Well I guess the issue with livestock and dogs is there across many walks but it is more of an issue where you have hefted flocks such as the Herdwicks and so no fences or boundaries. You simply can't walk dogs off lead up across Ennerdale and Grasmere as there are sheep everywhere. I am 50 plus and reasonably fit but I could not have done that part of the walk holding two dogs on leads, one maybe, and you will not see walkers up there in the high fells without walking poles so not easy to find a spare hand to hold a lead, let alone two. But I'd hate to put you off unnecessarily we need someone who has done the WHW and C2C with dogs!