Richard –
I hiked the West Highland Way about five years ago – it was a great experience that I shared with my mom. We admittedly slack-packed the entire thing; opting (for mom's comfort primarily) to stay in inns and small B&Bs. The nice thing is that the company we arranged the hike through would, for a small fee, arrange to have your bags transported each night to the next inn via the road that goes around the mountains.
Thus, we sort of combined the walk with a week or so to travel to the Isle of Skye and Edinburgh – or bags followed us everywhere so all we carried were daypacks and maybe a packed lunch. Usually we just ate along the way, as pubs are in the most unlikely spots out in the countryside.
I'd say this, the trail is not a wilderness experience in the truest sense; but it is an affirmation of the rural life. We stayed in a B&B where the innkeeper's husband worked as a shepherd and was a drummer in a bagpipe band. We also walked through a very small village on the day that the Queen of England was visiting,and saw her chopper fly in, touch down and she met some of the townfolk. It was a bit surreal.
If I were to do it again, I'd definitely spend a couple of days exploring Glenn Coe while on the trail. It's absolutely gorgeous.I'd also visit the Isle of Skye if possible. We didn't have much of a chance to hike Skye – there were gales a couple of days that made it hard to stand up straight, much less hike.
Here is a link
http://www.walkhighlands.co.uk/skye/
I'd highly recommend Scotland – the people are very warm, the countryside is sparely populated (more sheep than people) and the Scottish Moors definitely felt "right" in the rain. I also found the experience of driving a stick while in the left-hand side of a car driving down roads so narrow that they turnouts every quarter of mile to allow for oncoming cars to pass to be a completely new and delightful experience (everybody waves when you pull over to let them through. Get used to waving.)
If you need any info, let me know. It so happens my coworker is a Brit ex-pat who happens to have hiked in the Lake District a number of times and loves it.
I would say this: good rain gear is a must, either way!
Dirk