Well, I note that everything at the top of the hill, and likely behind it as well, is brighter, with cheerier colors. I see this climb as a transition. Is he climbing towards that woman in the distance? I feel like this is the end of his trials of a particular nature. I think that this won't literally be his last hill to climb, but the last challenge before some form of rebirth.
Basically, he is emerging from shadow into light, which could be akin to many different interpretations. He still has to climb the hill of course! But we can see that he is a seasoned traveller and has much to look forward to. The girl waiting for him promises comfort for sure. The details are up to the viewer to embellish. Thank you kindly for your thoughtful and insightful comments - you pretty much saw it how I hoped!
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Carrying a burden of bitter anguish and disappointment, treading a rough, mostly unrewarding path, anticipating the long awaited embrace of that maiden who waits for you at the end of all journeys. " There, my dear, lie in my arms, o weary one, for here I am, your eternal lover."
Sorry, I know I've made it sound quite dark and hopeless. But it's just what came to my mind. Death is not the end.
...And life is a mountain we have to climb... Hills here and there, new obstacles or new challenges, for everyone different. Mostly covered in shadows. Some would choose to find a quiet den and dwell there to the end, but there are ones who choose to walk, to search and to reveal the paths before them, to climb the peaks. And after many hills he has walked upon and left behind his back, He finally dreams about the Last One, where there is Comfort, Peace and Harmony...Where there is Sun.