I'm looking forward to the answers to this question as I plan for a month (maybe +) long (solo this time) trip to England and Scotland in May. Much to our surprise, every room my husband and I stayed in on our trip to Istanbul, Greece and Italy last fall had a mini-bar or little fridge: B&B, small hotel, old hotel, chain hotel, it didn't matter. We removed what was in there already and put our stuff in for the duration of our stay. Maybe you/I will get similarly lucky in the UK.
As for the shoes, after trying just about everything anyone suggests, I've found 2 brands that work for me. For endless walking and standing on any kind of terrain, wet or dry, nothing beats my Ahnu Montara boots. I like the high tops because they keep me stable. I don't wear skirts of any kind and these look just fine under pants. I have some navy ones and some gray ones. I wore the navy ones last fall and they even got me through heavy rain storms without getting my feet wet. I wear Sockwell Circulator compression socks with them. The 15-20mmHG moderate compression also helps to keep my feet, legs, knees and back from betraying me on long days of walking. I first tried the boots on at REI, then ordered them online for the color I wanted. I also tried some at another outdoor and travel store in town. Oddly, I wear a size smaller in the high-tops than in some other low top ones I have.
Most of the time, I keep them on until I'm back in the room because we often eat before going home and crashing at the end of the day. But if we do go back to the room and then out again for dinner, I tend to wear Abeo shoes of some kind, just for the change. They are available at the Walking Company and are starting to be distributed to some other similar stores these days. Last fall it was sandals. Next trip it will be these Amie Mary Janes which I already have or these SMARTsystem 3590 ones which I may buy in silver and take instead because they weigh half as much as the first pair. I know they weigh half because I have them in black and my little food scale is pretty accurate!
The planning does get complicated and there are lots of things to think about and deal with. My itinerary often gets tweaked for any number of reasons that are beyond my control. It's annoying to not be able to do exactly what you want to do when and where you want to do it, but that's just part of the planning process. We don't have anyone to pick up our mail for us and one of my biggest pet peeves is that the US Post Office won't hold the mail for longer than 30 days. Travel insurance companies also seem to want to charge much more for being gone over 30 days. Naturally, every trip I plan is over the limit and I have to cut somewhere or arrange to have the mail boxed and sent (for a fee) to a friend, and/or pay extra for travel insurance.
Is it worth all the effort? Absolutely!