Like IamAJMiller earlier, I too have two pairs of fairly cheap (30 squid) adidas trainers. Thin soled grippy ones for wet days on hills and a pair of cushioned ones with less grip for dry days/trail runs/road use. I tend to think about taking my small osprey rucksack with a phone, hat, gloves, wind shirt and mars bar for anything over 10k where i'm likely to be a distance from other humans.
Travel light, stay moving and you stay warm. Obviously theres a risk involved but in the lakes where there are plenty folk about its less so. I tend to check the weather forecast more than if I was heading out a walk just to doubly make sure I'm not going to freeze.