - a snug fit is good, but a little room (and I do mean only a little room) is better as it allows your feet to swell when you're walking for a whole day etc. Get a couple of decent pairs of socks too - I've worn 2 pairs of boot socks (1 thick, 1 thin with a man made fibre content to transfer moisture) and have never experienced painful blisters from rubbing boots or the like.
A good pair of boots should last a long time. Altberg do custom fitting and sole repair replacement, had I the spare cash I'd have a pair of these:
http://www.altberg.co.uk/Web/walking_ScafellBoot.jsp or something from their military boot range.
If you get 'ankle boots' as opposed to those that come to mid calf, get yourself a pair of decent gaiters - either gortex, or PU coated. Preferably the gortex as they are breathable (beware of straps that go underneath the boot sole - try before you buy). I have lightweight PU coated ones which trap sweat on the inside so sometimes I get slightly damp trousers from boot top to knee, but I have never found this to be a real problem.
I've done plenty of miles in all weathers and would recommend the web-tex boots; for what you get they're a good price - the only trouble was finding a local supplier to try them on.
Choose carefully, you get what you pay for.