Looks like an out-and-back. I'm wondering if, for the winter, Steve might be taking a different approach: figure-of-8 loops centred on home. Since he has been finding fatigue catching up with him after 150 miles and having to have a kip, possibly in an inconvenient place, would it not make a bit more sense to go out early, do 120ish, have a couple of hours at home, and then go out for another 90 or so. That way, with two sets of fresh legs rather than one, he might keep his average speed up a bit.