In reply to Badgerboy88:
As the others have said really you have to try them on. Hillmasters are a love hate thing it seems, a lot of people used to bring them back suffering from blisters but then some people swore by them. The soles are pretty naff agreed.
I tend to steer clear of leather these days, I know quite a few people whose first boots are traditional leather boots and they end up with sore feet, tired legs and blisters. My first boots were leather and I'll probably always have a pair for short walks where i want dry feet but generally I wear trail running shoes for walking. Better grip, lighter, cheaper and so much better for your ankles - you only ever trip up when you've got half a kilo of bulky boots strapped to your feet which is unsurprising when you think of it.
You might find that your arches are supported by a better quality shoe/boot and that solves your pain, the likes of £20 trainers are very minimally supportive. Another option would be insoles but either way if you're generally sedentary (maybe youre not?) and then jump into a big walk the issue is just as likely to be a lack of build up as a poor pair of shoes.
If you find something comfortable and that's reasonably supportive (arch support) and then build up your level of walking intensity I suspect you will find that your pain goes away. You shouldnt' really need to be taping up your knees to go for a walk unless you've suffered some kind of injury and all else has failed. If your still getting pain having bought decent footwear and built things up gradually then a quick trip to the physio might be in order to iron out whatever is causing your issues.